21 days in United States Itinerary

21 days in United States Itinerary

Created using Inspirock United States trip itinerary planner

Make it your trip
1
New York City
— 5 nights
Fly to Detroit Metropolitan Wayne County Airport, Drive to Troy
2
Troy
— 2 nights
Drive to Detroit Metropolitan Wayne County Airport, Fly to Chicago Midway International Airport
3
Chicago
— 4 nights
Fly
4
Gettysburg
— 1 night
Drive
5
Philadelphia
— 4 nights
Fly
6
Boston
— 4 nights
Fly

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New York City

— 5 nights

Big Apple

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, and shopping. Your plan includes some of its best attractions: take in the pleasant sights at Central Park, admire the striking features of Grand Central Terminal, enjoy breathtaking views from Empire State Building, and contemplate the long history of 9/11 Memorial.

To see ratings, photos, other places to visit, and other tourist information, use the New York City holiday planning app.

The Route module shows you travel options from your home to New York City. In May, daily temperatures in New York City can reach 69°F, while at night they dip to 55°F. Finish your sightseeing early on the 6th (Thu) so you can travel to Troy.

Things to do in New York City

Museums · Parks · Historic Sites · Neighborhoods

Side Trip

Find places to stay May 1 — 6:

Troy

— 2 nights
Troy is a city located in Metropolitan Detroit's northern suburbs in Oakland County in the U.S. On the 7th (Fri), gain insight at Stage Nature Center, browse the different shops at Somerset Collection, and then don't miss a visit to The Bhartiya Temple. On your second day here, don't miss a visit to University of Michigan, then identify plant and animal life at Matthaei Botanical Gardens, and then gain insight at Law Quadrangle.

To find other places to visit, where to stay, and tourist information, read Troy journey planning website.

The Route module can help you plan travel from New York City to Troy. In May, daytime highs in Troy are 71°F, while nighttime lows are 51°F. Finish up your sightseeing early on the 8th (Sat) so you can travel to Chicago.

Things to do in Troy

Shopping · Wildlife · Parks

Side Trip

Find places to stay May 6 — 8:

Chicago

— 4 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, stroll around Millennium Park, admire the striking features of Rockefeller Memorial Chapel, and meet the residents at Lincoln Park Zoo.

For maps, photos, more things to do, and more tourist information, you can read our Chicago trip itinerary maker tool.

The Route module can help you plan travel from Troy to Chicago. You'll gain 1 hour traveling from Troy to Chicago due to the time zone difference. In May, plan for daily highs up to 71°F, and evening lows to 52°F. Wrap up your sightseeing on the 12th (Wed) early enough to travel to Gettysburg.

Things to do in Chicago

Museums · Parks · Childrens Museums · Zoos & Aquariums
Find places to stay May 8 — 12:

Gettysburg

— 1 night
Located near the memorial park marking the site of one of the largest Civil War battles, the town of Gettysburg sits in a landscape of rolling green hills with views of the Blue Ridge Mountains in the distance.
Kick off your visit on the 13th (Thu): trot along with a tour on horseback, steep yourself in history at Dobbin House Tavern, then stroll the grounds of Gettysburg National Cemetery, then witness the site of a historic battle at Gettysburg National Military Park, and finally don't miss a visit to Devils Den.

To see more things to do, reviews, where to stay, and other tourist information, you can read our Gettysburg road trip planning app.

You can fly from Chicago to Gettysburg in 7.5 hours. Alternatively, you can drive; or do a combination of train and bus. Traveling from Chicago to Gettysburg, you'll lose 1 hour due to the time zone difference. In May, daily temperatures in Gettysburg can reach 71°F, while at night they dip to 53°F. Finish up your sightseeing early on the 13th (Thu) so you can go by car to Philadelphia.

Things to do in Gettysburg

Parks · Historic Sites · Tours · Outdoors
Find places to stay May 12 — 13:

Philadelphia

— 4 nights

The City of Brotherly Love

Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
When in Philadelphia, make a side trip to see Longwood Gardens in Kennett Square, approximately Kennett Square away. There's much more to do: walk around Franklin Square, admire the natural beauty at Chanticleer, hike along Schuylkill River Trail, and ponder the world of politics at City Hall Visitor Center.

For where to stay, other places to visit, maps, and tourist information, read Philadelphia holiday planner.

Traveling by car from Gettysburg to Philadelphia takes 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In May, daily temperatures in Philadelphia can reach 74°F, while at night they dip to 56°F. Wrap up your sightseeing on the 17th (Mon) early enough to travel to Boston.

Things to do in Philadelphia

Parks · Museums · Historic Sites · Fun & Games

Side Trips

Find places to stay May 13 — 17:

Boston

— 4 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.
Boston is known for historic sites, museums, and parks. Your plan includes some of its best attractions: admire the masterpieces at Museum of Fine Arts, admire the landmark architecture of Trinity Church, stroll the grounds of Granary Burying Ground, and get a sense of history and politics at Massachusetts State House.

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

Traveling by flight from Philadelphia to Boston takes 4 hours. Alternatively, you can drive; or take a train. Prepare for a bit cooler weather when traveling from Philadelphia in May: high temperatures in Boston hover around 67°F and lows are around 50°F. Wrap up your sightseeing on the 21st (Fri) early enough to travel back home.

Things to do in Boston

Museums · Historic Sites · Parks · Childrens Museums

Side Trip

Find places to stay May 17 — 21:

United States travel guide

4.5
Specialty Museums · Beaches · Historic Sites
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.

Pennsylvania travel guide

4.3
Specialty Museums · Casinos · History Museums
The Keystone State
One of the country's 13 original founding states, Pennsylvania contains a balance of modern cities and fertile fields. A rich and varied state with a colorful history dating back to colonial times, it remains a worthy holiday destination with its well-preserved 19th-century battle sites and memorial parks. This diverse land is home to pristine forests and rugged mountain regions. For an urban experience, visit the state's university cities, offering numerous tourist attractions as well as thriving music, performance, art, and culinary scenes. The region's Amish country provides a weekend getaway in a picturesque setting of quaint towns surrounded by rolling hills and fertile farmland.