8 days in Boston & Orleans Itinerary

8 days in Boston & Orleans Itinerary

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Route & dates

8 days in Boston & Orleans Itinerary

Start: Boston
1
Boston
— 5 nights
Drive:  1​h 30​min
2
Orleans
— 2 nights
Drive:  5​h
End: Boston

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.
Your day-by-day itinerary now includes Luke Adams Glass. You'll visit kid-friendly attractions like Canobie Lake Park and Boston Public Garden. Explore hidden gems such as Boston Harbor Islands National Recreation Area and Boston Children's Museum. There's lots more to do: admire all the interesting features of Fenway Park, pause for some photo ops at Bunker Hill Monument, explore the world behind art at Museum of Fine Arts, and steep yourself in history at Captain Jackson’s Historic Chocolate Shop and the Printing Office of Edes and Gill.

To find more things to do, photos, other places to visit, and more tourist information, read Boston tour site .

The Route module can give you travel options from your home to Boston. In August, daytime highs in Boston are 81°F, while nighttime lows are 65°F. Cap off your sightseeing on the 15th (Thu) early enough to go by car to Orleans.

Things to do in Boston

Parks Nature Museums

Side Trips

Canobie Lake Park, Luke Adams Glass, Boston Harbor Islands National Recreation Area
Highlights from your plan
Boston Children's Museum ©
Boston Children's Museum
Canobie Lake Park ©
Canobie Lake Park

2
nights
Orleans

Orleans ©
Orleans is a town in Barnstable County, Massachusetts, which is co-extensive with Cape Cod. Your day-by-day itinerary now includes Peace Love SUP as well as Young's Fish Market. Kick off your visit on the 15th (Thu): examine the collection at John F Kennedy Hyannis Museum, find your balance on the water with Peace Love SUP, have some family-friendly fun at Putter's Paradise, then look for gifts at Young's Fish Market, and finally pause for some serene contemplation at Church of the Transfiguration. Get ready for a full day of sightseeing on the 16th (Fri): stroll through Skaket Beach, then explore the activities along Rock Harbor Marsh, and then get outside with The Goose Hummock.

For ratings, traveler tips, and more tourist information, read our Orleans driving holiday planning website .

Getting from Boston to Orleans by car takes about 2 hours. Expect a daytime high around 78°F in August, and nighttime lows around 63°F. Wrap up your sightseeing by early afternoon on the 17th (Sat) to allow enough time to drive back home.

Things to do in Orleans

Parks Outdoors Nature

Side Trips

Putter's Paradise, John F Kennedy Hyannis Museum, Peace Love SUP
Highlights from your plan
Skaket Beach ©
Skaket Beach
Putter's Paradise ©
Putter's Paradise
Rock Harbor Marsh ©
Rock Harbor Marsh

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