Winter Harbor Vacations 2026

Top Winter Harbor hotels deals

Stone Park

377 High St Ellsworth ME

CA $249

CA $271 total

Oct 20 - Oct 21

includes taxes & fees

Stay at this aparthotel in Ellsworth. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Seacoast Fun Park and Indian Point Trailhead are located nearby.

Seasider Motel

40 Kebo Street Bar Harbor ME

CA $140

CA $153 total

Oct 27 - Oct 28

includes taxes & fees

Book a stay at this golf hotel in Bar Harbor. Enjoy free WiFi, free parking, and cable TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Acadia National Park and Bar Harbor Whale Watch Co are located nearby.

Pet-friendly

Parking included

Kimball Terrace Inn Northeast Harbor

10 Huntington Road Northeast Harbor ME

CA $279

CA $305 total

Oct 20 - Oct 21

includes taxes & fees

Book a stay at this business-friendly hotel in Northeast Harbor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Acadia National Park and Cadillac Mountain are located nearby.

Island View Hotel Bar Harbor

1224 Bar Harbor Rd Trenton ME

CA $254

CA $277 total

Oct 18 - Oct 19

includes taxes & fees

Stay at this hotel in Trenton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Acadia National Park's Visitors Center and Garland Farm are located nearby.

Wonder View Inn - Bar Harbor Collection

50 Eden St Bar Harbor ME

CA $310

CA $338 total

Oct 25 - Oct 26

includes taxes & fees

Stay at this hotel in Bar Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Acadia National Park and Bar Harbor Whale Watch Co are located nearby.

Bluenose Inn - Bar Harbor Collection

90 Eden St Bar Harbor ME

Free cancellation

Reserve now, pay when you stay

CA $281

CA $306 total

Oct 26 - Oct 27

includes taxes & fees

Book a stay at this business-friendly hotel in Bar Harbor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Acadia National Park and Bar Harbor Whale Watch Co are located nearby.

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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.

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Winter Harbor Vacations

You don't have to be brimming with local knowledge to have a wonderful time in Winter Harbor, but you should have an idea about a few basic details before you take off.

600 miles (966 kilometers) to the southwest of Winter Harbor is Washington, the nation's capital. Notable areas nearby include Ellsworth, 20 miles (32 kilometers) to the northwest.

There are around about 400 locals that reside in this corner of Maine.

Places to visit in Winter Harbor

Whether you decide to dash across it, splash about in it or discover what's below it, few things are as fun as a day by the water. Add some wet and wonderful thrills to your travels at Bar Harbor Whale Watching. Want more options? Agamont Park is a beautiful place to chill out in if you're tired of trudging around town. Find a seat, plonk yourself down and rest your weary bones. But there's more. Rainy afternoons are a brilliant opportunity to bury your head in a book in quiet surrounds. So, if it looks like it's going to bucket down, why not rush over to Jesup Memorial Library and check out the latest fiction?

Where do you fly into for Winter Harbor?

Seats in the upright position, stow your tray tables and get ready to explore Winter Harbor! Once the wheels hit the runway at Bangor International Airport (BGR), the main streets will be just 45 miles (72 kilometers) southeast of here.

Frequently asked questions

How much are vacation packages to Winter Harbor?

You can find a great hotel and flight bundle from just . With a Travelocity vacation package, an escape to Winter Harbor has never looked so enticing! Save your time and money and then start packing those bags.

How long should my Winter Harbor vacation be?

The majority of travelers book their hotel for 4 nights in Winter Harbor. But that doesn't mean you're limited to that. How long you spend here all comes down to what you want to do on your vacation. If you're eager to explore every inch of this fantastic destination, book another night or so (or even an extra week!).

Where can I get the best vacation package deals for Winter Harbor?

You can snap up sensational Winter Harbor package deals with Travelocity. Select from 400 airlines and 1,000,000 properties worldwide and turn your travel dreams into reality.

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

From our 24/7 support to our range of exciting destinations, we are dedicated to fulfilling your vacation dreams. All you have to do is click and book — our Price Match Guarantee will ensure you get the best price.

Can I save on my Winter Harbor car rental if I bundle it with hotels and flights?

You certainly can — bundle your hotel, car and flight into a Winter Harbor vacation package and you'll save plenty. With so much to discover in and around Winter Harbor, that set of wheels will make exploring a joy. Once you've buckled yourself in, turn up the tunes and make tracks to Portland Museum of Art, a renowned attraction about 193 kilometers from Winter Harbor.

Which airport is best for Winter Harbor?

Many fly into Bangor Intl. Airport (BGR), 72 kilometers northwest of downtown Winter Harbor. Others prefer Hancock County - Bar Harbor Airport (BHB) (23 kilometers away from central Winter Harbor) or Knox County Regional Airport (RKD) (88 kilometers away from central Winter Harbor).

What is there to do in Winter Harbor?

You'll sense an undeniable magic as you roam the streets of Winter Harbor. Schoodic Peninsula and Grindstone Neck Golf Course are just two renowned sights that make this city so popular, so put them on your itinerary.

Where should I stay when visiting Winter Harbor?

Many travelers opt to check in to the Woodland Whimsy private 1.4 acre. It's the perfect base for your Winter Harbor getaway.