31 days in United States Itinerary

31 days in United States Itinerary

Created using Inspirock United States trip planner

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Route & dates

31 days in United States Itinerary

Start: Pittsburgh
1
Pittsburgh
— 6 nights
Fly:  4​h
2
Chicago
— 5 nights
Fly:  4​h
3
Boston
— 5 nights
Fly + Bus:  3​h 15​min
4
New York City
— 8 nights
Fly:  3​h 30​min
5
Washington DC
— 6 nights
Fly:  3​h 30​min
End: Pittsburgh

6
nights
Pittsburgh

Pittsburgh ©
Known primarily for its steel-related heritage and 446 bridges, Pittsburgh sits at the confluence of the Monongahela and Allegheny Rivers, which meet to form the Ohio River.
Museum-lovers will appreciate Archive of the Afterlife: The National Museum of the Paranormal and Bayernhof Museum. Get some historical perspective at Fallingwater and Phipps Conservatory and Botanical Gardens. Venture out of the city with trips to Flight 93 National Memorial (in Stoystown) and Lincoln Highway Experience (in Latrobe). There's lots more to do: see the interesting displays at Bicycle Heaven, wander the streets of The Strip District, learn more about the world around you at Carnegie Museum of Natural History, and take your sightseeing to a higher altitude at Mount Washington.

To find photos, traveler tips, and other tourist information, refer to the Pittsburgh online trip itinerary builder .

Use the Route module to find suitable travel options from your home destination to Pittsburgh. In December in Pittsburgh, expect temperatures between 42°F during the day and 30°F at night. Wrap up your sightseeing by early afternoon on the 16th (Sun) to allow enough time to travel to Chicago.

Things to do in Pittsburgh

Museums Neighborhoods Parks

Side Trips

Archive of the Afterlife, "A Paranormal Museum", Lincoln Highway Experience, Bayernhof Museum, Fallingwater, Flight 93 National Memorial
Highlights from your plan
Bicycle Heaven ©
Bicycle Heaven
Fallingwater ©
Fallingwater

5
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Popular historic sites such as Ernest Hemingway Birthplace and Millennium Park are in your itinerary. Get some cultural insight at The Art Institute of Chicago and Museum of Science and Industry. Go for a jaunt from Chicago to Wheaton to see Cantigny Park about 46 minutes away. There's lots more to do: wander the streets of The Magnificent Mile, contemplate the long history of Pleasant Home, try your luck at Horseshoe Hammond, and get your game on at Bad Axe Throwing.

To see traveler tips, reviews, ratings, and other tourist information, read our Chicago route planner.

Traveling by flight from Pittsburgh to Chicago takes 4 hours. Alternatively, you can drive; or take a train. You'll gain 1 hour traveling from Pittsburgh to Chicago due to the time zone difference. In December, daily temperatures in Chicago can reach 38°F, while at night they dip to 26°F. Finish your sightseeing early on the 21st (Fri) to allow enough time to travel to Boston.

Things to do in Chicago

Museums Childrens Museums Historic Sites

Side Trips

Oak Park, Cantigny Park, Horseshoe Hammond
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace

5
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.
Get a sense of the local culture at Marginal Way Walkway and Newbury Street. Museum-lovers will appreciate Museum of Fine Arts and Plimoth Plantation. You'll find plenty of places to visit near Boston: Perkins Cove (in Ogunquit) and Salem (Peabody Essex Museum & Pickering Wharf). There's still lots to do: explore the different monuments and memorials at Mount Auburn Cemetery, take in the spiritual surroundings of Trinity Church, take a stroll through North End, and appreciate the extensive heritage of Freedom Trail.

To find more things to do, photos, reviews, and tourist information, use the Boston road trip tool .

Do a combination of flight and bus from Chicago to Boston in 4 hours. Alternatively, you can do a combination of flight, taxi, and bus; or drive. The time zone difference when traveling from Chicago to Boston is 1 hour. In December, daily temperatures in Boston can reach 43°F, while at night they dip to 31°F. Finish up your sightseeing early on the 26th (Wed) so you can travel to New York City.

Things to do in Boston

Museums Historic Sites Neighborhoods

Side Trips

Salem, Ogunquit, Mount Auburn Cemetery, Brookline Booksmith, Plimoth Plantation
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Museum of Fine Arts ©
Museum of Fine Arts
Mount Auburn Cemetery ©
Mount Auburn Cemetery

8
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.
The Metropolitan Museum of Art and Ellis Island will appeal to museum buffs. Deepen your sense of the past at sights like 9/11 Memorial and St. Paul's Chapel. There's lots more to do: don't miss a visit to Fifth Avenue, get a new perspective on nature at American Museum of Natural History, take in the pleasant sights at Central Park, and take a stroll through Times Square.

To see ratings, other places to visit, where to stay, and more tourist information, read New York City trip planner .

Getting from Boston to New York City by combination of bus and flight takes about 3.5 hours. Other options: do a combination of bus and flight; or drive. In December, daytime highs in New York City are 48°F, while nighttime lows are 36°F. Finish your sightseeing early on the 3rd (Thu) to allow enough time to travel to Washington DC.

Things to do in New York City

Museums Shopping Historic Sites
Highlights from your plan
Fifth Avenue ©
Fifth Avenue
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial

6
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.
Your inner history buff will appreciate Washington National Cathedral and Tomb of the Unknowns. National Gallery of Art and National Air and Space Museum will appeal to museum buffs. Venture out of the city with trips to Gettysburg (Little Round Top & Gettysburg National Military Park), Horseshoe Casino (in Baltimore) and Copper Fox Distillery (in Sperryville). There's much more to do: take an in-depth tour of United States Holocaust Memorial Museum, steep yourself in history at Arlington National Cemetery, view the masterpieces at Madame Tussauds DC, and learn about winemaking at Fox Meadow Winery.

To see ratings, maps, photos, and tourist information, go to the Washington DC day trip planning website .

Getting from New York City to Washington DC by flight takes about 3.5 hours. Other options: do a combination of bus and flight; or drive. Expect a daytime high around 44°F in January, and nighttime lows around 29°F. Wrap up your sightseeing on the 9th (Wed) to allow time to travel back home.

Things to do in Washington DC

Historic Sites Museums Wineries

Side Trips

Arlington, Gettysburg, Old Town, Fox Meadow Winery, Horseshoe Casino
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

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