11 days in New England Itinerary

11 days in New England Itinerary

Created using Inspirock New England route planner
Make it your trip
Fly
1
Boston
— 2 nights
Fly
2
Bar Harbor, Mount Desert Island
— 2 nights
Drive
3
Portland
— 2 nights
Drive
4
North Conway
— 2 nights
Drive
5
Burlington
— 2 nights
Drive to Plattsburgh International Airport, Fly to Washington

S M T W T F S
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Boston — 2 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.
You'll explore the less-touristy side of things at Granary Burying Ground and Skywalk Observatory. There's much more to do: take in nature's colorful creations at Boston Public Garden, explore the world behind art at Museum of Fine Arts, walk around Boston Common, and traverse land and water with a duck tour.

To find maps, reviews, and other tourist information, go to the Boston online attractions planner.

Washington to Boston is an approximately 5-hour flight. You can also drive. When traveling from Washington in October, plan for a bit cooler days in Boston, with highs around 64°F, while nights are about the same with lows around 50°F. Cap off your sightseeing on the 5th (Wed) early enough to catch the flight to Bar Harbor.
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Bar Harbor, Mount Desert Island — 2 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Kick off your visit on the 6th (Thu): explore the landscape on two wheels at Carriage Roads, then tour the pleasant surroundings at Ocean Path, and then take in the dramatic natural features at Thunder Hole. On your second day here, add some adventure to your tour with a kayaking and canoeing tour, then enjoy the sand and surf at Sand Beach, and then explore the activities along Jordan Pond Path Trailhead.

To find more things to do, ratings, maps, and other tourist information, you can read our Bar Harbor trip itinerary builder site.

You can fly from Boston to Bar Harbor in 3 hours. Other options are to drive; or take a bus. Prepare for slightly colder weather when traveling from Boston in October: high temperatures in Bar Harbor hover around 59°F and lows are around 42°F. Finish up your sightseeing early on the 7th (Fri) so you can go by car to Portland.
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Parks · Outdoors · Trails · Nature
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Portland — 2 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.
On the 8th (Sat), sample the tasty concoctions at Allagash Brewing Company, then indulge your thirst for a good beer at Rising Tide Brewing Company, and then wander the streets of Old Port. On the 9th (Sun), you'll have a packed day of sightseeing: kick back and relax at Wells Beach, then get to know the fascinating history of Marginal Way Walkway, and then do a tasting at Maine Mead Works.

For where to stay, ratings, photos, and other tourist information, read Portland online day trip planner.

Traveling by car from Bar Harbor to Portland takes 3.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. October in Portland sees daily highs of 62°F and lows of 43°F at night. Finish your sightseeing early on the 9th (Sun) to allow enough time to drive to North Conway.
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Breweries & Distilleries · Neighborhoods · Beaches · Parks
Side Trips
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North Conway — 2 nights

North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
Kick off your visit on the 10th (Mon): admire the sheer force of Glen Ellis Falls and then admire all the interesting features of Kancamagus Highway. Get ready for a full day of sightseeing on the next day: stop by Zeb's General Store and then stroll through Cathedral Ledge.

For ratings, traveler tips, reviews, and tourist information, go to the North Conway online trip planner.

Drive from Portland to North Conway in 2 hours. Alternatively, you can do a combination of bus and taxi. In October in North Conway, expect temperatures between 62°F during the day and 45°F at night. Wrap up your sightseeing on the 11th (Tue) to allow time to drive to Burlington.
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Parks · Nature · Scenic Drive · Outdoors
Side Trip
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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. On the 12th (Wed), learn the secrets of beer at a beer tour and tasting, then indulge your thirst for a good beer at Magic Hat Brewing Company, and then walk around Waterfront Park. Here are some ideas for day two: contemplate the long history of Shelburne Farms and then see the interesting displays at Shelburne Museum.

To find more things to do, ratings, other places to visit, and other tourist information, you can read our Burlington trip planner.

You can drive from North Conway to Burlington in 3.5 hours. Alternatively, you can do a combination of car and bus; or take a bus. In October, plan for daily highs up to 62°F, and evening lows to 44°F. Finish your sightseeing early on the 13th (Thu) to allow enough time to drive back home.
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Breweries & Distilleries · Museums · Parks · Historic Sites
Side Trips
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