Winter Harbor Vacations from $815

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Your Winter Harbor Vacation

With a Winter Harbor vacation package, say goodbye to endless planning and hello to an effortless adventure. Every detail of your escape has been taken care of before you depart, so you can get on with discovering this lively city. If sightseeing is on the agenda during your trip to Winter Harbor, look around major attractions like Bar Harbor Whale Watching, Village Green and Shore Path. Stop dreaming and start adventuring. Browse the broad range of options on Expedia today and put your Winter Harbor vacation plans in motion!

The Latest Winter Harbor vacation packages

Price found within the past 48 hours. Click for updated prices.
Bluff House Inn

Bluff House Inn

3 out of 5
Price was $924, price is now $815 per person
$815
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Bar Harbor (BHB)
9.2/10 Wonderful! (423 reviews)
At first was odd with no staff, but great spot, nice stay

Reviewed on Dec 30, 2025

Ferncrest Acadia

Ferncrest Acadia

2 out of 5
Price was $1,084, price is now $820 per person
$820
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Bar Harbor (BHB)
9/10 Wonderful! (2 reviews)
Kimball Terrace Inn Northeast Harbor

Kimball Terrace Inn Northeast Harbor

2.5 out of 5
Price was $1,218, price is now $1,073 per person
$1,073
per person
Jul 8 - Jul 12
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Bar Harbor (BHB)
9/10 Wonderful! (1,000 reviews)
Best room view and comfy beds. Loved having a restaurant next door too. Highly recommend!

Reviewed on Nov 10, 2025

Blue Hill Inn

Blue Hill Inn

3 out of 5
Price was $1,313, price is now $1,164 per person
$1,164
per person
Aug 2 - Aug 6
found 22 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Bar Harbor (BHB)
No reviews
Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park

3 out of 5
Price was $1,224, price is now $1,088 per person
$1,088
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Bar Harbor (BHB)
8/10 Very Good! (5 reviews)
You will not be disappointed with what you see once you see inside the doors. Beautifully decorated and everything you need, but... it is more like a modular 4-apartment home / b&b - no ocean view, at the end of a dirt road (lots of dust), but a few deer met us as we unpacked. We were skeptical at first, yet pleasantly surprised with our stay. I highly recommend, so long as your expectations are set.

Reviewed on Aug 11, 2025

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Discover the most popular places to visit in Winter Harbor

Schoodic Peninsula

Schoodic Peninsula

4.5/5(15 reviews)

Commune with nature and explore the great outdoors at Schoodic Peninsula during your travels in Winter Harbor. Stroll along the waterfront or discover the area's desert landscape.

Schoodic Peninsula

Grindstone Neck Golf Course

Play a round of golf in Winter Harbor at Grindstone Neck Golf Course, and enjoy other activities such as hiking. Stroll along the area's seaside, or simply savor its lively bars.

Grindstone Neck Golf Course

Winter Harbor Hotel Deals

Bar Harbor Manor

Bar Harbor Manor

3.5 out of 5
47 Holland Ave Bar Harbor ME
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $162 total per night from May 17 to May 18
$162 total
May 17 - May 18
Total with taxes and fees
9.6/10 Exceptional! (1,001 reviews)
The staff and location were fabulous. The rooms were a bit tired and it would have been nice to have been able to turn off or at least dim the balcony lights. The Venetian blinds did not close fully to keep the light out.

Reviewed on May 14, 2026

Bar Harbor Manor
Main Street Motel

Main Street Motel

2.5 out of 5
315 Main St Bar Harbor ME
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $121 total per night from May 17 to May 18
$121 total
May 17 - May 18
Total with taxes and fees
9.2/10 Wonderful! (715 reviews)
Staff members are the best! Very helpful.

Reviewed on May 14, 2026

Main Street Motel
Anchorage Motel

Anchorage Motel

2.5 out of 5
51 Mount Desert St Bar Harbor ME
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $130 total per night from May 17 to May 18
$130 total
May 17 - May 18
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
Walls are paper thin bring your noise canceling earbuds! and no coffee maker otherwise it was pretty great for the price! Staff was lovely room was very clean. Bed was okay. Location was great.

Reviewed on May 14, 2026

Anchorage Motel
See all 2,137 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.

Find the Best Winter Harbor Vacation Packages

Winter Harbor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hancock County - Bar Harbor Airport (BHB)
Population
430
Top Sights
Acadia National Park, Criterion Theater and Bubble Rock

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Frequently asked questions

How much does a Winter Harbor vacation package cost?
Offering excellent value package deals from $815 on Expedia, you'll be thrilled with how little a vacation to Winter Harbor costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Winter Harbor?
October, November and December are great times to look for cheap Winter Harbor vacation packages. Traveling in quieter periods means you can usually find better prices on accommodations and flights.
How many days is enough for Winter Harbor?
The ideal duration of your Winter Harbor vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to hit all the leading attractions and explore some hidden treasures along the way.
Is it worth booking a vacation package to Winter Harbor?
Whether you'd like to visit key attractions like Schoodic Peninsula and Grindstone Neck Golf Course on your Winter Harbor vacation, or coming for its great hiking, golfing and festivals, there's something for everyone here. With so much to experience, you'll soon learn why so many families think Winter Harbor is a good vacation destination.
How to find the best Winter Harbor package deals?
Bagging a cheap Winter Harbor package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Winter Harbor package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Winter Harbor vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Winter Harbor vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Winter Harbor?
If you have your Winter Harbor travel dates confirmed, book early to snap up some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Winter Harbor vacation packages?
If you're like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Winter Harbor break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.