Winter Harbor Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Winter Harbor
Seasider Motel
40 Kebo Street Bar Harbor ME
Fully refundableReserve now, pay when you stay
S$361
16 Aug - 17 Aug
includes taxes & fees
8.8/10 Excellent! (1,070 reviews)
"This was one of 3 places we stayed on our first trip to Maine and was by far the best of the bunch. It was clean, felt safe, good value, within walking distance to town. Breakfast was continental but decent, coffee was good. Best part was that the lobby was stocked with water, juice, coffee, and ..."
Reviewed on 14 Aug, 2026
Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG
123 Eden St Bar Harbor ME
Fully refundable
S$403
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (1,134 reviews)
"Loved the beautiful location on the water. It was quiet and relaxing after a busy day in the park hiking. We ate once at the restaurant on the water there, Stewmans, and it was lovely sitting outside."
Reviewed on 15 Aug, 2026
Anchorage Motel
51 Mount Desert St Bar Harbor ME
Fully refundableReserve now, pay when you stay
S$240
16 Aug - 17 Aug
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"Great stay!"
Reviewed on 14 Aug, 2026
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.
Schoodic Point
9.6/10 (15 reviews)
Waves crash dramatically against the rugged granite coastline of this secluded section of Acadia National Park. Experience the mesmerising Atlantic panorama while listening to nature's powerful symphony.
Grindstone Neck Golf Course
Dating from 1891, this historic nine-hole course offers ocean views from every fairway along Maine's rugged coastline. Enjoy bluegrass fairways and fast greens while spotting eagles above Frenchman Bay.
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?
- 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.
- 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.
- 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.
- Bundle your airfare and accommodation: After you've settled on your dates and duration, lock in the right Winter Harbour holiday package for you.
* 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.
