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The United States is full of spectacular road trip possibilities . . . vast dessert valleys, winding mountain roads, miles of waterfront views – all that and much more waiting for you to explore!
The shortest distance of America from east to west is 2,092 miles, which is quite daunting if you’re not sure where to go or the best way to get there.
That’s why our team – full of travelers with a passion for exploration – mapped out one of the best American road trip routes.
Read on to discover not just where to start and finish, but all the must-see places in between. A life-changing adventure is calling your name!
Best American Road Trip Route: Massachusetts to Oregon
|Travel Distance:||Travel Time:||Gas Needed:||Gas Cost:|
|One Way:||3,058 miles||46 hours||87.37 gallons||$252.07|
|Round Trip:||6,116 miles||92 hours||174.74 galllons||$504.13|
Historical to hipster – this road trip takes you from one of the East Coast’s crown jewels to a glimmering city in the Pacific Northwest. Below we have listed favorite spots for locals and tourists in each state you’ll pass through.
The average distance for the below stops between Boston and Portland is about three and a half hours. Eight of the stops we listed have under two hours of travel between them all.
In each state, you’ll have hundreds of options including some of the best museums, zoos, exhibits, and aquariums in the world, touching memorials, authentic reenactments, breathtaking sights, and thrills you’ll remember for a lifetime. We also listed top RV parks and the most fun places to visit with kids. See our methodology and additional sources here.
Start (or End): Boston, Massachusetts
Home to the first subway, oldest public park, first lighthouse, and first public beach, there’s much to be discovered through this historical city.
Drink in the city’s past with 16 historical sites through the Freedom Trail and America’s oldest park, Boston Common. While you’re there, don’t pass up a stroll through Beacon Hill with all the new and old it has to offer.
Shop along Newbury Street – “Boston’s most enchanting street. Eight blocks filled with salons, boutiques, and fabulous dining. Boston’s Newbury Street has something for everyone.”
– New York City, New York
- Empire State Building
- Statue of Liberty
- Central Park
- Time Square
- Theater District
- Brooklyn Bridge
- The High Line
Or you can skip the city this trip and visit a piece of Ireland here in the states in one of New York’s Irish Towns. You don’t have to travel abroad to enjoy authentic Irish food, music, and some “afters and gargles.”
– Philadelphia to Pittsburgh, Pennsylvania
Here are the places we suggest you check out in Pennsylvania:
- Liberty Bell
- Philadelphia Zoo
- Penn Museum
- LOVE Park
- Carnegie Science Center
- Frank Lloyd Wright’s Fallingwater
- The Duquesne Incline
Or skip the city life and take a trip back in time to a phenomenal honor of the Revolutionary War generation at the Valley Forge National Historical Park, and once you’re further west visit Ford Ligonier where the whole family can “experience history like never before.”
– Cleveland to Sandusky to Toledo, Ohio
Ohio is packed full of great tourist spots, but if you’re limited to one route, we suggest the straight shot from Cleveland to Toledo across the top of the state as you make your way west.
Here are some places you should consider visiting along the way:
- Rock and Roll Hall of Fame
- Cleveland Art Museum
- Cedar Point
- Merry-Go-Round Museum
- Castaway Bay
- Toledo Museum of Art
- Toledo Zoo and Aquarium
- Toledo Botanical Garden
Traveling across Ohio will make you hungry. Here are some out-of-this-world places to grab a bite:
– Porter, Indiana
Route 20 will take you directly from Toledo to the Indiana Dunes, which consists of over 15 miles of magnificent coastline along the southern shore of Lake Michigan waiting for you to explore.
“Whether you enjoy scouting for rare species of birds or flying kites on the sandy beach, the national lakeshore’s 15,000 acres will continually enchant you.” – National Park Service
Indiana Dunes is also home to gorgeous RV parks and campgrounds; “whatever your idea of the perfect campsite is, you’re going to find it here.”
– Peoria, Illinois
Peoria is a small city that will give you the restful, rejuvenating overnight stay you deserve during this expedition.
– Des Moines, Iowa
Here are some spots we suggest as you pass through Iowa:
- Greater Des Moines Botanical Gardens
- Des Moines Art Center
- John and Mary Pappajohn Sculpture Park
- Science Center of Iowa
- State Capital Building
There is already a countdown going until the next one in 2019, (310 days, 5 hours and 18 minutes from now) just above their slogan: “Nothing Compares.”
– Omaha, Nebraska
Check out the world’s largest indoor desert at the Omaha Zoo.
When it’s time for a break, try some of the local beers.
“Omaha is gaining national recognition as a top beer city. Belly up to the bar and prepare to meet our makers. Enjoy a variety of innovative concoctions created by craftsmen who have made beer their life and Omaha their home.”
