Winter Harbor Vacations

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    Save up to ￥109,000 when you book a flight and hotel together*

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Find the Best Winter Harbor Vacation Packages

Winter Harbor Hotel Deals

Stone Park

Stone Park

4 out of 5
377 High St Ellsworth ME
The price is ￥29,031 per night from Nov 26 to Nov 27
￥29,031
￥31,644 total
Nov 26 - Nov 27
includes taxes & fees
9.4/10 Exceptional! (446 reviews)
"Excellent appart hotel, no issues found Very close to Acadia Park."

Reviewed on Oct 25, 2026

Stone Park
Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

3 out of 5
215 High St Ellsworth ME
Fully refundableReserve now, pay when you stay
The price is ￥16,143 per night from Nov 23 to Nov 24
￥16,143
￥17,595 total
Nov 23 - Nov 24
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
"Nice breakfast, and staff was friendly & helpful."

Reviewed on Oct 26, 2026

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor
Colonial Inn Ellsworth

Colonial Inn Ellsworth

2 out of 5
321 High Street Ellsworth ME
Fully refundableReserve now, pay when you stay
The price is ￥11,889 per night from Nov 9 to Nov 10
￥11,889
￥12,959 total
Nov 9 - Nov 10
includes taxes & fees
Colonial Inn Ellsworth
See all 2,328 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.

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

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.