Deals on vacations and trips to Winter Harbor

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Winter Harbor flight + hotel vacation packages

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Acadia Oceanside Meadows Inn

Acadia Oceanside Meadows Inn

3.5 out of 5
Price was $1,259, price is now $1,194 per person
$1,194
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Bar Harbor (BHB)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free buffet breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.
Bluff House Inn

Bluff House Inn

3 out of 5
Price was $1,378, price is now $1,235 per person
$1,235
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Bar Harbor (BHB)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Pom Cottage - 3BR Waterfront Cottage Near Acadia

Pom Cottage - 3BR Waterfront Cottage Near Acadia

2 out of 5
Price was $2,747, price is now $2,572 per person
$2,572
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Bar Harbor (BHB)
Free WiFi in public areas is available at this vacation home. Take advantage of the free self parking.
Sweet Caroline at Salt Farm - Waterfront King Suite With Ocean Access, Balcony, Wifi, and AC

Sweet Caroline at Salt Farm - Waterfront King Suite With Ocean Access, Balcony, Wifi, and AC

2 out of 5
East Sullivan
Price was $2,368, price is now $2,247 per person
$2,247
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Bar Harbor (BHB)
Free WiFi in public areas is available at this vacation home. Take advantage of the free self parking.
Charming Lakefront House With Outdoor Firepit, Washer/dryer and Wifi

Charming Lakefront House With Outdoor Firepit, Washer/dryer and Wifi

2 out of 5
Price was $1,902, price is now $1,810 per person
$1,810
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Bar Harbor (BHB)
This vacation home features barbecue grills. Take advantage of the free self parking.

Top Winter Harbor hotels deals

Stone Park

Stone Park

4 out of 5
377 High St Ellsworth ME
$246 nightly
The price is $268 total per night
$268 total
Sep 15 - Sep 16
Total with taxes and fees
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, express check-out, and luggage storage are also on offer.
Seasider Motel

Seasider Motel

2.5 out of 5
40 Kebo Street Bar Harbor ME
Free Cancellation
Reserve now, pay when you stay
$379 nightly
The price is $413 total per night
$413 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A computer station is also provided.
Kimball Terrace Inn Northeast Harbor

Kimball Terrace Inn Northeast Harbor

2.5 out of 5
10 Huntington Road Northeast Harbor ME
Free Cancellation
Reserve now, pay when you stay
$255 nightly
The price is $278 total per night
$278 total
Sep 20 - Sep 21
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking is offered and the front desk is staffed around-the-clock.
Comfort Inn Ellsworth - Bar Harbor

Comfort Inn Ellsworth - Bar Harbor

2.5 out of 5
130 High St Ellsworth ME
Free Cancellation
$311 nightly
The price is $339 total per night
$339 total
Sep 20 - Sep 21
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
Anchorage Motel

Anchorage Motel

2.5 out of 5
51 Mount Desert St Bar Harbor ME
Free Cancellation
Reserve now, pay when you stay
$349 nightly
The price is $380 total per night
$380 total
Sep 14 - Sep 15
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. WiFi in public areas is free. A garden and a picnic area are also provided.
Island View Hotel Bar Harbor

Island View Hotel Bar Harbor

2 out of 5
1224 Bar Harbor Rd Trenton ME
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $217 total per night
$217 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
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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.
See properties

Frequently asked questions

How much are vacation packages to Winter Harbor?
You can find a great hotel and flight bundle from just $1,194. 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 120 mi from Winter Harbor.
Which airport is best for Winter Harbor?
Many fly into Bangor Intl. Airport (BGR), 45 mi northwest of downtown Winter Harbor. Others prefer Hancock County - Bar Harbor Airport (BHB) (14 mi away from central Winter Harbor) or Knox County Regional Airport (RKD) (55 mi 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.

Photos of local treasures

Browse Winter Harbor vacation photos for more inspiration

A coastal town with a lighthouse, rocky shoreline, dense forest, and a clear blue sky.
A beach with footprints leading to the water, surrounded by fog and trees.
A coastal landscape with rocky terrain, sparse vegetation, and clear water.
A rocky shoreline with waves crashing against the rocks.
A rocky canyon with a river flowing through it, surrounded by dense forest.