5 days in United States Itinerary

5 days in United States Itinerary

Created using Inspirock United States trip planner

Make it your trip
Fly
1
Boston
— 1 night
Drive
2
Salem
— 1 night
Drive
3
Portsmouth
Drive
4
Kittery
— 1 night
Drive
5
Kennebunkport
— 1 night
Drive
6
Freeport
Fly

S M T W T F S
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Boston

— 1 night

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.
Kick off your visit on the 30th (Fri): admire the masterpieces at Museum of Fine Arts, take in nature's colorful creations at Boston Public Garden, and then walk around Boston Common. Here are some ideas for day two: get to know the fascinating history of Freedom Trail and then don't miss a visit to Faneuil Hall Marketplace.

To see other places to visit, where to stay, and other tourist information, use the Boston trip planning website.

Philadelphia to Boston is an approximately 4-hour flight. You can also drive; or take a train. Expect slightly colder temperatures when traveling from Philadelphia in April; daily highs in Boston reach 56°F and lows reach 40°F. Wrap up your sightseeing by early afternoon on the 1st (Sat) to allow time for the car ride to Salem.

Things to do in Boston

Parks · Museums · Historic Sites · Shopping

Salem

— 1 night

Witch City

Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
On the 1st (Sat), take in the waterfront activity at Pickering Wharf.

To see traveler tips, maps, more things to do, and more tourist information, refer to the Salem trip planner.

Getting from Boston to Salem by car takes about an hour. Other options: take a train; or take a bus. Expect a daytime high around 67°F in May, and nighttime lows around 48°F. You'll have a few hours on the 2nd (Sun) to wrap things up before traveling to Portsmouth.

Things to do in Salem

Parks · Historic Sites · Museums

Portsmouth

Portsmouth is a city in Rockingham County, New Hampshire, in the United States. Start off your visit on the 2nd (Sun): steep yourself in history at Strawbery Banke Museum and then don't miss a visit to Market Square.

For traveler tips, maps, where to stay, and more tourist information, use the Portsmouth travel route tool.

Drive from Salem to Portsmouth in an hour. Alternatively, you can take a bus; or do a combination of train and bus. May in Portsmouth sees daily highs of 66°F and lows of 47°F at night. Cap off your sightseeing on the 2nd (Sun) early enough to go by car to Kittery.

Things to do in Portsmouth

Historic Sites · Museums

Kittery

— 1 night
Kittery is a town in York County, Maine, United States. On the 3rd (Mon), look for gifts at Kittery Trading Post and then sample the tasty concoctions at Tributary Brewing.

For ratings, maps, where to stay, and more tourist information, you can read our Kittery trip itinerary planner.

Kittery is just a stone's throw from Portsmouth. In May in Kittery, expect temperatures between 66°F during the day and 47°F at night. Wrap up your sightseeing by early afternoon on the 3rd (Mon) to allow time for the car ride to Kennebunkport.

Things to do in Kittery

Shopping · Breweries & Distilleries

Kennebunkport

— 1 night
Kennebunkport is a town in York County, Maine, United States. Kick off your visit on the 3rd (Mon): get to know the fascinating history of Marginal Way Walkway.

To see maps, more things to do, ratings, and more tourist information, go to the Kennebunkport trip itinerary builder website.

Getting from Kittery to Kennebunkport by car takes about an hour. In May, daytime highs in Kennebunkport are 66°F, while nighttime lows are 43°F. On the 4th (Tue), you'll have the morning to explore before heading off to Freeport.

Things to do in Kennebunkport

Historic Sites · Shopping · Museums

Side Trip

Freeport

Freeport is a town in Cumberland County, Maine, United States. Start off your visit on the 4th (Tue): immerse yourself in nature at Wolfe's Neck Woods State Park.

For maps, other places to visit, photos, and tourist information, refer to the Freeport trip itinerary builder website.

You can drive from Kennebunkport to Freeport in an hour. Alternatively, you can do a combination of bus and train; or take a bus. In May, daytime highs in Freeport are 64°F, while nighttime lows are 43°F. Wrap up your sightseeing on the 4th (Tue) to allow time to travel back home.

Things to do in Freeport

Parks · Nature
Highlights from your trip

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.