Winter Harbor Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Simmie Reagor

  • Plan, book, travel with confidence

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    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Find the Best Winter Harbor Vacation Packages

Winter Harbor Hotel Deals

Seasider Motel
Seasider Motel
2.5 out of 5
40 Kebo Street, Bar Harbor, ME
Fully refundableReserve now, pay when you stay
The price is ₩366,572 per night from Jul 9 to Jul 10
₩366,572
₩399,563 total
Jul 9 - Jul 10
includes taxes & fees
8.6/10 Excellent! (625 reviews)
"The snacks and bfast items were a nice touch"

Reviewed on Jul 5, 2025

Seasider Motel
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
The price is ₩489,216 per night from Jul 8 to Jul 9
₩489,216
₩570,379 total
Jul 8 - Jul 9
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"It's being newly-renovated, so everything sounds new & wonderful. Great interior design too."

Reviewed on Jul 3, 2025

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG
Bluff House Inn
Bluff House Inn
3 out of 5
Bluff House Road, Gouldsboro, ME
Fully refundableReserve now, pay when you stay
The price is ₩217,490 per night from Jul 8 to Jul 9
₩217,490
₩379,468 total
Jul 8 - Jul 9
includes taxes & fees
9/10 Wonderful! (313 reviews)
"Great views. Easy self checkin for late arrival. Stargazing was awesome! Room decorations were cute. Room had an AC that worked great and gave good white noise for sound sleeping. Super convenient location. Great recommendations through their text service."

Reviewed on Jul 2, 2025

Bluff House Inn
See all 2,047 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.

Frequently asked questions

How much does a Winter Harbor vacation package cost?
Offering excellent value package deals 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?
To pick up cheap Winter Harbor vacation packages, plan your trip outside of peak times such as school holidays. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Winter Harbor?
With a well-planned schedule, you can easily tick off the main Winter Harbor attractions in a few days. But if you prefer to venture off the beaten track or go on day trips, think about booking your Winter Harbor vacation for longer.
Is it worth booking a vacation package to Winter Harbor?
Winter Harbor has everything you need for a memorable getaway --- hiking, golfing and festivals are just the start. Whether you'd like to visit sights such as Schoodic Peninsula and Grindstone Neck Golf Course, or venture off the beaten track, there's plenty to do on your Winter Harbor vacation.
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.
How to plan a trip to Winter Harbor?

  1. Choose when to go: Check your calendar and get your bags packed. Your favorite time of year and the activities on offer will also help you decide when to escape to Winter Harbor.
  2. Plan your budget wisely: On top of the price of your hotel, you'll need to consider other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that could arise during your trip to Winter Harbor.
  3. Work out your trip length: Consider how long you want to spend exploring Winter Harbor. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your airfare and accommodations: After you've settled on your dates and duration, lock in the right Winter Harbor vacation package for you.

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