A coastal town with a lighthouse, rocky shoreline, dense forest, and a clear blue sky.

Winter Harbor Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

  • 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!

    Where to stay in Winter Harbor

    Find the best Winter Harbor areas and neighborhoods for the activities you enjoy most. Learn more about Winter Harbor

    A coastal town with a marina, waterfront buildings, and a mountainous backdrop.

    An aerial view of a coastal town with a marina, boats, and surrounding hills.

    A river with rocks and trees, a mountain in the background, and a colorful sky.

    A coastal landscape with rocky terrain, a small tree, and a distant view of islands across a body of water.

    A sunset over a lake with a lone tree on a rocky outcrop.

    View properties in map for Bar Harbor

    Bar Harbor

    For outdoor enthusiasts and families seeking adventure, Bar Harbor offers a stunning blend of natural beauty and recreational activities. With easy access to hiking trails and water sports, visitors can explore the breathtaking landscapes of Cadillac Mountain and the national parks nearby. The charming Village Green and the historic West Street District add to the area's allure. Located about 36 miles by car from Winter Harbor, Bar Harbor is an ideal choice for a memorable vacation experience.

    See properties

    View properties in map for South Gouldsboro

    South Gouldsboro

    Plan your stay in South Gouldsboro, a charming village perfect for adventure seekers and families eager to explore the great outdoors. With attractions like the picturesque Schoodic Peninsula and the scenic hiking trails nearby, visitors can immerse themselves in nature's beauty. Located about 3 miles by car from Winter Harbor, South Gouldsboro offers easy access to local highlights such as the Village Green and the historic West Street District. It’s a smart choice for a memorable getaway.

    See properties

    A sunset over a calm lake with trees reflecting the colors of the sky.

    View properties in map for Birch Harbor

    Birch Harbor

    If you are an adventure seeker or a nature enthusiast, look no further than Birch Harbor, which features stunning landscapes and outdoor activities. Just a short drive from Winter Harbor, Birch Harbor offers access to the beautiful Schoodic Peninsula and Schoodic Point, perfect for hiking and exploring. The Village Green provides a lovely space for relaxation after a day of adventure. Choosing Birch Harbor as your stay ensures a seamless experience in Maine's natural beauty.

    See properties

    A lighthouse with a red light at the top, white brick walls, and a clear sky.

    A rocky shoreline with boats docked in a harbor, surrounded by houses and trees.

    A rocky shoreline with a white house and lighthouse.

    A white lighthouse with a black top, situated on a rocky shoreline by the sea.

    A lighthouse and a house by a calm body of water.

    Photo by Rick Tuers

    View properties in map for Prospect Harbor

    Prospect Harbor

    Prospect Harbor stands out as a prime spot for adventure seekers and families interested in immersing themselves in nature. This charming area offers access to the stunning Schoodic Peninsula and Schoodic Point, perfect for outdoor activities like hiking and water sports. With its picturesque scenery and recreational areas, Prospect Harbor provides an ideal retreat for those looking to unwind amidst natural beauty. Located about 3 miles by car from Winter Harbor, it’s a fantastic choice for your next vacation.

    See properties

    A lighthouse and a house by a calm body of water.

    Photo by Rick Tuers

    A dense forest with tall trees and a view of the ocean in the background.

    A rocky shoreline with boats docked in a harbor, surrounded by houses and trees.

    A forest with tall trees and a view of the ocean.

    A lighthouse on a rocky shoreline with calm blue waters.

    View properties in map for Gouldsboro

    Gouldsboro

    Travelers visiting the area often choose Gouldsboro, especially families and nature enthusiasts seeking close proximity to breathtaking outdoor experiences. With its stunning landscapes, Gouldsboro offers access to the scenic Rogers Point Beach, the picturesque Schoodic Peninsula, and the serene Corea Heath, Maine Coast Islands National Wildlife Refuge. Just about a 6-mile drive from Winter Harbor, Gouldsboro makes it easy to explore these natural wonders. It's a smart choice for your vacation stay, ensuring unforgettable adventures in Maine's beautiful outdoors.

    See properties

    Discover the most popular places to visit in Winter Harbor

    Schoodic Peninsula

    Rating: 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

    Schoodic Point

    Rating: 9.6/10 (15 reviews)

    Waves crash dramatically against the rugged granite coastline of this secluded section of Acadia National Park. Experience the mesmerizing Atlantic panorama while listening to nature's powerful symphony.

    See properties

    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.

    See properties

    Winter Harbor Hotel Deals

    Bluff House Inn

    A wooden cabin with large windows overlooking a lake, furnished with a sofa, dining table, and chairs.
    • Address: Bluff House Road, Gouldsboro, ME, 04607, US
    • Location: 3.9 mi from Winter Harbor
    • Star rating: 3/5
    • Guest rating: 9.2/10 (Wonderful, 524 reviews)
    • Price: $164 nightly, $178 total, Nov 17 - Nov 18, Total with taxes and fees
    • Review: We were the only guest at the main inn, very peaceful and quiet. Our room was very nice and accommodating for three people. Accidentally left my glasses and they reached out to ship it out to me!

