55 days in United States Itinerary

55 days in United States Itinerary

Created using Inspirock United States trip itinerary builder

Make it your trip
Drive
1
Portland
— 5 nights
Drive
2
Boston
— 6 nights
Fly
3
Niagara Falls
— 1 night
Fly
4
Indianapolis
— 2 nights
Fly
5
Chicago
— 4 nights
Fly
6
Rapid City
— 2 nights
Fly
7
Seattle
— 4 nights
Fly
8
Bend
— 3 nights
Fly
9
Napa
— 5 nights
Drive
10
Healdsburg
— 5 nights
Drive
11
San Francisco
— 3 nights
Drive
12
Yosemite National Park
— 6 nights
Drive
13
Los Angeles
— 3 nights
Fly
14
Las Vegas
— 5 nights

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Portland

— 5 nights

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
You'll find plenty of places to visit near Portland: Ogunquit (Marginal Way Walkway, Perkins Cove, &more). There's much more to do: indulge your thirst for a good beer at Allagash Brewing Company, sample the fine beverages at Maine Craft Distilling, take a stroll through Old Port, and sample some tasty brews at a beer tour and tasting.

For traveler tips, ratings, more things to do, and other tourist information, you can read our Portland online travel planner.

Provincetown to Portland is an approximately 4.5-hour car ride. You can also fly; or drive; or do a combination of ferry and bus. Traveling from Provincetown in September, Portland is little chillier at night with lows of 52°F. Wrap up your sightseeing on the 3rd (Sun) early enough to drive to Boston.

Things to do in Portland

Parks · Nature · Breweries & Distilleries · Outdoors

Side Trips

Boston

— 6 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
You'll find plenty of places to visit near Boston: Salem (The House of the Seven Gables, Salem Witch Museum, &more), Newport (Cliff Walk & The Breakers) and Sandwich Glass Museum (in Sandwich). And it doesn't end there: admire the natural beauty at Boston Public Garden, admire the masterpieces at Museum of Fine Arts, appreciate the extensive heritage of Freedom Trail, and browse the different shops at Faneuil Hall Marketplace.

To see more things to do, reviews, and tourist information, refer to the Boston route planner.

You can drive from Portland to Boston in 2 hours. Alternatively, you can take a bus; or take a train. Traveling from Portland in October, Boston is a bit warmer at night with lows of 50°F. Wrap up your sightseeing on the 9th (Sat) early enough to fly to Niagara Falls.

Things to do in Boston

Museums · Historic Sites · Parks · Neighborhoods

Side Trips

Niagara Falls

— 1 night

Honeymoon Capital of the World

The city of Niagara Falls houses the U.S. half of the famous waterfall that straddles the border between Canada and the United States.
Kick off your visit on the 10th (Sun): try to win big at Seneca Niagara Resort & Casino, then admire the sheer force of Niagara Falls, and then head outdoors with Niagara Jet Adventures.

To find reviews, other places to visit, where to stay, and tourist information, go to the Niagara Falls online sightseeing planner.

Traveling by flight from Boston to Niagara Falls takes 3 hours. Alternatively, you can drive; or take a bus. In October in Niagara Falls, expect temperatures between 63°F during the day and 46°F at night. Finish your sightseeing early on the 10th (Sun) to allow enough time to fly to Indianapolis.

Things to do in Niagara Falls

Fun & Games · Outdoors · Casinos · Parks

Side Trip

Indianapolis

— 2 nights

Circle City

Indiana's capital and most populous city, Indianapolis is best known for its racecar events and impressive museums, and as the hometown of Kurt Vonnegut.
Start off your visit on the 11th (Mon): get to know the resident critters at Indianapolis Zoo and then admire the natural beauty at The Miller House and Garden. On the next day, have fun and explore at Children's Museum of Indianapolis, examine the collection at Indianapolis Motor Speedway Museum, and then learn about winemaking at Hopwood Cellars Winery.

To find reviews, other places to visit, where to stay, and other tourist information, read Indianapolis route maker tool.

You can fly from Niagara Falls to Indianapolis in 5 hours. Other options are to drive; or take a bus. In October, daytime highs in Indianapolis are 67°F, while nighttime lows are 48°F. Finish your sightseeing early on the 12th (Tue) to allow enough time to fly to Chicago.

Things to do in Indianapolis

Parks · Museums · Historic Sites · Childrens Museums

Side Trips

Chicago

— 4 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
When in Chicago, make a side trip to see SaltTreeYoga in Ottawa, approximately Ottawa away. The adventure continues: admire the masterpieces at The Art Institute of Chicago, take a stroll through The Magnificent Mile, get up close and personal with brilliant marine life at Shedd Aquarium, and try your luck at Horseshoe Hammond.

For reviews, photos, more things to do, and more tourist information, read Chicago trip planning tool.

Getting from Indianapolis to Chicago by flight takes about 2.5 hours. Other options: drive; or take a bus. You'll gain 1 hour traveling from Indianapolis to Chicago due to the time zone difference. In October, daily temperatures in Chicago can reach 65°F, while at night they dip to 49°F. Finish up your sightseeing early on the 16th (Sat) so you can catch the flight to Rapid City.

