Winter Harbor Holidays

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Top hotels in Winter Harbor

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 S$404 per night from 12 Jul to 13 Jul
S$404
12 Jul - 13 Jul
includes taxes & fees
8.8/10 Excellent! (979 reviews)
"This hotel is a good value with a good location for walking to town and exploring Acadia. Clean comfortable room and snacks available 24 hr in the lobby."

Reviewed on 30 Jun, 2026

Seasider Motel
Anchorage Motel

Anchorage Motel

2.5 out of 5
51 Mount Desert St Bar Harbor ME
Fully refundableReserve now, pay when you stay
The price is S$379 per night from 7 Jul to 8 Jul
S$379
7 Jul - 8 Jul
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"We love the staff at the property!!! Michelle at the front desk made us feel like part of the family. She made sure our every needs were fulfilled and always went out of her way to help us. Dannette is the encyclopedia of the area. She shared her knowledge of the surrounding harbors and we loved ..."

Reviewed on 29 Jun, 2026

Anchorage Motel
Stone Park

Stone Park

4 out of 5
377 High St Ellsworth ME
The price is S$392 per night from 16 Jul to 17 Jul
S$392
16 Jul - 17 Jul
includes taxes & fees
9.2/10 Wonderful! (235 reviews)
"Stone Park was a beautiful property with very clean and spacious rooms. Everyone was very friendly and helpful. The only drawback was there was no elevator to the 2nd and 3rd floors. I didn't realize this or I would have asked for a bottom floor room when I booked the stay months ago. I will definitely ..."

Reviewed on 30 Jun, 2026

Stone Park
See all 2,190 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.
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Frequently asked questions

How much does a Winter Harbour holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Winter Harbour costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Winter Harbour?
To pick up cheap Winter Harbour holiday 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 Harbour?
With a well-planned schedule, you can easily tick off the main Winter Harbour 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 Harbour holiday for longer.
Is it worth booking a holiday package to Winter Harbour?
Winter Harbour 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 Harbour holiday.
How to find the best Winter Harbour package deals?
Bagging a cheap Winter Harbour 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 Harbour 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 Harbour holiday as a package?
Expedia holiday 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 customised Winter Harbour holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Winter Harbour?
If you have your Winter Harbour 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 Harbour?

  1. Choose when to go: Check your calendar and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to escape to Winter Harbour.
  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 Harbour.
  3. Work out your trip length: Consider how long you want to spend exploring Winter Harbour. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your airfare and accommodation: After you've settled on your dates and duration, lock in the right Winter Harbour holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.