Best Resorts in Bailey Island

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Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
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Dec 5 - Dec 7
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Jan 2 - Jan 4

Resorts in Bailey Island

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Recommended hotels in Bailey Island

Beach
Sunset Hideaway on Bailey Island
Sunset Hideaway on Bailey Island
8.0 out of 10, Very Good, (4)
"Hubby and I enjoyed our stay. It was nice watching the lobster boats go in and out of the bay every day. I actually did see a dolphin on our second day there but none after that. Getting in and out of the drivers side of our vehicle was a bit rough; as we used our new pick up truck to take on vacation, and there isn't a lot of room between the yard and the railroad tie wall. I'd return though. "
United States
Shirley S.
$235 nightly
The price is $237
Nov 21 - Nov 22
Total with taxes and fees
Sunset Hideaway on Bailey Island
Beach
Orchid Harbor, Bailey Island 3BR
Orchid Harbor, Bailey Island 3BR
9.8 out of 10, Exceptional, (7)
"We enjoyed our weekend tremendously, especially being right on the beach, with miles of private access to the rocky shores to search for treasures and sea glass! Thank you so much!"
United States
Jason M.
$411 nightly
The price is $415
Nov 24 - Nov 25
Total with taxes and fees
Orchid Harbor, Bailey Island 3BR
Restaurant
Germaine Inn South Portland
Germaine Inn South Portland
2.0 star property
7.6 out of 10, Good, (379)
"Close to airport! "
United States
Mia
$77 nightly
The price is $83
Dec 3 - Dec 4
Total with taxes and fees
Germaine Inn South Portland
Exterior
Embassy Suites by Hilton Portland Maine
Embassy Suites by Hilton Portland Maine
3.5 star property
9.4 out of 10, Exceptional, (1119)
"The staff was amazing love this property "
United States
Terry L.
$96 nightly
The price is $106
Nov 16 - Nov 17
Total with taxes and fees
Embassy Suites by Hilton Portland Maine
Reception
Tru by Hilton Portland Airport Area
Tru by Hilton Portland Airport Area
2.5 star property
8.8 out of 10, Excellent, (1590)
"Third stay here and as always, its just perfect "
United States
Marilyn
$81 nightly
The price is $88
Nov 16 - Nov 17
Total with taxes and fees
Tru by Hilton Portland Airport Area
Exterior
Comfort Inn Brunswick
Comfort Inn Brunswick
2.5 star property
9.0 out of 10, Wonderful, (1010)
"I would definitely stay here again."
United States
Sarah
$89 nightly
The price is $97
Dec 1 - Dec 2
Total with taxes and fees
Comfort Inn Brunswick
Aerial view
Hilton Garden Inn Portland Downtown Waterfront
Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
9.2 out of 10, Wonderful, (1027)
"Great location, easy valley parking, clean rooms, friendly staff"
United States
Jennifer
$99 nightly
The price is $109
Nov 17 - Nov 18
Total with taxes and fees
Hilton Garden Inn Portland Downtown Waterfront
Lounge
Hyatt Place Portland Downtown - Old Port Square
Hyatt Place Portland Downtown - Old Port Square
3.0 star property
9.0 out of 10, Wonderful, (1248)
"Great hotel in great location."
United States
Christina
$110 nightly
The price is $122
Nov 24 - Nov 25
Total with taxes and fees
Hyatt Place Portland Downtown - Old Port Square
Two Queen Marina Front | Exterior
Tugboat Inn
Tugboat Inn
3.0 star property
9.0 out of 10, Wonderful, (1004)
"Beautiful location and town!"
United States
Alice
$150 nightly
The price is $163
Nov 17 - Nov 18
Total with taxes and fees
Tugboat Inn
Indoor pool
DoubleTree by Hilton Hotel Portland
DoubleTree by Hilton Hotel Portland
4.0 star property
8.0 out of 10, Very Good, (1298)
"Reasonable price "
United States
Beata
$81 nightly
The price is $88
Nov 10 - Nov 11
Total with taxes and fees
DoubleTree by Hilton Hotel Portland
Garden
The Harraseeket Inn & Event House Freeport Downtown
The Harraseeket Inn & Event House Freeport Downtown
3.5 star property
9.4 out of 10, Exceptional, (846)
"We had a very nice stay. The service and staff were outstanding. The property is in a great location to the downtown area"
United States
Emily
$119 nightly
The price is $130
Nov 5 - Nov 6
Total with taxes and fees
The Harraseeket Inn & Event House Freeport Downtown
Porch
The Brunswick Hotel
The Brunswick Hotel
3.0 star property
9.2 out of 10, Wonderful, (865)
"Great stay! "
United States
Vanessa
$118 nightly
The price is $129
Nov 24 - Nov 25
Total with taxes and fees
The Brunswick Hotel
Exterior
Spark by Hilton Portland Airport Maine Mall
Spark by Hilton Portland Airport Maine Mall
2.0 star property
7.8 out of 10, Good, (1350)
"Very comfortable and so close to airport. "
United States
