9 days in Boston, Plymouth & Springfield Itinerary

Created using Inspirock Massachusetts trip planner
Make it your trip
Drive
1
Boston
— 3 nights
Drive
2
Plymouth
— 3 nights
Drive
3
Springfield
— 2 nights
Drive

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Boston — 3 nights

Beantown

Your day by day itinerary now includes Freedom Trail, Boston Children's Museum, USS Constitution Museum, and other attractions you added. Kids will enjoy Faneuil Hall Marketplace and Newbury Street. There's more to do: get engrossed in the history at Boston Tea Party Ships & Museum.

For where to stay, maps, more things to do, and more tourist information, you can read our Boston trip itinerary maker app.

Philadelphia to Boston is an approximately 5-hour car ride. You can also fly; or drive; or take a train. When traveling from Philadelphia in September, plan for little chillier days and about the same nights in Boston: temperatures range from 75°F by day to 59°F at night. On the 12th (Tue), wrap the sightseeing up by early afternoon so you can drive to Plymouth.
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Museums · Historic Sites · Shopping · Neighborhoods

Plymouth — 3 nights

America's Hometown

Your cultural itinerary includes sights like Heritage Museums & Gardens and Plymouth Rock. Appreciate the collections at Plimoth Patuxet Museums and Sandwich Glass Museum. It doesn't end there: contemplate the long history of Mayflower II and take in nature's colorful creations at Brewster Gardens.

To find other places to visit, more things to do, ratings, and more tourist information, read Plymouth online holiday planner.

You can drive from Boston to Plymouth in an hour. Alternatively, you can take a train; or take a bus. In September, daily temperatures in Plymouth can reach 75°F, while at night they dip to 55°F. You will leave for Springfield on the 15th (Fri).
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Museums · Childrens Museums · Historic Sites · Parks
Side Trip

Springfield — 2 nights

On the 15th (Fri), appreciate the history behind Dr. Seuss National Memorial Sculpture Garden. On the 16th (Sat), you'll have a packed day of sightseeing: learn about all things military at Springfield Armory National Historic Site, browse the different shops at Thornes Marketplace, then examine the collection at Yankee Candle Flagship Store, and finally cool off at Six Flags New England.

For traveler tips, photos, ratings, and other tourist information, you can read our Springfield holiday planning website.

Drive from Plymouth to Springfield in 2.5 hours. Alternatively, you can take a bus; or take a train. In September, daytime highs in Springfield are 77°F, while nighttime lows are 51°F. You will have some time to spend on the 17th (Sun) before leaving for home.
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Museums · Shopping · Parks · Theme Parks
Side Trips