10 days in Maine & Boston Itinerary
Created using Klarna Trips United States vacation planner
Start: Midland
Drive
1
Ogunquit
— 1 night
Drive
2
Bar Harbor, Mount Desert Island
— 2 nights
Fly
3
Boston
— 6 nights
Drive
End: Midland
Sat, Sep 16 - Mon, Sep 25
Edit
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Ogunquit — 1 night

On the 17th (Sun), kick back and relax at Ogunquit Beach, explore the striking landscape at Perkins Cove, and then get to know the fascinating history of Marginal Way Walkway.
Plan trip to Ogunquit with our itinerary maker to find out where to go and what to do.
Midland to Ogunquit is an approximately 11.5-hour car ride. You can also do a combination of flight and car. In September in Ogunquit, expect temperatures between 74°F during the day and 48°F at night. Finish your sightseeing early on the 17th (Sun) to allow enough time to drive to Bar Harbor.
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Plan trip to Ogunquit with our itinerary maker to find out where to go and what to do.
Midland to Ogunquit is an approximately 11.5-hour car ride. You can also do a combination of flight and car. In September in Ogunquit, expect temperatures between 74°F during the day and 48°F at night. Finish your sightseeing early on the 17th (Sun) to allow enough time to drive to Bar Harbor.
Find places to stay Sep 16 — 17:
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Bar Harbor, Mount Desert Island — 2 nights
Start off your visit on the 18th (Mon): take your sightseeing to a higher altitude at Cadillac Mountain, then hit the best photo ops around with an inspiring photography tour, and then stroll through Precipice Trail. Get ready for a full day of sightseeing on the next day: take a tour by water with Boat Tours & Water Sports, then contemplate the waterfront views at Frenchman Bay, and then examine the collection at The Seal Cove Auto Museum.
To see other places to visit, where to stay, traveler tips, and more tourist information, read Bar Harbor online trip builder.
Traveling by car from Ogunquit to Bar Harbor takes 4 hours. Alternatively, you can do a combination of bus, train, and flight; or take a bus. Expect a daytime high around 70°F in September, and nighttime lows around 52°F. Wrap up your sightseeing on the 19th (Tue) to allow time to fly to Boston.
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To see other places to visit, where to stay, traveler tips, and more tourist information, read Bar Harbor online trip builder.
Traveling by car from Ogunquit to Bar Harbor takes 4 hours. Alternatively, you can do a combination of bus, train, and flight; or take a bus. Expect a daytime high around 70°F in September, and nighttime lows around 52°F. Wrap up your sightseeing on the 19th (Tue) to allow time to fly to Boston.
Side Trips
Find places to stay Sep 17 — 19:
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Boston — 6 nights

Beantown
Venture out of the city with trips to Sandwich (Sandwich Glass Museum, Heritage Museums & Gardens, &more), Gloucester (Beauport, the Sleeper-McCann House & Dolphin & Whale Watching) and Plymouth Rock (in Plymouth). There's lots more to do: take in nature's colorful creations at Boston Public Garden, let your taste buds guide you at a local gastronomic tour, appreciate the extensive heritage of Freedom Trail, and stop by North End.
For maps, other places to visit, reviews, and tourist information, read Boston attractions app.
Getting from Bar Harbor to Boston by flight takes about 3 hours. Other options: drive; or take a bus. Traveling from Bar Harbor in September, Boston is somewhat warmer at night with lows of 59°F. You will have some time to spend on the 25th (Mon) before leaving for home.
more
For maps, other places to visit, reviews, and tourist information, read Boston attractions app.
Getting from Bar Harbor to Boston by flight takes about 3 hours. Other options: drive; or take a bus. Traveling from Bar Harbor in September, Boston is somewhat warmer at night with lows of 59°F. You will have some time to spend on the 25th (Mon) before leaving for home.
Side Trips
Find places to stay Sep 19 — 25:
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with best proximity to your trip
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Maine travel guide
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.