Retrace the steps of early pioneers as you travel along the Oregon Trail, taking in prominent landmarks, otherworldly landscapes, and bustling cities. Spanning from Oregon’s verdant forests to Cape Cod’s shores, this cross-country road trip takes you along US-20, following the historic Oregon Trail the entire way.
Perfect for history buffs and nature lovers, this Oregon Trail road trip explores key monuments from early American history, along with some of the country’s most impressive parks and landscapes. Beginning from Escape Camper Vans’ Portland hub, spend two weeks traversing across the United States before ending your unforgettable journey at our Jersey City depot.
Travel Time from on an Oregon Trail Road Trip
This one-way, cross-country road trip follows the Oregon Trail via US-20, the longest road in the United States! Stretching from Escape Camper Vans’ Portland location to our New York hub, your journey will encompass approximately 3,421 miles and require about 51 hours of driving time.
To avoid rushing through your cross-country vacation, plan for at least fourteen days to complete your trek. This will allow you enough time to enjoy the lush forests of the Pacific Northwest fully, feel the powerful mist of Niagara Falls, and immerse yourself in history as you retrace the steps of early pioneers.
Best Time of Year for an Oregon Trail Road Trip
With so much ground to cover, deciding on the perfect time to embark on an Oregon Trail road trip can take time and effort. Regardless of which season you choose to travel, you should be prepared for various weather conditions as you make your way cross-country.
Spring
Late spring is one of the best times to set out on a cross-country road trip and will allow for ideal weather throughout your entire trip. In addition to mild temperatures, you’ll find beautiful wildflowers in the western states, perfect Midwest hiking conditions, and amazing wildlife viewing opportunities throughout your journey. Plus, it may even be warm enough for a dip in the ocean once you reach Cape Cod!
Summer
Summer is another excellent time to travel along the Oregon Trail. While temperatures will be quite warm, they shouldn’t be unbearable in the north. Plus, June through August is a perfect time to enjoy the many lakes along this route!
However, it’s important to remember that a summer road trip means campgrounds and popular sites will be at their most crowded. Make reservations far in advance whenever you’re able to, and try to avoid weekends at popular sites.
Fall
Similar to the spring, early fall also works well for an Oregon Trail road trip. The mild weather will be perfect for long hikes and you may even catch the vibrant fall colors in the Northeast. However, temperatures will begin to drop quickly in the Midwest, so plan to complete your trip by mid-October.
Winter
Although a winter road trip can be stunning and offer extra solitude, traveling across the country during this time of year isn’t ideal. Snowstorms could easily derail your plans, many campgrounds will be closed for the season, and several outdoor hikes and activities will be inaccessible during the winter.
Preparation for a Cross-Country Road Trip on the Oregon Trail
To make the most of your cross-country journey, you’ll want to ensure you’re well-prepared before hopping behind the wheel. Map out your campsites in advance, gather all your necessary gear and supplies, and make sure you have all your navigation tools ready to go.
Campgrounds
We recommend planning ahead and reserving your campsites before setting off on your epic cross-country road trip. This journey requires several long stretches of time on the road, and the last thing you’ll want to do after a big day of driving is search for a place to sleep for the night. If you prefer to plan as you go, be sure to look into the many dispersed or free campsites along your route!
Supplies
Because you’ll often drive through remote areas as you trek across the country, it’s important to make sure you obtain all the gear you’ll need before hitting the road. Escape Camper Vans offers a slew of extra add-ons to ensure that your camper van is equipped with everything you’ll need during your journey. Add in an extra bedding kit to keep warm at night, a kitchen kit for prepping meals in your camper van, and camp chairs for relaxing at your campsites.
Food
Before leaving Portland, stop by a nearby supermarket to load up on produce and ingredients for easy-to-make camper van meals. Since many of the campgrounds you’ll encounter don’t offer potable water, stocking up on plenty of drinking water is also essential.
Navigation
While your Smartphone will work well as your GPS throughout this trip, be sure to download Offline Maps so you can stay connected in areas with limited service. Additionally, we recommend grabbing a physical Oregon Trail map to help navigate the many remote trailheads and off-the-beaten path detours along this route.
Which Camper Van is Best for an Oregon Trail Road Trip?
