Winter Harbor Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Simmie Reagor
  • Plan, book, travel with confidence

  • Better together

    Save up to Rp173.195 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

Things to do in and around Winter Harbor

Winter Harbor, Maine, is a perfect destination for scenic outdoor adventures. Visitors can enjoy a range of activities, including hiking trails and recreational areas. For a memorable experience, consider visiting an arcade game room, embarking on a whale-watching tour in Bar Harbor, or taking a day trip to explore the stunning coastal surroundings. Epic camping opportunities also await those looking to immerse themselves in nature's beauty.

Shopping

Sullivan Harbor Farm, a public market 14.5km away, offers a charming local vibe for unique gifts. If you're up for a drive, visit the Naturalist's Notebook, located 16.1km from Winter Harbor, or the L.L. Bean Shopping Outlet, which is 114.5km away for a broader selection.

Recreation

Experience the Grindstone Neck Golf Course, where you can enjoy a round of golf amidst scenic views and outdoor vibes. For family fun, head to Pirate's Cove Adventure Golf, offering an adventurous mini-golf experience. Finally, unwind at Sieur de Mont Nature Center, perfect for relaxation and wellness.

Adventure

Embark on an exhilarating whale-watching adventure at Bar Harbor, located 9.7km from Winter Harbor, where you can witness majestic marine life. Alternatively, explore the scenic Shore Path and Bar Island Trails, both 9.7km away, offering breathtaking views and a chance to immerse yourself in nature's beauty.

Nightlife

In Winter Harbor, the Criterion Theater, just 9.7km away, offers a charming atmosphere with a blend of romance and culture. Similarly, the Acadia Repertory Theater, located 20.9km from Winter Harbor, presents captivating performances, making both venues perfect for an enchanting evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Winter Harbor

Winter Harbor is an idyllic destination for those seeking scenic beauty, outdoor adventures, and a taste of local culture. Visitors can explore various points of interest, including urban parks, charming town neighbourhoods, and natural features that showcase the region's stunning landscapes. With attractions that cater to families and outdoor enthusiasts alike, Winter Harbor promises a delightful and enriching experience for all travellers.

  • Village Green: Located 9.7km from Winter Harbor, this urban park offers a delightful outdoor experience. It's perfect for families, with lush greenery and vibrant city vibes, making it an ideal spot for picnics or leisurely strolls.
  • Schoodic Peninsula: Nestled within Winter Harbor, this stunning cape features breathtaking scenery and picturesque beaches. Enjoy the natural beauty and tranquillity as you explore the coastal trails and bask in the serene beach vibes.
  • West Street Historic District: Situated 9.7km from Winter Harbor, this charming neighbourhood boasts rich history and character. Wander through its streets and soak in the city vibes, with lovely architecture and quaint shops to discover.

Best time to go to Winter Harbor

The best time to visit Winter Harbor is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.3°F (-4.3°C)Light RainMostly CloudyModerately LowModerately Low
February25.2°F (-3.8°C)Light RainMostly CloudyAverageModerately Low
March31.6°F (-0.2°C)Light RainMostly CloudyAverageAverage
April41.9°F (5.5°C)Light RainMostly CloudyAverageAverage
May51.8°F (11.0°C)Light RainMostly SunnyAverageAverage
June59.4°F (15.2°C)Light RainMostly SunnyModerately HighAverage
July66.4°F (19.1°C)Light RainMostly SunnyModerately HighModerately High
August66.2°F (19.0°C)Light RainMostly SunnyModerately HighModerately High
September60.1°F (15.6°C)Light RainMostly SunnyAverageModerately High
October50.7°F (10.4°C)Light RainMostly SunnyAverageAverage
November39.7°F (4.3°C)Light RainMostly SunnyModerately LowAverage
December31.3°F (-0.4°C)Light RainMostly CloudyModerately LowModerately Low

Booking tips and Expedia advantages for Winter Harbor

To save money on your trip to Winter Harbor, consider visiting between December and February when hotel prices are at their lowest. Booking about a month in advance can secure better rates, or explore last-minute deals on Expedia for spontaneous stays. Tuesdays are typically the least expensive nights to book, while Thursdays are the most costly. Utilise Expedia's search tools to filter by budget and hotel type, and consider bundling your flights and activities with hotel reservations for additional savings.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing in Winter Harbor is moderately seasonal. The cheapest months to stay in Winter Harbor are December to February, where the prices are moderately lower. This is in comparison to July to September, where prices are moderately higher.
  • The best time to book a hotel: The cheapest time to book a hotel in Winter Harbor is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winter Harbor is Tuesday. The most expensive day to stay in Winter Harbor is Thursday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to set your budget, choose your desired location, and more. You can arrange your results by price, displaying the most affordable hotels at the top of the list. Additionally, you have the option to refine your choices by hotel type; for instance, selecting the “Eco-certified” filter will showcase sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can maximise your savings by combining your Winter Harbour hotel reservation with your flights and activities through an Expedia package.

Top hotels in Winter Harbor

Seasider Motel

Seasider Motel

2.5 out of 5
40 Kebo Street, Bar Harbor, ME
8.6/10 Excellent! (847 reviews)
Great staff

Reviewed on 29 Oct 2025

Seasider Motel
Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

3 out of 5
123 Eden St, Bar Harbor, ME
8.4/10 Very Good! (1,058 reviews)
very clean renovated hotel . Beds really comfortable

Reviewed on 30 Oct 2025

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG
Bar Harbor Manor

Bar Harbor Manor

3.5 out of 5
47 Holland Ave, Bar Harbor, ME
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,010 reviews)
Very cute hotel, right next to downtown area so we were able to walk to town each day. Parking lot available right there as well. Only 7 mins from Acadia! So convenient. Nice spacious room as well! We had a private door with a little balcony as well.

Reviewed on 27 Oct 2025

Bar Harbor Manor
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.