11 days in Maine & Vermont Itinerary

11 days in Maine & Vermont Itinerary

Created using Inspirock United States trip planner

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Make it your trip
Drive
1
Bar Harbor, Mount Desert Island
— 4 nights
Drive
2
Portland
— 1 night
Drive
3
Ogunquit
— 3 nights
Drive
4
Bennington
— 2 nights
Drive

S M T W T F S
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Bar Harbor, Mount Desert Island

— 4 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Bar Harbor is known for parks, wildlife, and trails. Your trip includes some of its best attractions: head outdoors with Outdoor Activities, tour the pleasant surroundings at Shore Path, kick back and relax at Sand Beach, and take in the architecture and atmosphere at St. Saviour's Church :.

To see traveler tips, ratings, where to stay, and more tourist information, refer to the Bar Harbor day trip website.

Bangor to Bar Harbor is an approximately 1.5-hour car ride. You can also take a shuttle; or take a bus. In October, daytime highs in Bar Harbor are 59°F, while nighttime lows are 42°F. Finish your sightseeing early on the 9th (Sat) so you can drive to Portland.

Things to do in Bar Harbor

Outdoors · Parks · Wildlife · Nature

Side Trip

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Portland

— 1 night

The Forest City

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.
Kick off your visit on the 9th (Sat): take an in-depth tour of Victoria Mansion, admire the masterpieces at Portland Museum of Art, then visit a coastal fixture at Portland Head Light, and finally walk around Fort Williams Park. Keep things going the next day: indulge your taste buds at Food & Drink, sample the tasty concoctions at Allagash Brewing Company, and then take a stroll through Old Port.

To see where to stay, more things to do, maps, and more tourist information, you can read our Portland travel route planning tool.

Traveling by car from Bar Harbor to Portland takes 3.5 hours. Alternatively, you can drive; or do a combination of flight and bus; or take a bus. In October, plan for daily highs up to 62°F, and evening lows to 43°F. Finish up your sightseeing early on the 10th (Sun) so you can go by car to Ogunquit.

Things to do in Portland

Breweries & Distilleries · Museums · Neighborhoods · Tours

Side Trip

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Ogunquit

— 3 nights
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Go for a jaunt from Ogunquit to Kennebunkport to see Walker's Point about 34 minutes away. There's still lots to do: get to know the fascinating history of Marginal Way Walkway, take in the architecture and atmosphere at St. Ann's Episcopal Church, take a memorable drive along Ocean Ave, and enjoy the sand and surf at Ogunquit Beach.

To see ratings, reviews, other places to visit, and other tourist information, read our Ogunquit trip builder website.

Traveling by car from Portland to Ogunquit takes an hour. Alternatively, you can take a bus; or do a combination of train and taxi. Traveling from Portland in October, Ogunquit is a bit cooler at night with lows of 38°F. Cap off your sightseeing on the 13th (Wed) early enough to go by car to Bennington.

Things to do in Ogunquit

Outdoors · Historic Sites · Scenic Drive · Parks

Side Trips

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Bennington

— 2 nights
Bennington is a town in Bennington County, Vermont, in the United States. On the 14th (Thu), stroll the grounds of The Old First Church, then take in nature's colorful creations at Hildene, The Lincoln Family Home, and then explore and take pictures at Molly Stark Trail. Keep things going the next day: look for gifts at Fiddlehead at Four Corners, get great views at Bennington Battle Monument, then take an in-depth tour of Bennington Museum, and finally admire the masterpieces at The Clark Art Institute.

For ratings, more things to do, where to stay, and tourist information, use the Bennington online tour planner.

You can drive from Ogunquit to Bennington in 4 hours. Other options are to do a combination of taxi, bus, and train; or take a bus. In October in Bennington, expect temperatures between 62°F during the day and 41°F at night. Cap off your sightseeing on the 15th (Fri) early enough to go by car back home.

Things to do in Bennington

Museums · Historic Sites · Scenic Drive · Outdoors

Side Trips

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Maine travel guide

4.6
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.

Vermont travel guide

4.5
The Green Mountain State
Known for its autumn foliage and maple syrup, Vermont is one of the country's smallest states in terms of both population and geographic area. Despite its small size and mostly rural character, the state boasts many picturesque places to visit, including Lake Champlain, one of the nation's largest freshwater bodies. Split in half by the Green Mountains--a popular holiday destination for hiking and skiing--Vermont features a rolling landscape dotted with farms and quaint towns known for their family-run inns, antique shops, and restaurants. Be sure to explore the state's many wild areas while on vacation, but beware of the so-called "mud season," a period of a few weeks when the state's unpaved roads become undrivable due to spring thaw.