Choose between Escape Camper Vans’ Mavericks or Mesa camper vans for your unforgettable Oregon Trail road trip. Both models are outfitted with a kitchenette, feature a queen-size mattress, and can sleep up to five people with a rooftop sleeper. However, the Mesa is slightly larger and offers extra storage space.
Ultimately, the best choice comes down to your personal preferences and group size, so spend some time comparing the two models on our website before reserving your camper van.
Oregon Trail Road Trip Itinerary Stops
Day 1: The Columbia River Gorge, Oregon
While you’ll spend plenty of time on the road over the next two weeks, your cross-country expedition begins with an easy 25-minute drive from Escape Camper Vans’ Portland hub. After picking up your camper van rental, head just outside of the city to begin exploring the spectacular Columbia River Gorge.
This sweeping, 80-mile-long canyon provides endless opportunities for outdoor enthusiasts and is even considered one of the 7 Wonders of Oregon! Take in the sights from the jaw-dropping Columbia River Highway, trek past the active volcano of Mount Hood, or take a dip in the stunning Hood River.
With Oregon City so close by, this is an ideal jumping-off point for embarking on your Oregon Trail road trip. See where early pioneers finally arrived after their tremendous vacation and learn about the trail’s fascinating history before setting off on your journey.
Things to do near the Columbia River Gorge, OR
Visit the End of the Oregon Trail Interpretive Center: Start your Oregon Trail road trip off with an immersive history lesson on the famous route. Step into the 1800s as you watch costumed demonstrations, explore fascinating exhibits, and take jaw-dropping views of the legendary trail.
Multnomah Falls: Oregon’s tallest waterfall cascades down 635 feet and is considered to be one of the Columbia River Gorge’s top highlights. Reach the top of the two-tiered waterfall via a steep 2.4-mile trail, or take in the breathtaking view from the easy-to-reach, lower-level platform.
Hike to Latourell Falls: This moderate, 2.4-mile hike is another popular outdoor excursion located near Multnomah Falls. Although a short walk along the trail will lead you to the first tier of the jaw-dropping Latourell Falls, we recommend trekking up to the second tier for an even more impressive view.
Places to Eat near the Columbia River Gorge, OR
Brigham Fish Market: Enjoy incredibly fresh seafood from this Native American family-owned market, which is lauded for its freshly caught Columbia River fish. Sit out on their patio for picturesque mountain views while dining on a selection of ceviche, fish platters, and delicious po’boy sandwiches.
pFriem Family Brewers: Situated along the tranquil Hood River, this lively brewery is celebrated for its wide selection of craft beers and a robust food menu. Explore their expansive tasting room or enjoy an al fresco meal along the riverfront.
Campgrounds near the Columbia River Gorge, OR
Wyeth Campground: This very popular campground operates from May through September and reservations can be made up to six months in advance. The site is known for booking up quickly, so we recommend planning ahead if you’re hoping to stay here! Amenities include potable water, flush toilets, and picnic tables.
Eagle Creek Campground: Wake up to an incredibly lush forest at this gorgeous site which is open from May through September. Reservations can be made up to six months before your stay, and the facility includes restrooms, drinking water, grills, and campfire rings.
Day 2: Boise, Idaho
Enjoy an early breakfast at your campsite, and then get ready for your first big day on the road! Hop on to US-20 as you leave the Pacific Northwest towards the charming, tree-lined city of Boise, Idaho.
As a thriving metropolis surrounded by nature, the “City of Trees” offers a bit of everything- from a lively nightlife scene to rugged outdoor excursions. Explore Boise’s bustling downtown, hike to one of the best views of the city, and sample authentic pintxos as you immerse yourself in the vibrant Basque Block.
Things to do in Boise, ID
Hike to Table Rock: This towering mountain just outside of downtown Boise provides the city’s best panoramic views and is an especially popular spot during sunset. Embark on a 3.7-mile loop trail along a well-paved path to reach the summit, where you’ll find breathtaking views of Boise as well as the stunning Treasure Valley.
Explore the Basque Block: Boise contains the highest concentration of Basque Americans in the country, and this thriving downtown area is perfect for discovering more about the Basque Country. Visit the Basque Museum and Cultural Center, stop for a tasting at the Basque Market, and learn about the origins of Boise’s impressive Basque population.
