Winter Harbor Vacations from $693

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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.
Otter Creek Inn

Otter Creek Inn

2.5 out of 5
Otter Creek
Price was $789, price is now $693 per person
$693
per person
Aug 30 - Sep 3
found 21 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Bar Harbor (BHB)
9/10 Wonderful! (168 reviews)
Very clean. Excellent location on Mount Desert with easy access to Acadia, Bar Harbor Northeast Harbor and Southwest Harbor, Staff is very helpful. Would stay again as this is budget friendly,

Reviewed on Jul 10, 2026

Elsa's Inn on the Harbor

Elsa's Inn on the Harbor

2 out of 5
Price was $832, price is now $703 per person
$703
per person
Aug 30 - Sep 3
found 21 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Bar Harbor (BHB)
9.4/10 Exceptional! (223 reviews)
Elsa's is a wonderful place to stay if you are traveling to Prospect Harbor. It is a quaint building with beautiful rooms. But what made our stay spectacular was Gail. She is absolutely amazing. She gave us lots of great ideas about sites to see during our visit. She makes delicious breakfasts. And she's just so much fun to talk to. We wanted to bring her home with us! We will definitely come back for another stay as soon as possible.

Reviewed on Jul 3, 2026

Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park

3 out of 5
Price was $1,630, price is now $1,448 per person
$1,448
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Bar Harbor (BHB)
8/10 Very Good! (5 reviews)
It was really nice and super clean. We are family of 3 and visited Maine for 4 days and ir was super convenient. Everything was clean and nice and we relly enjoyed our stay.

Reviewed on Jul 1, 2026

Bluff House Inn

Bluff House Inn

3 out of 5
Price was $1,474, price is now $1,363 per person
$1,363
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Bar Harbor (BHB)
9.2/10 Wonderful! (429 reviews)
Everything was very easy and peaceful.

Reviewed on Jul 6, 2026

Kimball Terrace Inn Northeast Harbor

Kimball Terrace Inn Northeast Harbor

2.5 out of 5
Price was $1,328, price is now $1,233 per person
$1,233
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Bar Harbor (BHB)
9/10 Wonderful! (1,003 reviews)
I enjoyed my stay at the Kimball Terrace inn. The staff in the lobby/gift shop (open 24 hours) were kind and helpful. The room was clean and comfortable. The pool was beautiful and looked clean, but I didn't get a chance to use it. I enjoyed the onsite restaurant/ lobster pound also. Walking distance to quaint shopping district and right across from a pier. During the season, it is on the free shuttle route (I was there a week before the shuttle started, so I couldn't take advantage, but I had a rental car anyway). Older place with old fashioned keys and older decor, but VERY well kept. It was accessible with an elevator. I would definitely stay there again if I am visiting the area.

Reviewed on Jul 9, 2026

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Stay near popular Winter Harbor attractions

Schoodic Peninsula

9.6/10 (96 reviews)
The rugged granite shores of Schoodic Peninsula offer a quieter Acadia National Park experience. Drive the scenic loop road, stopping at Schoodic Point to witness the Atlantic's dramatic waves against pink granite.
See properties

Winter Harbor Hotel Deals

Stone Park

Stone Park

4 out of 5
377 High St Ellsworth ME
$278 nightly
The price is $303 total per night from Jul 16 to Jul 17
$303 total
Jul 16 - Jul 17
Total with taxes and fees
9.2/10 Wonderful! (250 reviews)
"Great hotel. Very clean. We loved the spacious suite and the fog free bathroom mirror was great. I liked staying in Ellsworth. Not too far from the park and an easy drive. Hope to come back again."

Reviewed on Jul 11, 2026

Stone Park
Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

3 out of 5
123 Eden St Bar Harbor ME
Fully refundable
$393 nightly
The price is $428 total per night from Jul 19 to Jul 20
$428 total
Jul 19 - Jul 20
Total with taxes and fees
8.6/10 Excellent! (1,103 reviews)
"Excellent stay. Great location!!"

Reviewed on Jul 10, 2026

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG
Anchorage Motel

Anchorage Motel

2.5 out of 5
51 Mount Desert St Bar Harbor ME
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $217 total per night from Jul 12 to Jul 13
$217 total
Jul 12 - Jul 13
Total with taxes and fees
9/10 Wonderful! (1,019 reviews)
"Staffwas super nice and very helpful. Enjoyed having fresh coffee always available as well as filtered water."

Reviewed on Jul 11, 2026

Anchorage Motel
See all 2,243 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 $693 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.