20 days in United States Itinerary

20 days in United States Itinerary

Created using Inspirock United States visit planner

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Route & dates

20 days in United States Itinerary

Start: Newbury
Drive:  2​h 15​min
1
Bennington
— 2 nights
Drive:  3​h
2
Boston
— 3 nights
Fly + bus:  3​h
3
New York City
— 3 nights
train:  1​h 45​min
4
Philadelphia
— 3 nights
train:  1​h 45​min
5
Washington DC
— 3 nights
Fly:  4​h 15​min
6
Orlando
— 1 night
Fly:  3​h 15​min
7
Miami
— 3 nights
Fly:  2​h 30​min
8
Key West
— 1 night
Fly:  8​h 30​min
End: Montreal

2
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. You'll find plenty of places to visit near Bennington: Saratoga Springs (Saratoga Spa State Park & Saratoga Race Course), Hildene, The Lincoln Family Home (in Manchester) and Norman Rockwell Museum (in Stockbridge). There's much more to do: explore the world behind art at The Clark Art Institute, look for all kinds of wild species at Mount Greylock State Reservation, snap pictures at Silk Road Covered Bridge, and contemplate the long history of The Mount, Edith Wharton's Home.

For more things to do, traveler tips, maps, and more tourist information, refer to the Bennington online holiday builder .

Newbury to Bennington is an approximately 2.5-hour car ride. In August in Bennington, expect temperatures between 30°C during the day and 15°C at night. Cap off your sightseeing on the 21st (Wed) early enough to travel to Boston.

Things to do in Bennington

Museums Parks Historic Sites

Side Trips

Saratoga Springs, Williamstown, Hildene, The Lincoln Family Home, Mount Greylock State Reservation, The Mount, Edith Wharton's Home
Highlights from your plan
The Clark Art Institute ©
The Clark Art Institute
New Catholic Cemetery ©
New Catholic Cemetery
Mount Greylock State Reservation ©
Mount Greylock State Reservation

3
nights
Boston

Boston ©
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.
Venture out of the city with trips to The House of the Seven Gables (in Salem) and Plimoth Plantation (in Plymouth). There's lots more to do: take in nature's colorful creations at Boston Public Garden, stroll through Boston Common, browse the exhibits of New England Holocaust Memorial, and explore and take pictures at Fenway Park.

To find photos, traveler tips, and other tourist information, you can read our Boston online day trip planner .

Getting from Bennington to Boston by car takes about 3.5 hours. Traveling from Bennington in August, you can expect nighttime temperatures to be somewhat warmer in Boston, with lows of 21°C. Cap off your sightseeing on the 24th (Sat) early enough to travel to New York City.

Things to do in Boston

Museums Tours Historic Sites

Side Trips

The House of the Seven Gables, Plimoth Plantation
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Fenway Park ©
Fenway Park
Boston Public Garden ©
Boston Public Garden

3
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
New York City is known for museums, nightlife, shopping, historic sites, and parks. Your plan includes some of its best attractions: take in the pleasant sights at Central Park, admire the striking features of Grand Central Terminal, make a trip to Statue of Liberty National Monument, and explore the world behind art at The Metropolitan Museum of Art.

To see photos, maps, where to stay, and other tourist information, use the New York City tour app .

Getting from Boston to New York City by combination of flight and bus takes about 3 hours. Other options: fly; or drive. Traveling from Boston in August, expect somewhat warmer with lows of 25°C in New York City. Cap off your sightseeing on the 27th (Tue) early enough to catch the train to Philadelphia.

Things to do in New York City

Parks Museums Historic Sites
Highlights from your plan
Central Park ©
Central Park
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art

3
nights
Philadelphia

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
Step out of Philadelphia with an excursion to Longwood Gardens in Kennett Square--about 52 minutes away. There's much more to do: admire the landmark architecture of Independence Hall, take an in-depth tour of Eastern State Penitentiary, contemplate the long history of Elfreth's Alley, and admire the masterpieces at Philadelphia Museum of Art.

To see other places to visit, photos, ratings, and more tourist information, refer to the Philadelphia day trip app .

You can take a train from New York City to Philadelphia in 2 hours. Other options are to drive; or take a bus. In August, daytime highs in Philadelphia are 34°C, while nighttime lows are 24°C. Finish your sightseeing early on the 30th (Fri) to allow enough time to take a train to Washington DC.

Things to do in Philadelphia

Museums Fun & Games Historic Sites

Side Trips

Longwood Gardens, Harrah's Philadelphia
Highlights from your plan
Philadelphia Museum of Art ©
Philadelphia Museum of Art
Longwood Gardens ©
Longwood Gardens
Independence Hall ©
Independence Hall

3
nights
Washington DC

Washington DC ©
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Washington DC is known for museums, historic sites, nightlife, zoos & aquariums, and parks. Your plan includes some of its best attractions: pause for some photo ops at Vietnam Veterans Memorial, admire the masterpieces at National Gallery of Art, examine the collection at National Air and Space Museum, and admire the striking features of Washington National Cathedral.

To find reviews, other places to visit, more things to do, and other tourist information, read our Washington DC journey planner .

Traveling by train from Philadelphia to Washington DC takes 2 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 36°C in August, and nighttime lows around 25°C. Cap off your sightseeing on the 2nd (Mon) early enough to travel to Jacksonville.

Things to do in Washington DC

Museums Historic Sites Nature

Side Trip

The Tomb of the Unknown Soldier
Highlights from your plan
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
National Air and Space Museum ©
National Air and Space Museum
National Gallery of Art ©
National Gallery of Art

1
night
Orlando

Orlando
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
For traveler tips, maps, ratings, and tourist information, refer to the Orlando online tour planner .

You can fly from Washington DC to Orlando in 4.5 hours. Alternatively, you can do a combination of train and flight; or drive. In September, Orlando is somewhat warmer than Washington DC - with highs of 37°C and lows of 27°C. On the 3rd (Tue), you'll travel to Miami.

Things to do in Orlando

Outdoors Tours Parks

3
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Change things up with a short trip to Sawgrass Mills in Sunrise (about 42 minutes away). There's still lots to do: explore the world behind art at Wynwood Walls, take in the waterfront at Miami Beach Boardwalk, take a stroll through Collins Avenue, and see the interesting displays at Vizcaya Museum and Gardens.

Plan my day in Miami using traveler tips and tourist information provided by Inspirock.

Getting from Orlando to Miami by flight takes about 3.5 hours. Other options: drive; or do a combination of flight and train. In September, daytime highs in Miami are 38°C, while nighttime lows are 29°C. Wrap up your sightseeing by early afternoon on the 6th (Fri) to allow enough time to travel to Key West.

Things to do in Miami

Shopping Neighborhoods Museums

Side Trips

Miami Beach, Sawgrass Mills
Highlights from your plan
Lock & Load Miami ©
Lock & Load Miami
Vizcaya Museum and Gardens ©
Vizcaya Museum and Gardens
Lincoln Road ©
Lincoln Road

1
night
Key West

Key West ©
Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
Kick off your visit on the 6th (Fri): fly like a bird with a parasailing or paragliding tour and then take in the waterfront at Mallory Square.

For ratings, more things to do, photos, and tourist information, refer to the Key West trip planner .

Traveling by flight from Miami to Key West takes 2.5 hours. Alternatively, you can do a combination of bus and flight; or drive. In September in Key West, expect temperatures between 36°C during the day and 31°C at night. You'll have a few hours on the 7th (Sat) to wrap things up before traveling home.

Things to do in Key West

Parks Outdoors Wildlife
Highlights from your plan
Parasailing & Paragliding
Mallory Square ©
Mallory Square

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