Float Down the Boise River: A day spent splashing around in the Boise River is an obligatory Southern Idaho activity during the summer. Rent a tube in Barber Park and spend the next three hours floating down the tranquil waterway, taking in the lush scenery as you’re carried 6.5 miles down the river.
Places to Eat in Boise, ID
Ansots Basque Chorizos: Experiencing authentic Basque cuisine is a must when in Boise, and Ansots’ is one of the most popular restaurants on the Basque Block. The family-run establishment features a variety of mouthwatering pintxos (typical small plates), bocadillos, and chorizos from Northern Spain.
Fork: Local foodies flock to this farm-to-table eatery which is committed to sourcing their ingredients from regional farmers, producers, and bakers. Enjoy decadent main dishes and sharing plates for dinner, or come on the weekend for a robust brunch menu that boasts farm fresh eggs and a “build your own mimosa” station.
Campgrounds near Boise, ID
Willow Creek Campground: This quaint campground only features nine campsites, all of which operate on a first-come, first-served basis. Typically accessible from mid-May through September, amenities at this site include drinking water, vault toilets, and picnic tables.
Grayback Gulch Campground: Enjoy ample shade at this large, forested site which features access to numerous trails along with picnic tables, campfire rings, vault toilets, and potable water. The campground operates from May through mid-October, and sites can be reserved up to six months before your trip.
Days 3-4: Yellowstone National Park, Wyoming
Today, get an early start on the road for the long drive to Yellowstone, the oldest national park in the United States. Located over five hours away from Boise, Yellowstone’s expansive terrain offers a wonderland of geothermal activity, massive herds of roaming bison, and extraordinary canyons. With so much ground to cover, we recommend allotting at least two nights in Yellowstone before embarking on the rest of your Oregon Trail road trip.
Things to do in Yellowstone National Park, WY
See Yellowstone’s Geysers: Yellowstone is famous for its otherworldly geysers, hot springs, and hydrothermal features. Explore the eleven geyser basins throughout the park, and visit the iconic Old Faithful Geyser- known for having the most frequent and predictable eruptions in Yellowstone!
Lamar Valley: For unparalleled wildlife viewing, head towards the park’s northern end to visit the stunning Lamar Valley. In addition to an enchantingly lush landscape, the area is considered Yellowstone’s premier spot for wildlife sightings. Keep an eye out for the massive bison herds that usually frequent the area and coyotes, bears, wolves, and pronghorn sheep.
Grand Canyon of the Yellowstone: Located along the Yellowstone River, take in this imposing canyon’s dramatic landscape and spectacular waterfall from several different overlooks. You can also opt to embark on a somewhat strenuous 6.2-mile hike along Mount Washburn Trail for stunning views of the canyon.
Places to Eat near Yellowstone National Park, WY
Ernie’s Bakery: Located just outside of the park entrance in West Yellowstone, this French-style cafe is known for its hearty breakfasts and delicious sandwiches. To bring one of their Boxed Lunches on your hike, place an order the night before and then swing by in the morning to pick up your meal.
Grant Village Dining Room: Expansive glass windows allow you to dine with a view at this trendy eatery inside the park. Choose from a varied menu of lunch and dinner items, or come in the morning to dig into their hearty all-you-can-eat breakfast buffet!
Campgrounds in Yellowstone National Park, WY
Mammoth Campground: This year-round campground sits at an elevation of 6,200 feet, and reservations are required from April until mid-October. In addition to convenient access to several hiking trails, the site’s amenities include food storage lockers, drinking water, and flush toilets.
Madison Campground: Near the West Yellowstone entrance, this popular campsite features flush toilets, potable water, and a dump station. The campground typically operates from April until October, and online reservations are mandatory.
Day 5: Casper, Wyoming
This morning, leave the captivating hot springs of Yellowstone and hop back on US-20 as you make your way toward the historic city of Casper, Wyoming. Along the way, continue immersing yourself in early pioneer history with a detour to the Independence Rock State Historic Site. Standing at 136 feet above ground, this enormous monolith served as an important milestone for travelers who were heading west along the Oregon Trail.
After taking in this monumental site, drive straight to Casper, located about one hour away. Spend your time admiring captivating views of the tranquil North Platte River, hike to the top of Casper Mountain, and learn more about the city’s significance to early pioneers at the National Historic Trails Interpretive Center.
