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Winter Harbor

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Winter Harbor Flights as Low as $260

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

Cape Air
Thu, Apr 1 - Fri, Apr 2
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$260 Roundtrip, found 3 days ago
$260
Roundtrip
found 3 days ago
Select Cape Air flight, departing Thu, Apr 1 from Logan Intl. to Hancock County - Bar Harbor, returning Fri, Apr 2, priced at $260 found 3 days ago
Cape Air
Mon, Oct 26 - Thu, Nov 12
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$290 Roundtrip, found 4 days ago
$290
Roundtrip
found 4 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 4 days ago
JetBlue Airways
Mon, Sep 14 - Mon, Sep 14
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$387 Roundtrip, found 5 hours ago
$387
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Mon, Sep 14, priced at $387 found 5 hours ago
JetBlue Airways
Mon, Sep 14 - Mon, Sep 14
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$393 Roundtrip, found 5 hours ago
$393
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Mon, Sep 14, priced at $393 found 5 hours ago
Cape Air
Mon, Sep 14 - Mon, Sep 14
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$404 Roundtrip, found 5 hours ago
$404
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Mon, Sep 14, priced at $404 found 5 hours ago
JetBlue Airways
Mon, Sep 14 - Mon, Sep 14
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$407 Roundtrip, found 5 hours ago
$407
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Mon, Sep 14, priced at $407 found 5 hours ago
Cape Air
Mon, Sep 14 - Mon, Sep 14
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$410 Roundtrip, found 5 hours ago
$410
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Mon, Sep 14, priced at $410 found 5 hours ago
JetBlue Airways
Mon, Sep 14 - Mon, Sep 14
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$413 Roundtrip, found 5 hours ago
$413
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Mon, Sep 14, priced at $413 found 5 hours ago
JetBlue Airways
Mon, Sep 14 - Mon, Sep 14
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$417 Roundtrip, found 5 hours ago
$417
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Mon, Sep 14, priced at $417 found 5 hours ago
JetBlue Airways
Mon, Sep 14 - Mon, Sep 14
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$423 Roundtrip, found 5 hours ago
$423
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Mon, Sep 14, priced at $423 found 5 hours ago
Cape Air
Fri, Sep 11 - Fri, Sep 11
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$424 Roundtrip, found 1 day ago
$424
Roundtrip
found 1 day ago
Select Cape Air flight, departing Fri, Sep 11 from Logan Intl. to Hancock County - Bar Harbor, returning Fri, Sep 11, priced at $424 found 1 day ago
Cape Air
Fri, Sep 11 - Fri, Sep 11
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$430 Roundtrip, found 1 day ago
$430
Roundtrip
found 1 day ago
Select Cape Air flight, departing Fri, Sep 11 from Logan Intl. to Hancock County - Bar Harbor, returning Fri, Sep 11, priced at $430 found 1 day ago
Cape Air
Mon, Sep 14 - Mon, Sep 14
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$434 Roundtrip, found 5 hours ago
$434
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Mon, Sep 14, priced at $434 found 5 hours ago
JetBlue Airways
Mon, Sep 14 - Mon, Sep 14
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$437 Roundtrip, found 5 hours ago
$437
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from Logan Intl. to Hancock County - Bar Harbor, returning Mon, Sep 14, priced at $437 found 5 hours ago
JetBlue Airways
Tue, Jul 28 - Tue, Aug 4
BNA
Nashville Intl.
BHB
Hancock County - Bar Harbor
$699 Roundtrip, found 11 hours ago
$699
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Tue, Jul 28 from Nashville Intl. to Hancock County - Bar Harbor, returning Tue, Aug 4, priced at $699 found 11 hours ago
American Airlines
Thu, Jul 30 - Mon, Aug 3
STL
Lambert-St. Louis Intl.
BHB
Hancock County - Bar Harbor
$1,062 Roundtrip, found 21 hours ago
$1,062
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Thu, Jul 30 from Lambert-St. Louis Intl. to Hancock County - Bar Harbor, returning Mon, Aug 3, priced at $1,062 found 21 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 April, 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 $260, 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 $260 right now, why wait?

Winter Harbor Flight Information
Destination airport
Hancock County - Bar Harbor
Destination airport IATA code
BHB
Roundtrip price
$260

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! (945 reviews)
"Really good experience here for our 3 night stay. Originally booked for 4 nights but had to cut it short a night for a family issue. The staff and manager provided personalized, kind and quick service to work with me on the early check out. The rooms are clean and comfortable and the staff is attentive ..."

Reviewed on Jun 9, 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! (1,012 reviews)
"Hotel was great - very conveniently located in walking distance to downtown."

Reviewed on Jun 9, 2026

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Anchorage Motel
Acadia Ocean View Hotel

Acadia Ocean View Hotel

2.5 out of 5
323 Maine 3 Bar Harbor ME
Stay at this motel in Bar Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Acadia National Park's Visitors Center and Bar Harbor ...
9/10 Wonderful! (400 reviews)
"A hidden gem! Stay here- incredible view heated pool and quiet!"

Reviewed on Jun 8, 2026

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Acadia Ocean View Hotel
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! (755 reviews)
"Main ST. Hotel is in an excellent location for walking downtown to the many restaurants, shops, and tours. Also close enough to drive to Acadia park. Parking is free, the staff had many recommendations for eateries and activities. Free coffee, free water, snacks. A very friendly staff. Quiet, no ..."

Reviewed on Jun 8, 2026

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Main Street 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! (1,007 reviews)
"This was my 2nd time at Bar Harbor Manor, and I cannot say enough good things about the experience. Hands down, the staff is the friendliest and most helpful out of anywhere I’ve ever stayed. My daughter has a food allergy, and they bent over backwards to make sure she was accommodated for and gave ..."

Reviewed on Jun 5, 2026

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Bar Harbor Manor
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! (343 reviews)
"I love this place! This was our second stay at this resort and we loved it just as much as the first. The staff is extremely friendly, check in is fast and easy, they provide wagons to help transport luggage to your site, precut wood for campfire, telescopes, walking sticks, coolers/ice for your ..."

Reviewed on Jun 8, 2026

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Terramor Outdoor Resort
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's Visitors Center and Acadia National ...
9.8/10 Exceptional! (515 reviews)
"Beautiful inn. Breakfast was phenomenal! Would stay again and recommend to anyone else."

Reviewed on Jun 8, 2026

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The Pathmaker Hotel
Queen Anne's Revenge

Queen Anne's Revenge

3 out of 5
39 Holland Ave Bar Harbor ME
Stay at this hotel in Bar Harbor. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the comfy rooms in ...
9/10 Wonderful! (371 reviews)
"Quaint place, staff was very accommodating. Older rooms so the heating system was very loud. Maintenance had to come in to get rid of vibrations from the system."

Reviewed on Jun 8, 2026

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Queen Anne's Revenge
See all 2,167 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.