Bailey Island Hotels from S$122

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Tonight
21 Jun - 22 Jun
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22 Jun - 23 Jun
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27 Jun - 29 Jun
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4 Jul - 6 Jul

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Top 10 trending Bailey Island hotels

Chebeague Island Inn
Dock

Chebeague Island Inn

4.0 star property
8.8 out of 10, Excellent, (71)
"It was lovely and relaxing. "
The price is S$508
includes taxes & fees
22 Jun - 23 Jun
Chebeague Island Inn
Sebasco Harbor Resort & Golf Club
Seasonal outdoor pool, pool umbrellas

Sebasco Harbor Resort & Golf Club

3.5 star property
8.4 out of 10, Very good, (323)
"This was a wonderful spot for a family vacation. "
The price is S$318
includes taxes & fees
22 Jun - 23 Jun
Sebasco Harbor Resort & Golf Club
Casco Bay Inn
1 bedroom, free WiFi, bed sheets, alarm clocks

Casco Bay Inn

2.0 star property
8.4 out of 10, Very good, (1004)
"Quiet area and clean rooms. Would stay here again."
Casco Bay Inn
Best Western Freeport Inn
1 bedroom, blackout curtains, iron/ironing board, free WiFi

Best Western Freeport Inn

3.0 star property
7.8 out of 10, Good, (1003)
"I love the location, staff, and updated rooms."
The price is S$149
includes taxes & fees
25 Jun - 26 Jun
Best Western Freeport Inn
Econo Lodge Freeport - Brunswick Area
Lobby

Econo Lodge Freeport - Brunswick Area

2.0 star property
7.4 out of 10, Good, (1002)
"The people were so nice. Breakfast was good and it was clean and comfortable. I was very happy with our stay. "
The price is S$132
includes taxes & fees
22 Jun - 23 Jun
Econo Lodge Freeport - Brunswick Area
Holiday Inn Express Hotel & Suites Freeport by IHG
Exterior

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 star property
8.6 out of 10, Excellent, (1000)
"This hotel is convenient to travel to several restaurants, breweries (Maine Beer company, Mast landing) and attractions (desert of Maine)"
The price is S$202
includes taxes & fees
22 Jun - 23 Jun
Holiday Inn Express Hotel & Suites Freeport by IHG
The Freeport Hotel, Ascend Hotel Collection
Lobby

The Freeport Hotel, Ascend Hotel Collection

2.0 star property
8.0 out of 10, Very good, (1001)
"Easy check in, front desk staff very friendly and helpful."
The price is S$175
includes taxes & fees
24 Jun - 25 Jun
The Freeport Hotel, Ascend Hotel Collection
SpringHill Suites by Marriott Freeport Brunswick
1 bedroom, individually decorated, individually furnished, desk

SpringHill Suites by Marriott Freeport Brunswick

2.0 star property
9.2 out of 10, Wonderful, (106)
"Awesome beds, lovely staff, incredible breakfast options. "
The price is S$196
includes taxes & fees
26 Jun - 27 Jun
SpringHill Suites by Marriott Freeport Brunswick
Hampton Inn Freeport/Brunswick
Reception

Hampton Inn Freeport/Brunswick

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Nice place to stay when visiting Freeport. "
The price is S$194
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn Freeport/Brunswick
Hilton Garden Inn Freeport Downtown
Meeting facility

Hilton Garden Inn Freeport Downtown

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great stay...convenient and lots of options. "
The price is S$202
includes taxes & fees
1 Jul - 2 Jul
Hilton Garden Inn Freeport Downtown
The James Place Inn B&B
Outdoor dining

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (171)
"The food was great and the owners lovely."
The price is S$426
includes taxes & fees
22 Jun - 23 Jun
The James Place Inn B&B
The Harraseeket Inn & Event House
Front of property

The Harraseeket Inn & Event House

3.5 star property
9.4 out of 10, Exceptional, (701)
"Great place to stay, walking distance to restaurants and lots of shopping! Would definitely stay here again! "
The price is S$200
includes taxes & fees
22 Jun - 23 Jun
The Harraseeket Inn & Event House
Brewster House Bed & Breakfast
Exterior