Things to do in Casper, WY
National Historic Trails Interpretive Center: As you embark on your Oregon Trail road trip, learn more about the historic trail’s fascinating history while immersing yourself in the lives of early pioneers. Through several galleries and interactive exhibits, this informative center dives deep into the history of the Oregon Trail, along with the Mormon and California Trails.
Hike Bridle Trail: This 4.5-mile hike weaves past a stunning waterfall and through a jaw-dropping rock tunnel before reaching the summit of Casper Mountain. Along the way, take in unparalleled views of the area’s picturesque landscape.
Tate Geological Museum: Marvel at over 3,000 unearthed fossils at one of Wyoming’s top geology and paleontology museums. In addition to several dinosaur remains, the museum famously houses an impressive, 11,600-year-old Columbian Mammoth!
Places to Eat in Casper, WY
Eggington’s: An extensive breakfast is served at this laid-back diner, an especially popular choice among Casper locals. If you prefer non-egg-based meals, the establishment also offers a wide array of burgers, salads, and sandwiches to choose from.
Branding Iron: Enjoy gourmet burgers on an inviting outdoor patio at this neighborhood favorite in downtown Casper. In addition to their inventive burgers, a variety of vegetarian options, happy hour specials, and innovative cocktails are also on the menu!
Campgrounds near Casper, WY
Fort Caspar Campground: Situated along the North Platte River, this spacious campground features a 24-hour laundry facility, showers, private fishing ponds, picnic tables, and a convenient camp store. This site is open year-round and campers must call ahead to make reservations.
Lodgepole Campground: This scenic site is open all year and operates on a first-come, first-served basis. Amenities include vaulted toilets, fire rings, potable water, and access to two stunning trailheads.
Day 6: Valentine, Nebraska
Get an early start on the road as you make your way across the midwestern state of Nebraska. The drive to the scenic city of Valentine is about five hours from Casper, though there are several notable detours to make along the way!
Your first stop will be the historic Scotts Bluff National Monument, a key landmark for westward travelers along the Oregon Trail. Standing at an impressive 800 feet above the North Platte River, the famous geological site is well worth stopping along your Oregon Trail journey.
Once you finally arrive in the city of Valentine, enjoy sweeping views over the Sandhills of Nebraska, relax along the tranquil Niobrara River, and gaze up at the tallest waterfall in the state!
Things to do in Valentine, NE
Niobrara National Scenic River: Valentine is situated right along the banks of the stunning Niobrara River, making it a perfect place to explore the idyllic waterway. Spend the day kayaking, rent a tube, or simply picnic by the waterfront while keeping an eye out for local wildlife.
Cowboy Trail: This well-paved rail trail is made of crushed limestone and stretches 187 miles, beginning in Valentine. Spend the day biking, hiking, or horseback riding along the gorgeous path, which weaves through the area’s stunning scenery.
Smith Falls State Park: Head to Valentine’s extraordinary state park to admire Nebraska’s tallest waterfall! Smith Falls is 70 feet tall and can be easily accessed by hiking across a scenic footbridge.
Places to Eat in Valentine, NE
Bulldoggers BBQ: This casual locale is run by a husband and wife team and is known for serving Valentine’s best southern-style barbecue. Grab a seat at one of their communal picnic tables and feast on mouthwatering cuisine made entirely from scratch- including their homemade barbecue sauces!
Peppermill Restaurant: This inviting, family-owned restaurant serves hearty steaks and classic American dishes. The establishment’s menu also features plenty of salads and plates for non-meat eaters, along with a lengthy selection of to-go cocktails!
Campgrounds near Valentine, NE
Sharps Campground: Wake up to a beautiful view of the Niobrara River at this water-front campground, which operates from May through October. Campsites can be reserved online and facilities at this scenic site include river access, restrooms, and picnic tables.
Berry Bridge Campground: Situated along the Niobrara River, this year-round site features picnic tables, fire rings, showers, and potable water. Reservations must be made in advance and can be placed by phone or via email.