– Visit Omaha
Peruse the charming Old Market for a souvenir or just to see the work of Omaha’s prized artists. The quaint cobblestone streets are packed with art, entertainment, and over 45 restaurants.
– Manitou Springs, Colorado
Did you know? Colorado is home to 75 percent of the land area of the United States.
Clearly that’s a lot of land to explore, but we don’t want you to miss the 2nd most visited mountain in the world, Pike’s Peak. You can drive or take a train to the top at a literally breath-taking elevation of 14,115 feet.
Regardless of the time of year the “picture-perfect” town of Manitou Springs located at the bottom of the majestic Pike’s Peak “looks straight out of a storybook.”
– Moab to Salt Lake City, Utah
We suggest two stops in “The Beehive State,” the first being Utah’s Grand Canyon. “It is arguably as impressive as the Grand Canyon in its own unique way, and far less visited.” . . . Picturesque views without the crowd.
As you make your way north, we highly suggest stopping in Salt Lake City.
Be one of the five million people a year who see “the most visited attraction in Utah,” Temple Square. Then do some “world-class shopping and dining” at a mall with a creek running through it, City Creek Center.
Or if you’re more of a thrill seeker, check out Snowbird and Olympic Park which offer some of the world’s steepest ziplines, skiing, snowshoeing, trams to the peaks, rooftop pools, bobsledding, and much more!
– Elko, Nevada
We suggest you keep money in your pockets and smoke out of your lungs by staying north, bypassing Las Vegas, and heading straight to “the best small town in America.”
– Lakeview to Eugene, Oregon
Oregon is bigger than it looks. It would have taken you over 11 hours to get from Elko, Nevada to Portland, Oregon, so we wanted to give you two towns to visit in between as you make your way northwest.
Lakeview is a small town with only 2,298 residents – seven percent less than in 2000 – but that doesn’t mean it isn’t full of hidden gems to explore!
Here you’ll find the Fremont-Winema National Forest, which embodies over 2.3 million acres of nature that can be explored by hiking, biking, skiing, or horseback riding.
And that’s not all Lakeview has to offer; “at an elevation of 8,222 feet, Drake Peak Lookout hugs the wind-swept land surrounding it, offering unparalleled views into Oregon, California and Nevada.”
Eugene, “A Great City for the Arts and Outdoors” offers delicious farm-to-table restaurants, quaint bed and breakfasts, riverfront campgrounds, nationally recognized wineries and breweries, extensive bike paths and much more!
End (or Start): Portland, Oregon
Portland, “The City of Roses,” is a city offering miles of magnificent forests and the stunning Pacific Coastline.
One of the most artistic cities in America, Portland knows how to extract the ordinary from the everyday – whether it’s latte art at Stumptown Coffee Roasters or literary delights at Powell’s, the world’s largest independent bookstore.
Popular (& Hidden) Attractions:
- Oregon Zoo
- Oregon Museum of Science and Industry
- The Portland Japanese Garden
- Portland Farmer’s Market
- International Rose Test Garden
- Old Town Chinatown
- Hawthorne Blvd
- Pittock Mansion
Top Restaurant Picks:
- Voodoo Doughnut
- Chameleon Restaurant and Bar (voted top under-the-radar restaurant)
- The Woodsman Tavern – according to Oregon Live: “this might be Portland’s best sports bar”
Want more ideas? Click here for “11 Hot Spots Only Portland Locals Know About.”
Before you go, are you ready for the road?
Even though we mapped it out for you, travelling the nearly 3,000 miles across the U.S. takes a lot of preparation. When you’re getting your car or RV ready to hit the highway, don’t forget to thoroughly inspect your insurance as well.
Make sure your insurance plan has roadside assistance, comprehensive coverage, and is guaranteed to protect you as you cross multiple state lines.
The best way to get a good deal is to compare quotes; you can get started right now by entering your zip code in the box below.
- To be sure to provide you with the most accurate figures, we researched the top-selling cars in America. The #1 spot on almost every list we reviewed was the Honda Accord. We chose the 2014 model (3.5L, FWD), since used car sales are on the rise in 2018.
- Fuel usage and costs were calculated using AAA’s Gas Price calculator.
- Driving times were calculated by travelmath.com and rounded up to account for traffic, construction, and quick stops.
- Personal road trip experiences, Expedia, state-owned websites, TripAdvisor, and Google Maps helped us find you the best places to visit, sleep, eat, and explore every step of the way from Massachusetts to Oregon.
- Maps provided by © OpenStreetMap contributors — visit openstreetmap.org for more map data.
We hope you can take this phenomenal trip one day soon!