Search Deals on
Winter Harbor Vacation Packages

Build your package with 2 more options

Winter Harbor Flight + Hotel Packages

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

Lighthouse Cabins Maine

3 out of 5
Price was $1,116, price is now $1,000 per person
$1,000
per person
Sep 14 - Sep 17
found 9 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Bar Harbor (BHB)
Stay at this cabin in Bass Harbor. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Ship Harbor Nature Trailhead and Bass Harbor Head Lighthouse are located nearby.
More than what anyone could ask for the price!

Reviewed on Jul 20, 2026

Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park

3 out of 5
Save 100% on your flight
Price was $2,139, price is now $1,701 per person
$1,701
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Bar Harbor (BHB)
Stay at this apartment in Bernard. Enjoy free WiFi, free parking, and air conditioning. Popular attractions Seal Cove Pond and Wendell Gilley Museum are located nearby.
The location of this home is very misleading. Although if you search the exact location, you will find it’s in/near the forest but looking at the pics posted you would think it was near the beach and it is not. I could overlook that if the home was stocked with everything needed and beds were comfortable but that was not the case. We were given 5 bath towels for 4 people for 4days, 1 dish cloth, 1 hand towel and 1 dirty sponge with no washer or dryer and no dishwasher. Extra towels were dropped off once we called the owner but we didn’t ask for toilet paper and ran out of that as well. It just seemed like the bare minimum was done to make us comfortable. If you stay here just know you need to bring your own supplies unless you want to spend your vacation on the phone with the owners.

Reviewed on Jul 21, 2026

Dog-friendly Oceanfront Home With Private Shorefront, two Fireplaces, & Firepit

Dog-friendly Oceanfront Home With Private Shorefront, two Fireplaces, & Firepit

2 out of 5
Price was $2,037, price is now $1,853 per person
$1,853
per person
Oct 7 - Oct 11
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bar Harbor (BHB)
Stay at this vacation home in Steuben. Enjoy free parking. Popular attractions Rogers Point Beach and Chapter Two Art Gallery are located nearby.

Woodland Home Near Long Pond w/ Spacious Living Area, Full Kitchen & Deck

Woodland Home Near Long Pond w/ Spacious Living Area, Full Kitchen & Deck

2 out of 5
Price was $1,721, price is now $1,573 per person
$1,573
per person
Oct 7 - Oct 11
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bar Harbor (BHB)
Stay at this cabin in Mount Desert. Enjoy a marina and laundry facilities. Popular attractions Acadia National Park and Acadia Repertory Theater are located nearby.

Lovely Downtown Northeast Harbor Suite Near the Water and Near Acadia

Lovely Downtown Northeast Harbor Suite Near the Water and Near Acadia

2 out of 5
Price was $1,377, price is now $1,268 per person
$1,268
per person
Oct 7 - Oct 11
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bar Harbor (BHB)
Stay at this vacation home in Northeast Harbor. Enjoy parking (surcharge) and laundry facilities. Popular attractions Acadia National Park and Cadillac Mountain are located nearby.

Cozy Studio With Lofted Sleeping Space and Great Water View

Cozy Studio With Lofted Sleeping Space and Great Water View

2 out of 5
Price was $1,430, price is now $1,321 per person
$1,321
per person
Oct 7 - Oct 11
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bar Harbor (BHB)
Book a stay at this golf apartment in Surry. Enjoy free parking and laundry facilities. Popular attractions Blue Hill Mountain Trailhead and Blue Hill Co-op Community Market are located nearby.

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

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

2 out of 5
Price was $1,981, price is now $1,830 per person
$1,830
per person
Oct 14 - Oct 18
found 5 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.

Bluff House Inn

Bluff House Inn

3 out of 5
Price was $1,488, price is now $1,379 per person
$1,379
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) 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.
Such a cute little cabin, I did NOT want to leave. Will definitely be returning!

Reviewed on Jul 22, 2026

Winter Harbor Vacation Packages 3-4 Night Stays

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

Lighthouse Cabins Maine

3 out of 5
Price was $1,116, price is now $1,000 per person
$1,000
per person
Sep 14 - Sep 17
found 9 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Bar Harbor (BHB)
Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park

3 out of 5
Price was $2,002, price is now $1,624 per person
$1,624
per person
Oct 7 - Oct 11
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bar Harbor (BHB)
Dog-friendly Oceanfront Home With Private Shorefront, two Fireplaces, & Firepit

Dog-friendly Oceanfront Home With Private Shorefront, two Fireplaces, & Firepit

2 out of 5
Price was $2,037, price is now $1,853 per person
$1,853
per person
Oct 7 - Oct 11
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bar Harbor (BHB)
Bluff House Inn

Bluff House Inn

3 out of 5
Price was $1,163, price is now $1,061 per person
$1,061
per person
Sep 17 - Sep 21
found 6 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Bar Harbor (BHB)

Winter Harbor Vacation Packages 5-7 Night Stays

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

Bluff House Inn

3 out of 5
Price was $1,488, price is now $1,379 per person
$1,379
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Bar Harbor (BHB)
Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park

3 out of 5
Save 100% on your flight
Price was $2,139, price is now $1,701 per person
$1,701
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Bar Harbor (BHB)
Waterfront Home With Deck, Patio, Grill, Firepit, Ping-pong, & Wifi

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

2.5 out of 5
Somesville
Save 100% on your flight
Price was $4,276, price is now $3,969 per person
$3,969
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Bar Harbor (BHB)
Charming Coastal House With Cozy Living Spaces and Outdoor Firepit

Charming Coastal House With Cozy Living Spaces and Outdoor Firepit

2 out of 5
Price was $3,066, price is now $2,853 per person
$2,853
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Bar Harbor (BHB)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Cape Air
Mon, Oct 26 - Thu, Nov 12
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$290 Roundtrip, found 5 days ago
$290
Roundtrip
found 5 days ago
Select Cape Air flight, departing Mon, Oct 26 from Logan Intl. to Hancock County - Bar Harbor, returning Thu, Nov 12, priced at $290 found 5 days ago
Cape Air
Mon, Sep 7 - Thu, Sep 10
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$368 Roundtrip, found 4 days ago
$368
Roundtrip
found 4 days ago
Select Cape Air flight, departing Mon, Sep 7 from Logan Intl. to Hancock County - Bar Harbor, returning Thu, Sep 10, priced at $368 found 4 days ago
Delta
Tue, Sep 8 - Tue, Sep 15
CLT
Charlotte-Douglas Intl.
BHB
Hancock County - Bar Harbor
$743 Roundtrip, found 4 days ago
$743
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Sep 8 from Charlotte-Douglas Intl. to Hancock County - Bar Harbor, returning Tue, Sep 15, priced at $743 found 4 days ago
Delta
Wed, Oct 7 - Wed, Oct 14
IND
Indianapolis Intl.
BHB
Hancock County - Bar Harbor
$800 Roundtrip, found 4 days ago
$800
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Oct 7 from Indianapolis Intl. to Hancock County - Bar Harbor, returning Wed, Oct 14, priced at $800 found 4 days ago