Day 7: Sioux City, Iowa
After packing up your camper van once more, make the four-hour drive to Sioux City, Iowa, situated along the famous Missouri River. Gather an even deeper understanding of early American history as you explore the city, which holds great significance to the Lewis and Clark Expedition. Learn about the famous explorers and their experiences along the Oregon Trail, visit several illuminating museums, and discover the fascinating history of the Missouri River.
Things to do in Sioux City, IA
Lewis and Clark Interpretive Center: While making your way down the Oregon Trail, stop by this interpretive center to learn all about these legendary early explorers. Through several fascinating exhibits, the center highlights the history of the iconic Lewis and Clark Expedition and the famous journey they embarked on.
Sergeant Floyd River Museum: Continue your exploration of American history as you hop aboard this historic museum boat. Learn about the intriguing history and legacy of the Missouri River from aboard the imposing ship, which is now docked on dry land.
Stone State Park: Immerse yourself in nature at this scenic urban wildlife sanctuary. Choose from over fifteen miles of trails to hike across, and keep an eye out for a variety of birds and wildlife in the area!
Places to Eat near Sioux City, IA
The Diving Elk: This lively gastropub features a revolving craft beer selection, inventive cocktails, and a hearty food menu. Their decadent poutine appetizer, Elkwurst sandwich, and chicken and waffles plate are among the establishment’s most popular dishes.
Table 32: Head to one of the city’s most notable restaurants for elevated cuisine in an inviting atmosphere. Housed in an old Creamery building that dates back to the early 1900’s, the trendy eatery features an incredibly varied menu, with items that range from classic pasta dishes to seared duck breast and Greek fondue.
Campgrounds near Sioux City, IA
Stone State Park Campground: Located in a lush state park, this lovely campground operates all year, and reservations are mandatory from mid-April through October. In addition to an abundance of wildlife and trail access, the site features picnic tables, restrooms with showers, and a dump station.
Snyder Bend Park Campground: This lake-front campground is open from May through October and operates on a first-come, first served basis. Amenities at the scenic site include electric hookups, showers, picnic tables, lake access, and several hiking trails.
Day 8: Chicago, Illinois
The Midwest portion of your journey continues as you make your way across Iowa and into Illinois. Before arriving in the windy city of Chicago, make a pit stop in Galena, a charming town steeped in early American history. Step back in time as you wander past incredibly well-preserved buildings from the 1800s while learning about the city’s historic significance.
Once you arrive in Chicago’s bustling metropolis, spend your day visiting historic monuments, cruise along the famous Chicago River, and of course, dig into a mouthwatering, deep-dish pizza!
Things to do in Chicago, IL
Millennium Park: Visiting this renowned public park is one of the best things to do in Chicago. The lush green space is right in the city center and features several notable landmarks- including the Cloud Gate, the famous bean-shaped statue that has become an iconic city symbol.
Chicago Riverwalk: Take in views of the legendary Chicago River with a walk along this stunning promenade, where you’ll find numerous bars, eateries, art displays, and historic monuments. You can also opt to take in the metropolitan views from the water by hopping on a fun river cruise or renting a kayak!
Day Trip to Indiana Dunes National Park: For an easy day trip from Chicago, head to this captivating national park, located less than an hour away from the Windy City. Set along the shores of beautiful Lake Michigan, the park features a wide expanse of towering sand dunes, along with stunning hikes and excellent stargazing opportunities!
Places to Eat in Chicago, IL
Lou Malnati’s Pizzeria: Chow down on Chicago’s famous deep-dish pizza at this historic locale, renowned as the best place to try the city’s iconic dish! With several locations throughout the Windy City, chances are you won’t have to drive far to dig into a mouthwatering slice!
Khmai: Enjoy authentic Cambodian cuisine in a relaxed setting at this inviting restaurant, which serves a mix of small plates and traditional dishes. Due to the eatery’s immense popularity, making reservations is highly encouraged.
Campgrounds near Chicago, IL
Dunewood Campground: We highly recommend spending the night if you decide to drive up to Indiana Dunes National Park. Located inside the park, this site operates from April through October and facilities include showers, drinking water, and picnic tables. Advanced reservations are mandatory and can be made online.
Camp Bullfrog Lake: Located just 22 miles outside of Chicago, this year-round campsite along a gorgeous lake includes trail access, a camp store, and showers. Reservations are required and must be made at least 48 hours before your stay.
