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Winter Harbor

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Winter Harbor Flights as Low as $265

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

JetBlue Airways
Fri, Sep 11 - Fri, Sep 11
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$265 Roundtrip, found 23 hours ago
$265
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Fri, Sep 11 from Logan Intl. to Hancock County - Bar Harbor, returning Fri, Sep 11, priced at $265 found 23 hours ago
JetBlue Airways
Fri, Sep 11 - Tue, Sep 15
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$271 Roundtrip, found 23 hours ago
$271
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Fri, Sep 11 from Logan Intl. to Hancock County - Bar Harbor, returning Tue, Sep 15, priced at $271 found 23 hours ago
Cape Air
Mon, Oct 26 - Thu, Nov 12
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$290 Roundtrip, found 3 days ago
$290
Roundtrip
found 3 days ago
Select Cape Air flight, departing Mon, Oct 26 from Logan Intl. to Hancock County - Bar Harbor, returning Thu, Nov 12, priced at $290 found 3 days ago
JetBlue Airways
Fri, Sep 11 - Sun, Sep 13
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$325 Roundtrip, found 23 hours ago
$325
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Fri, Sep 11 from Logan Intl. to Hancock County - Bar Harbor, returning Sun, Sep 13, priced at $325 found 23 hours ago
JetBlue Airways
Sat, Sep 12 - Sat, Sep 12
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$340 Roundtrip, found 23 hours ago
$340
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Sat, Sep 12 from Logan Intl. to Hancock County - Bar Harbor, returning Sat, Sep 12, priced at $340 found 23 hours ago
Cape Air
Wed, Sep 16 - Wed, Sep 16
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$354 Roundtrip, found 23 hours ago
$354
Roundtrip
found 23 hours ago
Select Cape Air flight, departing Wed, Sep 16 from Logan Intl. to Hancock County - Bar Harbor, returning Wed, Sep 16, priced at $354 found 23 hours ago
Cape Air
Sun, Sep 13 - Tue, Sep 15
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$360 Roundtrip, found 23 hours ago
$360
Roundtrip
found 23 hours ago
Select Cape Air flight, departing Sun, Sep 13 from Logan Intl. to Hancock County - Bar Harbor, returning Tue, Sep 15, priced at $360 found 23 hours ago
Cape Air
Mon, Sep 14 - Wed, Sep 16
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$362 Roundtrip, found 23 hours ago
$362
Roundtrip
found 23 hours ago
Select Cape Air flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Wed, Sep 16, priced at $362 found 23 hours ago
JetBlue Airways
Mon, Sep 14 - Wed, Sep 16
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$366 Roundtrip, found 23 hours ago
$366
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Wed, Sep 16, priced at $366 found 23 hours ago
JetBlue Airways
Mon, Sep 14 - Wed, Sep 16
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$368 Roundtrip, found 23 hours ago
$368
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Wed, Sep 16, priced at $368 found 23 hours ago
Cape Air
Mon, Sep 14 - Wed, Sep 16
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$390 Roundtrip, found 23 hours ago
$390
Roundtrip
found 23 hours ago
Select Cape Air flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Wed, Sep 16, priced at $390 found 23 hours ago
Cape Air
Mon, Sep 14 - Wed, Sep 16
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$392 Roundtrip, found 23 hours ago
$392
Roundtrip
found 23 hours ago
Select Cape Air flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Wed, Sep 16, priced at $392 found 23 hours ago
Delta
Tue, Jun 30 - Tue, Jul 7
ORD
O'Hare Intl.
BHB
Hancock County - Bar Harbor
$638 Roundtrip, found 19 hours ago
$638
Roundtrip
found 19 hours ago
Select Delta flight, departing Tue, Jun 30 from O'Hare Intl. to Hancock County - Bar Harbor, returning Tue, Jul 7, priced at $638 found 19 hours ago
American Airlines
Tue, Sep 8 - Tue, Sep 15
CLT
Charlotte-Douglas Intl.
BHB
Hancock County - Bar Harbor
$726 Roundtrip, found 4 hours ago
$726
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Sep 8 from Charlotte-Douglas Intl. to Hancock County - Bar Harbor, returning Tue, Sep 15, priced at $726 found 4 hours ago
American Airlines
Tue, Jul 28 - Wed, Aug 5
BNA
Nashville Intl.
BHB
Hancock County - Bar Harbor
$754 Roundtrip, found 3 days ago
$754
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jul 28 from Nashville Intl. to Hancock County - Bar Harbor, returning Wed, Aug 5, priced at $754 found 3 days ago
American Airlines
Sat, Jun 13 - Tue, Jun 16
CMH
John Glenn Columbus Intl.
BHB
Hancock County - Bar Harbor
$783 Roundtrip, found 9 hours ago
$783
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sat, Jun 13 from John Glenn Columbus Intl. to Hancock County - Bar Harbor, returning Tue, Jun 16, priced at $783 found 9 hours ago

Cheap Flights to Winter Harbor

Fall in love at first flight with your vacation to Winter Harbor by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Winter Harbor on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Winter Harbor, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Winter Harbor

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winter Harbor with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the BHB airport.