Things to do in Chicago

Museums · Childrens Museums · Parks · Neighborhoods

Side Trips

Rapid City

— 2 nights

Gateway to the Black Hills

South Dakota's second-largest city, Rapid City has for many years served as a gateway to the West.
Start off your visit on the 17th (Sun): immerse yourself in nature at Custer State Park, explore the striking landscape of Mount Rushmore National Memorial, and then stroll through Bear Country USA. Here are some ideas for day two: wander the streets of Downtown Rapid City and then learn about winemaking at Firehouse Wine Cellars.

To find where to stay, maps, ratings, and more tourist information, go to the Rapid City road trip planning site.

Traveling by flight from Chicago to Rapid City takes 4 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Chicago to Rapid City is minus 1 hour. Expect a bit cooler evenings in Rapid City when traveling from Chicago in October, with lows around 40°F. Finish your sightseeing early on the 18th (Mon) so you can fly to Seattle.

Things to do in Rapid City

Parks · Nature · Wildlife · Neighborhoods

Side Trips

Seattle

— 4 nights

Emerald City

Nicknamed the "Emerald City" because of its abundant evergreen trees, Seattle is the cultural and business center of the Pacific Northwest, as well as a popular holiday destination.
Step out of Seattle to go to Kirkland and see ILovekickboxing, which is approximately 40 minutes away. Dedicate the 20th (Wed) to wine at some of the top wineries in the area. And it doesn't end there: take a stroll through Pike Place Market, stop by Elliott Bay Book Company, walk around Waterfall Garden Park, and admire nature's wide array of creatures at Seattle Aquarium.

To find traveler tips, reviews, and tourist information, refer to the Seattle trip planner.

Traveling by flight from Rapid City to Seattle takes 6.5 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Rapid City to Seattle is minus 1 hour. Plan for somewhat warmer nights when traveling from Rapid City in October since evenings lows in Seattle dip to 50°F. Wrap up your sightseeing on the 22nd (Fri) to allow time to fly to Bend.

Things to do in Seattle

Tours · Wineries · Parks · Museums

Side Trip

Bend

— 3 nights
An old logging town at the crux of the high desert and ponderosa pine forest, Bend melds a love of the outdoors with cosmopolitan flair.
Explore Bend's surroundings by going to Smith Rock State Park (in Redmond), City of Sisters (in Sisters) and Peter Skene Ogden State Park (in Terrebonne). There's still lots to do: explore the wealth of natural beauty at Deschutes National Forest, relax and rejuvenate at Shibui Spa, trek along Falls Creek Trail to Green Lake, and indulge your thirst for a good beer at Deschutes Brewery.

To find where to stay, ratings, other places to visit, and more tourist information, refer to the Bend day trip website.

Getting from Seattle to Bend by flight takes about 2.5 hours. Other options: drive; or take a bus. Plan for little chillier nights when traveling from Seattle in October since evenings lows in Bend dip to 37°F. Wrap up your sightseeing on the 25th (Mon) early enough to fly to Napa.

Things to do in Bend

Parks · Nature · Outdoors · Trails

Side Trips

Napa

— 5 nights

America's Wine Country

Located just 80 km (50 mi) north of San Francisco, Napa sits at the southern end of the scenic Napa Valley, one of the world's major wine regions.
Get out of town with these interesting Napa side-trips: Calistoga (Castello di Amorosa & Sterling Vineyards) and Prager Winery & Port Works (in St. Helena). Dedicate the 26th (Tue) to wine at some of the top wineries in the area. And it doesn't end there: learn about winemaking at Robert Mondavi Winery, get outside with Outdoor Activities, and admire the masterpieces at The Hess Collection Winery & Art Museum.

To find traveler tips, more things to do, photos, and more tourist information, you can read our Napa trip itinerary planner.

Traveling by flight from Bend to Napa takes 3 hours. Alternatively, you can drive; or do a combination of bus and train. Expect a bit warmer temperatures when traveling from Bend in October; daily highs in Napa reach 77°F and lows reach 45°F. Wrap up your sightseeing on the 30th (Sat) early enough to drive to Healdsburg.

Things to do in Napa

Wineries · Tours · Outdoors · Historic Sites

Side Trips

Healdsburg

— 5 nights
The quaint city of Healdsburg is one of northern California's wine capitals, serving as the meeting point for three of Sonoma's most important wine-producing regions.
Change things up with these side-trips from Healdsburg: Spas (in Calistoga) and Armstrong Redwood State Reserve (in Guerneville). Dedicate the 31st (Sun) to wine at some of the top wineries in the area. There's still lots to do: do a tasting at Stephen & Walker Winery and make a trip to Healdsburg Plaza.

For other places to visit, more things to do, and other tourist information, use the Healdsburg trip site.

Getting from Napa to Healdsburg by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and train. In October in Healdsburg, expect temperatures between 79°F during the day and 46°F at night. Wrap up your sightseeing on the 4th (Thu) to allow time to drive to San Francisco.