Day 9: Cleveland, Ohio
After hopping back on US-20, your journey continues as you make the five-hour drive from Chicago to Cleveland, Ohio. Situated along the banks of Lake Erie, Cleveland is known for its thriving downtown area and convenient access to the outdoors. Tour the city’s many museums, galleries, and historic monuments while also visiting nearly twenty different urban parks scattered throughout the charming metropolis.
Things to do in Cleveland, OH
Rock & Roll Hall of Fame: For music lovers, a stop at Cleveland’s most iconic museum is a must! Admire historic memorabilia and instruments of some of the world’s top musicians, and of course, visit the famous hall of fame.
Visit the Metroparks: Eighteen impressive Metroparks are dotted throughout the city of Cleveland, offering a variety of stunning hiking trails, picturesque lakes, and plenty of outdoor activities. If you find yourself in need of a break from the pace of the city, head to any one of these verdant parks for a tranquil escape.
Edwins: This elevated French restaurant is almost entirely staffed by formerly incarcerated workers. The purpose-driven eatery is only open for dinner, and the menu items include classic French cuisine and a variety of seafood dishes.
Barroco: Dig into flavorful Colombian fare in a fun environment at this lively arepa bar and eatery. Enjoy handmade arepas and other made-from-scratch dishes, along with live music and specialty cocktails.
Campgrounds near Cleveland, OH
Punderson State Park Campground: This lake-front campground features stunning views, shower houses, dump stations, and full hookups. The year-round site requires advanced reservations, which can be made up to six months before your stay.
Geneva State Park Campground: Reservations are mandatory at this spacious, year-round site which sits along the edge of beautiful Lake Erie. Facilities include coin-operated laundry machines, showers, and a seasonal camp store.
Day 10: Niagara Falls, New York
After leaving your campsite, follow the length of Lake Erie for about three hours as you make your way to America’s oldest state park. Niagara Falls features three massive waterfalls along the US-Canadian border and is one of New York’s most impressive sites. Wander along the many well-paved paths of the state park, taking in various vantage points of the imposing falls.
As you explore, be sure to head up to the Observation Tower and Cave of the Winds. This natural cave is located just behind Bridal Veil Falls and allows for an up-close look at the enormous waterfall!
For an even more immersive experience, hop aboard the Maid of the Mist boat for an unforgettable ride straight into the powerful falls! The exhilarating voyage lasts about 20 minutes and although ponchos are provided, you should expect to get a bit wet!
Places to Eat near Niagara Falls, NY
Top of the Falls Restaurant: Dine with a view at the only restaurant that overlooks Niagara Falls. The stunning eatery on Goat Island features floor-to-ceiling windows, an outdoor patio, and a varied menu of filling lunch and dinner items.
Tide & Vine: What started as a small food truck has evolved into one of Niagara’s premier seafood restaurants- and the area’s only Oyster House. Sit on the outdoor deck of the laid-back eatery while savoring a variety of fresh seafood from the raw bar, or come by on the weekend to sample their tasty brunch menu.
Campgrounds near Niagara Falls, NY
Niagara Falls Campground: Located only 6 miles away from the famous falls, this is the closest campground you’ll find to Niagara Falls. Facilities include fire pits, picnic tables, full hookups, a laundromat, showers, and a swimming pool. The site is open from April through October, and reservations can be made from March 1st.
Four Mile Creek State Park Campground: Situated near Lake Ontario, this scenic site provides jaw-dropping views along with a camp store, dump station, showers, laundry facilities, and hiking trails. The campground operates from May through mid-October and reservations can be made up to nine months in advance.
Day 11: The Finger Lakes, New York
Take in one last view of the cascading falls before making the two-hour drive to the Finger Lakes, one of Upstate New York’s most picturesque regions. Known for its eleven captivating lakes, the area offers endless outdoor activities, stunning state parks, and jaw-dropping hikes. In between taking in the sights, be sure to stop by some of the renowned vineyards in the region for a glass of locally made wine.
Things to do in the Finger Lakes, NY
Watkins Glen State Park: Spend the day hiking to rushing waterfalls and mesmerizing gorges at one of the most notable parks in the Finger Lakes. As you follow the 800 stone steps of the two-mile Gorge Trail, you’ll pass by nineteen different waterfalls!