Stephanie
$65 nightly
The price is $71
Nov 17 - Nov 18
Total with taxes and fees
Spark by Hilton Portland Airport Maine Mall
Exterior
Fairfield Inn & Suites by Marriott Brunswick Freeport
Fairfield Inn & Suites by Marriott Brunswick Freeport
2.5 star property
8.8 out of 10, Excellent, (419)
"Very comfortable beds and wonderful bedding. Rooms are a bit small. "
United States
Kim
$110 nightly
The price is $120
Nov 9 - Nov 10
Total with taxes and fees
Fairfield Inn & Suites by Marriott Brunswick Freeport
Desk, laptop workspace, blackout drapes, iron/ironing board
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
3.5 star property
8.4 out of 10, Very Good, (2819)
"A nice weekend stay"
United States
Ben
$80 nightly
The price is $87
Nov 10 - Nov 11
Total with taxes and fees
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Lobby
Comfort Inn South Portland Airport
Comfort Inn South Portland Airport
2.5 star property
8.4 out of 10, Very Good, (1795)
"Great place to stay. Friendly staff and clean rooms"
Canada
Michelle
$80 nightly
The price is $87
Nov 10 - Nov 11
Total with taxes and fees
Comfort Inn South Portland Airport
Honeymoon Suite, 1 King Bed | Premium bedding, desk, blackout drapes, iron/ironing board
Portland Harbor Hotel
Portland Harbor Hotel
4.0 star property
9.2 out of 10, Wonderful, (1675)
"Clean room, friendly staff, nice accommodations and centrally located to the downtown restaurants! "
United States
Alec
$165 nightly
The price is $183
Nov 30 - Dec 1
Total with taxes and fees
Portland Harbor Hotel
Exterior
Hampton Inn Portland Downtown - Waterfront
Hampton Inn Portland Downtown - Waterfront
2.5 star property
8.8 out of 10, Excellent, (1016)
"Great location near Old Port shopping and dining. Also close to museums and wharfs. Very nice hotel: clean, large rooms and baths."
United States
Cortlandt
$106 nightly
The price is $117
Nov 23 - Nov 24
Total with taxes and fees
Hampton Inn Portland Downtown - Waterfront
Tapas bar
AC Hotel Portland Downtown/Waterfront, ME
AC Hotel Portland Downtown/Waterfront, ME
3.5 star property
9.2 out of 10, Wonderful, (1007)
"We had a wonderful stay. Beautiful hotel very convenient to shopping area and great view of the bay. Staff was helpful rooms were clean and had comfortable beds."
United States
Terri
$107 nightly
The price is $118
Nov 20 - Nov 21
Total with taxes and fees
AC Hotel Portland Downtown/Waterfront, ME
Daily buffet breakfast (USD 10 per person)
Flagship Inn and Suites
Flagship Inn and Suites
2.5 star property
8.2 out of 10, Very Good, (1036)
"Thank you for comfortable bed and delicious breakfast!"
United States
Justin Terry
$142 nightly
The price is $155
Dec 2 - Dec 3
Total with taxes and fees
Flagship Inn and Suites
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.
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Top Bailey Island Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"The room was clean was very clean and provided all extras for our stay and then some. The hotel itself is beautiful and well kept while the staff goes above and beyond as always!"
Evelyn 1-night trip
Posted 10 hours ago
Portland Regency Hotel & Spa

Find out more about Bailey Island

Bailey Island Resorts information

Number of reviews
21,430
Accommodation
1 Resorts
Lowest Price
$71
Highest Price
$415

Frequently asked questions

What can I expect from a resort vacation in Bailey Island?
You deserve some time off, and a resort is the ideal place to treat yourself to the amenities and services you need for a relaxing trip to Bailey Island. One of the comfortable resort hotels in the surrounding area could be just what you're looking for, whether you're hoping for a luxurious suite, shopping possibilities, or nightly entertainment options.
What's the best resort for my stay in Bailey Island?
Here's our top-rated resort near Bailey Island: Bates Island: Casco Bay Glamping Experience - 5.7 mi (9.1 km) from Bailey Island.
What can I do in Bailey Island?
Learn about the local history at monuments like Bailey Island Bridge, or bring the kids to Land's End Gift Shop for some family fun. Additional attractions in the area include Cobwork Bridge and Ragged Island.
What's the seasonal weather like in Bailey Island?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Bailey Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Bailey Island?
Fly into Portland Intl. Jetport Airport (PWM), which is located 17 mi (27.3 km) away from the heart of the city. You can also search for flights into Wiscasset, ME (ISS), which is 21.1 mi (33.9 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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