50 days in DownEast and Acadia Maine Itinerary

50 days in DownEast and Acadia Maine Itinerary

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Make it your trip
Fly
1
Bar Harbor, Mount Desert Island
— 16 nights
Unknown
2
Deer Isle
— 8 nights
Drive
3
Castine
— 7 nights
Drive
4
Winter Harbor
— 9 nights
Drive
5
Lubec
— 9 nights
Bus to Bangor, Fly to New York City

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Bar Harbor, Mount Desert Island — 16 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Your inner history buff will appreciate Egg Rock Light and Ship Harbor Nature Trail. We've included these beaches for you: Sand Beach and Little Hunters Beach. Change things up with these side-trips from Bar Harbor: Bass Harbor Head Lighthouse (in Bass Harbor) and Southwest Harbor (Perpendicular Trail & Wonderland Trail). The adventure continues: hike along Ocean Path, take a memorable drive along Park Loop Road, look for all kinds of wild species at Shore Path, and tour the pleasant surroundings at Champlain Mountain & Beehive Loop Trail.

To see photos, ratings, more things to do, and more tourist information, refer to the Bar Harbor itinerary planner.

New York City to Bar Harbor is an approximately 3-hour flight. You can also drive; or do a combination of train and bus. Plan for a bit cooler temperatures traveling from New York City in August, with highs in Bar Harbor at 75°F and lows at 57°F. Finish your sightseeing early on the 28th (Sun) so you can travel to Deer Isle.
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Parks · Outdoors · Trails · Nature
Side Trips

Deer Isle — 8 nights

Deer Isle is a town in Hancock County, Maine, United States. Escape the urban bustle at Barred Island Preserve and Edgar M. Tennis Preserve. Explore the numerous day-trip ideas around Deer Isle: Spring Woods Gallery (in Sullivan) and Wild Mountain Man Ray's Chainsaw Show (in Hancock). And it doesn't end there: take a stroll through Stonington Village, view the masterpieces at Nervous Nellie's Jams and Jellies, see the interesting displays at Deer Isle-Stonington Historical Society, and make a trip to Deer Isle Village.

To find more things to do, maps, where to stay, and other tourist information, go to the Deer Isle itinerary planner.

Travel from Bar Harbor to Deer Isle in 1.5 hours. In August in Deer Isle, expect temperatures between 75°F during the day and 57°F at night. You will leave for Castine on the 5th (Mon).
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Museums · Parks · Shopping · Wildlife
Side Trips

Castine — 7 nights

Castine is a town in Hancock County in eastern Maine, USA, which served from 1670 to 1674 as the capital of Acadia. Visiting Holbrook Island Sanctuary and Fort Madison State Park will get you outdoors. Explore Castine's surroundings by going to Swan's Island Charters (in Swans Island), Bucksport (Buck Cemetery, Bucksport Waterfront Walkway, &more) and Blue Hill (Jonathan Fisher House, Blue Hill Mountain, &more). The adventure continues: stroll through Dyce Head Foot Path, see the interesting displays at Wilson Museum, take an in-depth tour of Castine Historical Society, and don't miss a visit to Main Street.

To see more things to do, other places to visit, reviews, and tourist information, you can read our Castine trip tool.

You can drive from Deer Isle to Castine in an hour. September in Castine sees daily highs of 70°F and lows of 52°F at night. Wrap up your sightseeing by early afternoon on the 12th (Mon) to allow time for the car ride to Winter Harbor.
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Parks · Museums · Outdoors · Nature
Side Trips

Winter Harbor — 9 nights

Not to be confused with Winter Harbor, Maine the former name of Biddeford PoolWinter Harbor is a town on the Schoodic Peninsula in Hancock County, Maine, United States. Get in touch with nature at Schoodic Point and Otter Cliff. Explore the numerous day-trip ideas around Winter Harbor: Tidal Falls Preserve (in Sullivan), Frenchman Bay Conservancy (in Hancock) and Lamoine State Park (in Lamoine). There's still lots to do: take in the awesome beauty at Schoodic Mountain, take a memorable drive along Schoodic National Scenic Byway, view the masterpieces at whopaints, and wander the streets of Grindstone Neck of Maine.

To find ratings, traveler tips, photos, and tourist information, read Winter Harbor road trip planning tool.

Traveling by car from Castine to Winter Harbor takes 1.5 hours. In September in Winter Harbor, expect temperatures between 70°F during the day and 52°F at night. On the 21st (Wed), you're off to Lubec.
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Parks · Nature · Shopping · Museums
Side Trips

Lubec — 9 nights

Lubec is a town in Washington County, Maine, United States. Visiting Jasper Beach and Bog Brook Cove Preserve will get you outdoors. Explore the numerous day-trip ideas around Lubec: Machias (The Bold Coast, Bad Little Falls Park, &more), Petit Manan National Wildlife Refuge (in Hancock) and Roque Bluffs State Park (in Roque Bluffs). There's lots more to do: enjoy the sea views from West Quoddy Head Light, identify plant and animal life at Machias Seal Island, take your sightseeing to a higher altitude at Klondike Mountain, and browse for treasures at The Clutter Shop Antique and Vintage Desirables.

To see reviews, ratings, and other tourist information, read our Lubec trip itinerary builder app.

You can drive from Winter Harbor to Lubec in 2 hours. In September, daytime highs in Lubec are 70°F, while nighttime lows are 52°F. Finish your sightseeing early on the 30th (Fri) to allow enough time to travel back home.
more
Parks · Wildlife · Nature · Museums
Side Trips

DownEast and Acadia Maine travel guide

4.4
Hiking Trails · Mountains · Kayaking & Canoeing