Visit Cayuga Lake: Explore the longest lake in the region by renting a kayak, swimming, or simply relaxing on the shores of this idyllic lake. There are also several restaurants and wineries overlooking the water, so you can opt to enjoy the view while you dine (or sip)!
Visit a Wine Vineyard: Wine tasting is practically a mandatory activity in the Finger Lakes, which are famous for their impressive vineyards. With over 100 fantastic wineries in the area to choose from, we recommend making the most of your visit by exploring one of the three wine trails in the region!
Places to Eat in the Finger Lakes, NY
The Elk in the Oak: Dine with a view at this cozy cafe’s spacious patio, which overlooks the beautiful Seneca Lake. Located along Seneca’s wine trail, the scenic sandwich shop offers several hearty breakfast, lunch, and dinner options.
Roots Cafe: Beautifully plated meals are served in a colorfully eclectic setting at this neighborhood locale. Choose from a wide array of sustainable, locally sourced dishes that are all made from scratch.
Campgrounds in the Finger Lakes, NY
Cayuga Lake State Park Campground: Situated along the shores of an idyllic lake, this gorgeous campground runs from mid-May through mid-October. Reservations can be made up to nine months before your stay, and site amenities include showers, lake access, picnic tables, and a dump station.
Watkins Glen State Park Campground: If you want to explore Watkins Glen with minimal crowds, then sleeping inside the park is the best way to guarantee an early start before the other visitors roll in! The campground operates from May through October, and reservations can be made up to nine months ahead of time. Showers, picnic tables, a swimming pool, and a water fill-up station are among the campground’s many amenities.
Day 12: Boston, Massachusetts
After an early breakfast at your campsite, make the five-hour drive to your next destination- the historic city of Boston, Massachusetts. US-20 officially ends in Boston’s centrally located Kenmore Square, which makes for an ideal jumping-off point when exploring the city.
Famous for its ties to the American Revolution, Boston is a perfect place to deepen your knowledge of pioneer history as you near the end of your Oregon Trail road trip. Visit key landmarks and sites along the famous Freedom Trail, eat your way through the historic Quincy Market, or take in the view from the captivating Boston Harbor.
Things to do in Boston, MA
Walk the Freedom Trail: Continue immersing yourself in early American history as you explore this astounding 2.5-mile path. The fascinating trails lead to 16 different stops of significant US history, including the Bunker Hill Monument, the Paul Revere House, and Faneuil Hall.
Boston Common: Dating back to 1634, America’s oldest park is still one of Boston’s top attractions. Located along the Freedom Trail, this charming urban park is a great spot to rest and recharge and features several historic monuments and sites.
Boston Harbor Islands National Park: Just outside of the city, a convenient ferry will transport you to one of 34 different islands just off the Boston Harbor. Go on a scenic hike, visit a historic, Civil War fort, or embark on a two-hour tour of the park’s many lighthouses.
Places to Eat in Boston, MA
Quincy Market: Boston’s iconic food hall is an obligatory stop on any visit to the city. The historic market dates all the way back to 1862 and now features 18 different restaurants, along with over 30 food merchants.
The Boston Sail Loft: This waterfront eatery has been in business for several decades and boasts numerous awards for serving Boston’s best clam chowder! Enjoy an overflowing mug of their prized chowder along with other New England classics, including freshly caught lobster and hearty seafood dishes.
Campgrounds near Boston, MA
Winter Island Park: Operating from mid-May through October, this seasonal campground outside of the city features a camp store, beach access, water hookups, picnic tables, and showers. Reservations are mandatory and can be made up to six months before your trip.
Wompatuck State Park Campground: This expansive campground is situated in a verdant park with access to several trails, ponds, and streams. The site typically operates from May through early October and reservations can be made up to four months before your visit. Facilities include restrooms with showers, picnic areas, full hookups, and a helpful visitors center.
Day 13: Cape Cod, Massachusetts
Today you’ll make the two-hour drive to Cape Cod, Massachusetts- known for its quaint villages, pristine beaches, and irresistible New England charm.
In addition to lighthouse visits and eating delicious lobster rolls, be sure to head to Provincetown, located at the northernmost tip of the peninsula. This idyllic town was the historic site of the Mayflower’s landing in 1620 and a perfect place to spend the final day of your Oregon Trail road trip.
