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A rocky canyon with a river flowing through it, surrounded by dense forest.

Winter Harbor
Maine
United States of America
North America
Hotwire.com

Winter Harbor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Elsa's Inn on the Harbor

2 out of 5

Price was $941, price is now $739 per person

$739

per person

Oct 24 - Oct 28

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Bar Harbor (BHB)

Stay at this B&B in Prospect Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chapter Two Art Gallery and Corea Heath - Maine Coast Islands National Wildlife Refuge - North are located nearby.

Great stay! Super friendly!

Reviewed on Sep 13, 2026

Bluff House Inn

3 out of 5

Price was $861, price is now $751 per person

$751

per person

Oct 24 - Oct 28

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Bar Harbor (BHB)

Book a stay at this beach guesthouse in Gouldsboro. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Bar Harbor Whale Watch Co and Grindstone Neck Golf Course are located nearby.

No one there to help with bags. If you are older and have a room on the second floor you are in your own. Grab and go breakfast was just ok. Linens are old and worn - Very off putting for me Shower products are cheap. Bring your own. The room was clean, view is beautiful , location convenient to Acadia park and the wedding venue I needed to go to. I thought it was way overpriced for what I got. I would rather stay further in and pay less for a regular hotel

Reviewed on Sep 11, 2026

Acadia Oceanside Meadows Inn

3.5 out of 5

Price was $1,282, price is now $1,134 per person

$1,134

per person

Oct 18 - Oct 24

found 17 hours ago

Roundtrip flight included

Charlotte (CLT) to Bar Harbor (BHB)

Book a stay at this beach B&B in Prospect Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chapter Two Art Gallery and Corea Heath - Maine Coast Islands National Wildlife Refuge - North are located nearby.

Every thing about this hotel was fabulous.

Reviewed on Sep 13, 2026

Lady Slipper Cottage: Charming Lakefront Retreat With Canoes, Kayaks, and Modern Comforts

2 out of 5

Price was $2,874, price is now $2,588 per person

$2,588

per person

Oct 18 - Oct 24

found 17 hours ago

Roundtrip flight included

Charlotte (CLT) to Bar Harbor (BHB)

Stay at this vacation home in Mount Desert. Enjoy free parking. Popular attractions Acadia National Park and Acadia Repertory Theater are located nearby.

Aril Cottage-waterfront Escape With Ocean Views

2 out of 5

Price was $2,335, price is now $2,113 per person

$2,113

per person

Oct 18 - Oct 24

found 17 hours ago

Roundtrip flight included

Charlotte (CLT) to Bar Harbor (BHB)

Stay at this vacation home in Prospect Harbor. Enjoy free parking. Popular attractions Chapter Two Art Gallery and Corea Heath - Maine Coast Islands National Wildlife Refuge - North are located nearby.

Waterfront Home With Deck, Patio, Grill, Firepit, Ping-pong, & Wifi

2.5 out of 5

Price was $2,608, price is now $2,364 per person

$2,364

per person

Oct 19 - Oct 24

found 5 hours ago

Roundtrip flight included

Charlotte (CLT) to Bar Harbor (BHB)

Stay at this vacation home in Mount Desert. Enjoy free parking and laundry facilities. Popular attractions Acadia National Park and Acadia National Park's Visitors Center are located nearby.

Renovated 19th-century Farmhouse w/ 270 Feet of Waterfront & Sunset Views

2 out of 5

Price was $2,067, price is now $1,899 per person

$1,899

per person

Oct 19 - Oct 25

found 17 hours ago

Roundtrip flight included

Charlotte (CLT) to Bar Harbor (BHB)

Stay at this vacation home in Penobscot. Enjoy free parking and laundry facilities. Popular attractions Toddy Pond and Fort Point State Park are located nearby.

Dog-friendly, Bayfront Home W/rocky Beach, Full Kitchen, Washer/dryer & Firepit

2 out of 5

Price was $2,341, price is now $2,211 per person

$2,211

per person

Oct 24 - Oct 28

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Bar Harbor (BHB)

Stay at this vacation home in Gouldsboro. Enjoy free parking. Popular attractions Bartlett Maine Estate Winery and Rogers Point Beach are located nearby.