Things to do in Healdsburg

Wineries · Tours · Wildlife · Parks

Side Trips

San Francisco

— 3 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
San Francisco is known for nature, parks, and museums. Your trip includes some of its best attractions: take in the views from Golden Gate Bridge, take a leisurely stroll along The Embarcadero, step off the mainland to explore Alcatraz Island, and visit SoMa.

To find ratings, photos, maps, and other tourist information, read our San Francisco driving holiday planner.

Drive from Healdsburg to San Francisco in 1.5 hours. Alternatively, you can fly; or do a combination of taxi, train, and bus. Expect somewhat warmer evenings in San Francisco when traveling from Healdsburg in November, with lows around 51°F. Wrap up your sightseeing on the 7th (Sun) to allow time to travel to Yosemite National Park.

Things to do in San Francisco

Neighborhoods · Historic Sites · Shopping · Parks

Yosemite National Park

— 6 nights
Massive granite mountains, towering waterfalls, groves of Giant Sequoia trees, and wilderness as far as the eye can see distinguish the landscape of Yosemite National Park.
Step out of Yosemite National Park to go to Fish Camp and see Ascent Spa, which is approximately 48 minutes away. There's much more to do: admire all the interesting features of Tioga Pass, admire the sheer force of Vernal Fall, get to know the fascinating history of Wawona Hotel, National Historic Landmark, and explore the striking landscape at Sentinel Dome.

To see ratings, other places to visit, where to stay, and tourist information, you can read our Yosemite National Park travel route builder site.

Getting from San Francisco to Yosemite National Park by car takes about 4 hours. Traveling from San Francisco in November, expect nights in Yosemite National Park to be much colder, around 19°F, while days are little chillier, around 54°F. Finish your sightseeing early on the 13th (Sat) so you can travel to Los Angeles.

Things to do in Yosemite National Park

Parks · Outdoors · Trails · Nature

Side Trip

Los Angeles

— 3 nights

City of Angels

Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
When in Los Angeles, make a side trip to see Disneyland Park in Anaheim, approximately Anaheim away. There's much more to do: tour the pleasant surroundings at Santa Monica State Beach, explore the activities along Santa Monica Bay, take a leisurely stroll along Santa Monica Pier, and indulge in some personalized pampering at some of the best spas.

To find photos, more things to do, traveler tips, and tourist information, go to the Los Angeles trip itinerary planning tool.

Traveling by car from Yosemite National Park to Los Angeles takes 6 hours. Alternatively, you can do a combination of car and flight. Traveling from Yosemite National Park in November, expect Los Angeles to be warmer, temps between 76°F and 55°F. Wrap up your sightseeing on the 16th (Tue) to allow time to fly to Las Vegas.

Things to do in Los Angeles

Theme Parks · Outdoors · Parks · Beaches

Side Trips

Las Vegas

— 5 nights

Sin City

Nicknamed the "Entertainment Capital of the World," Las Vegas sits in the middle of a desert in the southern section of Nevada.
Take a break from Las Vegas with a short trip to Hoover Dam in Boulder City, about 50 minutes away. And it doesn't end there: shop like a local with The Strip, enjoy breathtaking views from Eiffel Tower Viewing Deck, explore the wealth of natural beauty at Red Rock Canyon National Conservation Area, and try your luck at New York New York Casino.

To find more things to do, other places to visit, reviews, and other tourist information, you can read our Las Vegas day trip planning tool.

Fly from Los Angeles to Las Vegas in 3 hours. Alternatively, you can drive; or do a combination of train and bus. Plan for a bit cooler temperatures traveling from Los Angeles in November, with highs in Las Vegas at 68°F and lows at 47°F. Wrap up your sightseeing on the 21st (Sun) early enough to travel back home.

Things to do in Las Vegas

Parks · Fun & Games · Casinos · Nature

Side Trip

United States travel guide

4.5
Specialty Museums · Beaches · History Museums
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.

Oregon travel guide

4.4
Gardens · State Parks · Specialty Museums
A land of many faces, Oregon is at once a state of rugged rocky coastlines and deep forests, as well as vibrant cities and small towns packed with award-winning restaurants and trendy shops. With nearly half of its land covered by dense fir, redwood, and pine forests, the state protects varied plant and animal life inside three national parks. In addition to pristine waterfalls, beaches, and lakes perfect for a holiday in nature, Oregon also offers numerous urban tourist attractions. Portland, the state's largest metropolis, notably includes more breweries than any other city in the world, and its central location makes it an ideal base for day trips to Oregon's emerging wine region and many parks.

California travel guide

4.1
Specialty Museums · Wineries & Vineyards · Beaches
The Golden State
The country's most populous state, California includes landscapes that range from the forested northern coast to harsh southern deserts. Sandwiched right in the middle of the state is a fertile valley, home to farms, vineyards, and orchards. California's cities offer diverse attractions, from amusement parks and upscale shops to award-winning restaurants and innovative art galleries. Outside the state's big urban centers, places to visit include some of the nation's most rugged national parks, ancient forests, towering mountain peaks, and ski resorts. More than just a surfing destination famous for its beaches and winding coastal roads, California also boasts one of the world's largest economies, bolstered by the booming tech industries.