Things to do in Cape Cod, MA
The Pilgrim Monument and Provincetown Museum: Cap off your Oregon Trail road trip with one more illuminating lesson on early American history. After exploring the fascinating museum, be sure to climb up to the top of the Pilgrim Monument, a commemorative tower that offers sweeping views over the peninsula.
Nauset Lighthouse: Embrace the New England charm of Cape Cod with a visit to the area’s most famous lighthouse. Take a free tour to learn more about the historic structure, or climb to the top for an incredible view over the water!
Go Whale Watching: Massachusetts is lauded as one of the top places in the world to go whale watching, with Cape Cod being one of the premier places in the state to spot these majestic marine mammals. The peak whale-watching season is from June through September, so if you’re here during the summer, it’s definitely worth signing up for a tour.
Places to Eat near Cape Cod, MA
Sesuit Harbor Cafe: Immerse yourself in the Cape Cod lifestyle with a classic clam shack experience! This family-run cafe is situated along the tranquil Cape Cod Bay and offers a variety of fresh seafood plates and an extensive raw bar selection.
Pizza Lab by Pain D’Avignon: If you’re not a seafood fan, try this popular wood-fired pizzeria instead. Enjoy your authentic Neapolitan pie in a contemporary setting, and be sure to leave some room for their delicious Italian appetizers and decadent desserts!
Campgrounds near Cape Cod, MA
Scusset Beach Campground: This small waterfront campground operates annually, and reservations are mandatory. Amenities include seasonal restrooms with showers, water hookups, a dump station, and swimming access.
Dunes’ Edge Campground: Sleep among the dunes in Provincetown at one of Cape Cod’s most tranquil sites. The scenic campground operates from mid-May through September and reservations can be made up to one day before your arrival. Along with plenty of beach and trail access, amenities include electric and water hookups, showers, potable water, and picnic tables.
Day 14: Drive from Cape Cod to New York City
Take in the seaside views from your campground one last time before loading up your camper van for the final stretch of your trip. Once your van is packed up, make the drive down to New York City, located about 230 miles south of Cape Cod. Our Escape Camper Vans depot is conveniently located just outside of the city, and you’ll need to remember to bring your van back by your pre-scheduled drop-off time.
Why Rent a Camper Van for a Cross-Country Road Trip?
Flexibility: From winding mountain roads to crowded city streets, this epic cross-country road trip requires you to drive through all sorts of varying terrain. While a large RV would limit your accessibility in many areas, our compact camper vans allow for unlimited mobility and freedom. Access remote trailheads in Yellowstone, explore the dramatic scenery of the Columbia River Gorge and weave through Chicago’s bustling streets with ease.
Ease of Use: With so many long stretches of time on the road, feeling comfortable and secure behind the wheel is essential. While a massive RV can be incredibly intimidating to drive, our compact camper vans are similar in size to a large family vehicle, making the learning curve far less stressful.
No Sewer or Electric Hookups: While a traditional RV would require sewer and electric hookups, this isn’t a factor for our self-contained camper vans. Since many campgrounds along this route offer minimal amenities, not relying on these hookups will offer way more freedom when choosing where to camp for the night.
Adventure Ready: There’s an enormous amount to see and do on this cross-country road trip, and our adventure-ready camper vans allow you to maximize your time to the fullest! Rather than breaking down tents or dealing with the necessary logistics that come with an RV, you can spend your precious time immersed in the many landmarks, hikes, and cities along the Oregon Trail!
Reserve with Escape Camper Vans for your Oregon Trail Road Trip
Whether you’re an American history buff, nature lover, or simply craving a coast-to-coast adventure, an Oregon Trail road trip should be on your bucket list! Step into the shoes of early pioneers as you make your way to the East Coast, exploring some of the country’s top landmarks and monuments along the way.
Reserve your Escape Camper Van today and get ready to embark on the ultimate cross-country road trip from the rugged landscapes of Oregon to the tranquil beaches and historic sites of Cape Cod!
This website stores cookies on your computer to improve the website experience and improve our personalized services to you. To find out more about these cookies and our privacy processes please see our privacy policy. By clicking Accept you are granting permission for us to store this cookie. If you do not want us to install this cookie please close your browser window now.