    Atlantic Oceanside Hotel & Conference Center

    An indoor dining area with tables and chairs, large windows offering a view of the sea and mountains.
    • Address: 119 Eden St, Bar Harbor, ME, 04609, US
    • Location: 6.9 mi from Winter Harbor
    • Star rating: 3/5
    • Guest rating: 9.6/10 (Exceptional, 1005 reviews)
    • Price: $119 nightly, $130 total, Nov 14 - Nov 15, Total with taxes and fees

    The Inn on Mount Desert

    A two-story hotel with a covered entrance and a sign indicating it is the Mount Desert Inn.
    • Address: 68 Mount Desert Street, Bar Harbor, ME, 04609, US
    • Location: 6.3 mi from Winter Harbor
    • Star rating: 3/5
    • Guest rating: 9.6/10 (Exceptional, 1001 reviews)
    • Price: $90 nightly, $99 total, Dec 1 - Dec 2, Total with taxes and fees

    Elsa's Inn on the Harbor

    A light blue house with a porch, two windows, and a front door.
    • Address: 179 Main St, Prospect Harbor, ME, 04669, US
    • Location: 3 mi from Winter Harbor
    • Star rating: 2/5
    • Guest rating: 9.4/10 (Exceptional, 275 reviews)
    • Price: $225 nightly, $245 total, Nov 22 - Nov 23, Total with taxes and fees
    • Review: It was a beautiful, well kept up home run by a wonderful family! So fun to visit with other people staying there! And the breakfast was excellent!

    The Pathmaker Hotel

    A hotel entrance with glass doors, Christmas wreaths, and a Christmas tree.
    • Address: 77 Cottage St, Bar Harbor, ME, 04609, US
    • Location: 6.3 mi from Winter Harbor
    • Star rating: 2/5
    • Guest rating: 9.8/10 (Exceptional, 766 reviews)
    • Price: $114 nightly, $124 total, Nov 15 - Nov 16, Total with taxes and fees
    • Review: The Pathmaker Inn was amazing! Friendly staff, clean rooms, the coziest bed, and so convenient to walk just about anywhere around downtown. The on site restaurant, The Ovens, was such a vibe with the dark tones, warm woods, and the best dining chairs that were so comfortable. The continental breakfast was like nothing I've seen before with wait staff and meals that were classy and delicious. Happy Hour was perfect and the cocktail selection...AMAZING! 10/10 experience!

    Bar Harbor Grand Hotel

    A vintage car parked in front of a hotel with a sign that reads 'Bar Harbor Grand Hotel.'
    • Address: 269 Main Street, Bar Harbor, ME, 04609, US
    • Location: 6 mi from Winter Harbor
    • Star rating: 2.5/5
    • Guest rating: 9.8/10 (Exceptional, 1000 reviews)
    • Price: $245 nightly, $267 total, Nov 14 - Nov 15, Total with taxes and fees

    Bar Harbor Inn

    A waterfront restaurant with outdoor seating and a view of the sea.
    • Address: 1 Newport Drive, Bar Harbor, ME, 04605, US
    • Location: 5.9 mi from Winter Harbor
    • Star rating: 3/5
    • Guest rating: 9.4/10 (Exceptional, 593 reviews)
    • Price: $259 nightly, $282 total, Nov 14 - Nov 15, Total with taxes and fees
    • Review: The grounds are spectacular! Treat yourself to a waterfront view...you will never want to leave your room!

    Bar Harbor Manor

    A two-story building with a sign indicating it is a hotel.
    • Address: 47 Holland Ave, Bar Harbor, ME, 04609, US
    • Location: 6.4 mi from Winter Harbor
    • Star rating: 3.5/5
    • Guest rating: 9.6/10 (Exceptional, 1000 reviews)
    • Price: $95 nightly, $104 total, Nov 15 - Nov 16, Total with taxes and fees
    • Review: Staff was kind and helpful. Room was clean.

    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.

    See all properties in Winter Harbor

    Frequently Asked Questions

    What are the top things to do in Winter Harbor?

    Winter Harbor is an outdoor and nature destination, offering a range of activities for a memorable Winter Harbor vacation:


    Browse and book things to do in Winter Harbor on Expedia.

    How can I save money on a Winter Harbor vacation package?

    When you bundle, you can save up to 30%*. To save money on a Winter Harbor package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

    Do you need to rent a car in Winter Harbor, or is public transport enough?

    A rental car offers the most flexibility for exploring Winter Harbor and its surrounding natural attractions, though local transport options are available for your Winter Harbor vacation package. The area is popular for exploring by car, hiking, bicycling, and kayaking. During June through August, a free local bus service, the Island Explorer, operates a loop from Winter Harbor village to various points including the marina, Frazer Point, and Schoodic Point. This service also connects with a passenger ferry to Bar Harbor. For those planning Winter Harbor vacation packages with flights, a car allows easy access to the wider region, especially for a Winter Harbor beach vacation package if you plan to visit different coastal spots.

    Can I change or cancel my Winter Harbor vacation package if my plans change?

    Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

    Do One Key members get extra savings when booking Winter Harbor vacation packages?

    Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

    Does Expedia offer Book Now, Pay Later Winter Harbor vacation packages?

    Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Winter Harbor vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

    How do I find last-minute vacation packages to Winter Harbor?

    To find last-minute vacation packages to Winter Harbor, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

    How does free cancellation work on Winter Harbor vacation packages?

    Free cancellation on a Winter Harbor vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

    Is it cheaper to book a Winter Harbor vacation as a package or separately?

    Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Winter Harbor getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

    Why should I book my Winter Harbor vacation package with Expedia?

    Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

    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.