10 days in Boston, Burlington & Portland Itinerary

10 days in Boston, Burlington & Portland Itinerary

Created using Inspirock United States travel planner
Make it your trip
Fly
1
Boston
— 4 nights
Drive
2
Burlington
— 2 nights
Drive
3
Portland
— 3 nights
Fly

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Boston — 4 nights

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.
Popular historic sites such as Freedom Trail and The Paul Revere House are in your itinerary. Your cultural itinerary includes sights like North End and Museum of Fine Arts. There's lots more to do: browse the different shops at Faneuil Hall Marketplace, explore the different monuments and memorials at Granary Burying Ground, stroll around Boston Common, and wander the streets of Charles Street.

To see other places to visit, reviews, traveler tips, and other tourist information, you can read our Boston trip planner.

Houston to Boston is an approximately 6-hour flight. You can also drive; or do a combination of bus and subway. Due to the time zone difference, you'll lose 1 hour traveling from Houston to Boston. Expect cooler weather when traveling from Houston in October: highs in Boston hover around 64°F, while lows dip to 50°F. Finish up your sightseeing early on the 5th (Tue) so you can go by car to Burlington.
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Burlington — 2 nights

Burlington is the most populous city in the U.S. state of Vermont and the seat of Chittenden County. Start off your visit on the 6th (Wed): stroll around West Branch Gallery & Sculpture Park and then trek along Stowe Recreation Path. Here are some ideas for day two: sample some tasty brews at a beer tour and tasting and then hunt for treasures at Church Street Marketplace.

For other places to visit, more things to do, photos, and tourist information, go to the Burlington journey planning tool.

Drive from Boston to Burlington in 3.5 hours. Alternatively, you can take a bus; or do a combination of flight and car. Traveling from Boston in October, expect a bit cooler with lows of 44°F in Burlington. Finish up your sightseeing early on the 7th (Thu) so you can go by car to Portland.
Shopping · Parks · Museums · Trails
Side Trip
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Portland — 3 nights

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Popular historic sites such as Marginal Way Walkway and Portland Head Light are in your itinerary. Take a break from Portland with a short trip to Ogunquit Beach in Ogunquit, about 48 minutes away. And it doesn't end there: indulge your thirst for a good beer at Allagash Brewing Company, stop by Lisa-Marie's Made in Maine, take a stroll through Old Port, and learn the secrets of beer at a beer tour and tasting.

For maps, where to stay, and other tourist information, refer to the Portland road trip planning site.

Traveling by car from Burlington to Portland takes 4.5 hours. Alternatively, you can fly; or do a combination of flight and bus. Expect a daytime high around 62°F in October, and nighttime lows around 43°F. Finish your sightseeing early on the 10th (Sun) to allow enough time to fly back home.
Breweries & Distilleries · Historic Sites · Tours · Beaches
Side Trips
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