What is the cheapest month to fly to Winter Harbor?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Winter Harbor are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winter Harbor?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Winter Harbor.

What airport is best to fly into Winter Harbor?

When you’re planning your trip to Winter Harbor, convenience is the name of the game. Luckily, Winter Harbor Hancock County - Bar Harbor Airport is nearby so you can deplane and get going on checking off everything on your Winter Harbor must-do list.

How much are flights to Winter Harbor?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winter Harbor on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $265, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Winter Harbor?

The trick to saving a stack of cash on your flight to Winter Harbor? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $265 right now, why wait?

Winter Harbor Flight Information
Destination airport
Hancock County - Bar Harbor
Destination airport IATA code
BHB
Roundtrip price
$265

Last Minute Hotel Deals in Winter Harbor

Seasider Motel

Seasider Motel

2.5 out of 5
40 Kebo Street Bar Harbor ME
Book a stay at this golf hotel in Bar Harbor. Enjoy free WiFi, free parking, and cable TV channels. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (910 reviews)
"I really enjoyed our stay at Sea Sider. For the price and location, it was great. The customer service was great upon arrival."

Reviewed on May 26, 2026

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Seasider Motel
Anchorage Motel

Anchorage Motel

2.5 out of 5
51 Mount Desert St Bar Harbor ME
Stay at this motel in Bar Harbor. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the convenient parking in ...
9/10 Wonderful! (1,000 reviews)
"We stayed at this property 3 years ago and it was perfect for us and our needs. We stayed for Memorial Day weekend this time and enjoyed the property and Bar Harbor!"

Reviewed on May 26, 2026

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Anchorage Motel
Bar Harbor Manor

Bar Harbor Manor

3.5 out of 5
47 Holland Ave Bar Harbor ME
Stay at this hotel in Bar Harbor. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.6/10 Exceptional! (1,001 reviews)
"Location was very convenient, easy to walk into town and drive to Acadia. Staff was lovely, upgraded my room when they saw I was staying longer. Definitely would recommend!"

Reviewed on May 26, 2026

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Bar Harbor Manor
Main Street Motel

Main Street Motel

2.5 out of 5
315 Main St Bar Harbor ME
Stay at this motel in Bar Harbor. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (731 reviews)
"Excellent place clean and quaint perfect location to everything"

Reviewed on May 26, 2026

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Main Street Motel
Comfort Inn Ellsworth - Bar Harbor

Comfort Inn Ellsworth - Bar Harbor

2.5 out of 5
130 High St Ellsworth ME
Stay at this hotel in Ellsworth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9/10 Wonderful! (981 reviews)
"The staff were so helpful and friendly, at any hour and shift that we needed something. Breakfast was great, and we loved the ice cream bars as a post-hike snack. The rooms were clean and they had hot water for hot tea at any hour!"

Reviewed on May 27, 2026

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Comfort Inn Ellsworth - Bar Harbor
The Pathmaker Hotel

The Pathmaker Hotel

2 out of 5
77 Cottage St Bar Harbor ME
Stay at this hotel in Bar Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acadia National Park and Bar Harbor Whale Watch Co are ...
9.8/10 Exceptional! (486 reviews)
"Very beautiful and clean hotel. Everything looks brand new and well maintained. Staff were extremely polite and friendly. The restaurant food and service was superb as well. The only reason why I didn’t give it 5 stars is because the room we stayed in was too loud for me. We were located right next ..."

Reviewed on May 26, 2026

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The Pathmaker Hotel
Bar Harbor Grand Hotel

Bar Harbor Grand Hotel

2.5 out of 5
269 Main Street Bar Harbor ME
Stay at this hotel in Bar Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (1,006 reviews)
"This was a perfect choice, right in the middle of Bar Harbor. A really great breakfast, which is open for a nice long time so you can either get out early to explore Acadia or lounge around the hotel. The veranda outside is great too. Rooms were clean and spacious. And the cookies in the lobby some ..."

Reviewed on May 25, 2026

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Bar Harbor Grand Hotel
Terramor Outdoor Resort

Terramor Outdoor Resort

3 out of 5
1453 ME-102 Bar Harbor ME
Stay at this hotel in Bar Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (335 reviews)
"This was our second time here, and it was just as amazing as the first time. This time we brought our children; and they also love it. We were able to peacefully hang out at our tent and have a fire, but also we spent time at the lodge at the outdoor gas fire pit while the kids played ladder ball. ..."

Reviewed on May 25, 2026

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Terramor Outdoor Resort
See all 2,157 properties in Winter Harbor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.