Winter Harbor Vacation Packages
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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!
Top Winter Harbor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Bluff House Inn
CA $1,557
per person
Sep 10 - Sep 14
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Bar Harbor (BHB)
9.2/10 Wonderful! (445 reviews)
The area is pretty remote, but the path to the little beach is very cute. The views and the lobby area are also great, the rooms are just old and small. The breakfast is very basic (Walmart bagels and a coffee machine) and the staff is not overly welcoming. Has great potential but felt very basic (some ideas: some lawn games or board games to make the shared space feel more inviting, fruit at breakfast, some bathroom items, etc).
Reviewed on Aug 10, 2026
Woodland Apartments-Acadia National Park
CA $2,363
per person
Oct 16 - Oct 20
found 13 hours ago
Roundtrip flight included
Detroit (DTT) to Bar Harbor (BHB)
8/10 Very good! (7 reviews)
The location of this home is very misleading. Although if you search the exact location, you will find it’s in/near the forest but looking at the pics posted you would think it was near the beach and it is not. I could overlook that if the home was stocked with everything needed and beds were comfortable but that was not the case. We were given 5 bath towels for 4 people for 4days, 1 dish cloth, 1 hand towel and 1 dirty sponge with no washer or dryer and no dishwasher. Extra towels were dropped off once we called the owner but we didn’t ask for toilet paper and ran out of that as well. It just seemed like the bare minimum was done to make us comfortable. If you stay here just know you need to bring your own supplies unless you want to spend your vacation on the phone with the owners.
Reviewed on Jul 21, 2026
Ready to book your vacation to Winter Harbor?
Winter Harbor Hotel Deals
Seasider Motel
40 Kebo Street Bar Harbor ME
Fully refundableReserve now, pay when you stay
CA $319
CA $348 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,060 reviews)
"Stayed in one of the "300" rooms which are adjacent to the main hotel building. Hotel was clean. staff polite. Comfy bed. Excellent continental breakfast and snacks. Not a far walk into the more populated downtown areas of Bar Harbor which is easier than driving and trying to find (and pay!) for ..."
Reviewed on Aug 10, 2026
Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG
123 Eden St Bar Harbor ME
Fully refundable
CA $368
CA $439 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,144 reviews)
"We had an amazing time - conveniently located to downtown Bar Harbor - a lot of amenities to keep the kids and adults happy - the island hopper to Acadia picks you up right out front - I have no negative comments- the rooms were spacious and clean"
Reviewed on Aug 10, 2026
Anchorage Motel
51 Mount Desert St Bar Harbor ME
Fully refundableReserve now, pay when you stay
CA $375
CA $409 total
Aug 23 - Aug 24
includes taxes & fees
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)
Commune with nature and explore the great outdoors at Schoodic Peninsula during your travels in Winter Harbor. Stroll along the waterfront or discover the area's desert landscape.
Schoodic Point
9.6/10 (15 reviews)
Commune with nature and explore the great outdoors at Schoodic Point during your travels in Winter Harbor. Take in the musical theater and desert landscape in the area.
Grindstone Neck Golf Course
Play a round of golf in Winter Harbor at Grindstone Neck Golf Course, and enjoy other activities such as hiking. Stroll along the area's waterfront, or simply savor its lively bars.
Frequently asked questions
How much does a Winter Harbour vacation package cost?
You can pick up a vacation package to this top destination from CA $1,557 on Expedia. But how much your vacation to Winter Harbour costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Winter Harbour?
Travel in the low or shoulder season and you're likely to get cheap Winter Harbour vacation packages. Remember that school vacation periods and major local events can impact prices, so do a little research before you go.
How many days is enough for Winter Harbour?
You can easily visit all the main attractions in Winter Harbour in a few days, including the must-see Agamont Park. If you want a longer Winter Harbour vacation, look at which kind of activities and day trips are available in the area.
Is it worth booking a vacation package to Winter Harbour?
Winter Harbour has all the ingredients you need for a memorable getaway — hiking, golfing and festivals are just the start. Whether you want to check out attractions such as Schoodic Peninsula and Grindstone Neck Golf Course, or take the road less travelled, there's plenty to see and do on your Winter Harbour vacation.
How to find the best Winter Harbour package deals?
Begin your search for a Winter Harbour package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Winter Harbour package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winter Harbour escape off to a flying start.
Is it cheaper to book a Winter Harbour vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays separately. Better still, you can customize your Winter Harbour trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Winter Harbour?
Secure incredible bargains by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Winter Harbour break.
How to plan a trip to Winter Harbour?
- Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Winter Harbour.
- Figure out your budget: Make sure you have enough money to cover everything from meals and transportation to airfares and activities. Your hotel will likely be the largest expense during your trip to Winter Harbour.
- Decide how long to go for: Now that you're more familiar with Winter Harbour, you can figure out the perfect length of your vacation. Put together a draft plan and allocate enough time to get through everything on your must-do list.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Winter Harbour vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