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is S$419
includes taxes & fees
14 Jul - 15 Jul
Brewster House Bed & Breakfast
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (426)
"Connie was very welcoming, and offered advice about the area. The Inn was quaint and comfortable, the breakfast delicious! We would definitely stay again!"
The price is S$279
includes taxes & fees
30 Jun - 1 Jul
Candlebay Inn
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (123)
"What a fantastic stay!"
The price is S$290
includes taxes & fees
30 Jun - 1 Jul
The Kendall Inn
Spinneys Guesthouse & Beach Cottages
Restaurant

Spinneys Guesthouse & Beach Cottages

3.0 star property
9.0 out of 10, Wonderful, (31)
"Early in the season with spring cleanup and maintenance going on, most workers were done for the day after our easy check in. Chris and other staff were great. Easy access to the beach."
The price is S$235
includes taxes & fees
26 Jun - 27 Jun
Spinneys Guesthouse & Beach Cottages
The Orchard House & Cafe
Front of property – evening/night

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (144)
"Orchard House was very calm, relaxing, clean, and cozy; however, I would not consider it a typical bed and breakfast in a sense that there isn’t a home-cooked breakfast in the morning. They do provide granola and boiled eggs and a very small table with four seat seats, but it’s clear that most people including us go out to eat breakfast which isn’t necessarily a bad thing as there is plenty to do in the area just not what I’m typically used to. "
The price is S$308
includes taxes & fees
23 Jun - 24 Jun
The Orchard House & Cafe
Inn at Diamond Cove
Outdoor pool, pool loungers

Inn at Diamond Cove

3.5 star property
8.8 out of 10, Excellent, (169)
"Great staff service. Very high quality private stay. Amazing room. Also a really lovely historic tour too. "
The price is S$427
includes taxes & fees
25 Jun - 26 Jun
Inn at Diamond Cove
Inn On Peaks Island
Front of property – evening/night

Inn On Peaks Island

3.0 star property
9.0 out of 10, Wonderful, (94)
"We had a wonderful stay and hope to be back!"
The price is S$512
includes taxes & fees
22 Jun - 23 Jun
Inn On Peaks Island
Best Western Plus Brunswick Bath
Beach

Best Western Plus Brunswick Bath

2.5 star property
8.2 out of 10, Very good, (1003)
"My second time staying here, great location, VERY clean, VERY quiet. Staff was so helpful and friendly as well. "
The price is S$196
includes taxes & fees
1 Jul - 2 Jul
Best Western Plus Brunswick Bath
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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Learn more about Bailey Island

Bailey Island awaits: its island views, monuments and more!

See all hotels in Bailey Island
Bailey Island featuring a house and rocky coastline

Frequently asked questions

What's the best place to stay in Bailey Island?

Based on our traveller data, BAILEY ISLAND MOTEL is one of the top choices for your stay. This hotel offers free parking and a seasonal outdoor pool. Other good choices for your visit to the area are La Quinta Inn & Suites by Wyndham Portland and The Westin Portland Harborview. See all available top hotels, or vacation rentals in Bailey Island.

If I need to cancel my hotel reservation in Bailey Island, will I receive a refund?

Yes! Most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Bailey Island.

What's the best hotel to stay near the beach in Bailey Island?

BAILEY ISLAND MOTEL is a top hotel with a seasonal outdoor pool and free WiFi, and it's located close to the beach . See more stays near the beach in Bailey Island.

What are some accommodation options with pools in Bailey Island?

BAILEY ISLAND MOTEL: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. La Quinta Inn & Suites by Wyndham Portland and Days Inn by Wyndham Airport/Maine Mall are a couple of other choices that feature an on-site pool. View all hotels with pools in Bailey Island.

What is staying in Bailey Island like?

Visitors can enjoy all that Bailey Island has to offer, including the shopping, seafood restaurants and local tours. Tourists can also enjoy so much more including its monuments. In Bailey Island, there are 67 hotels and other accommodation options to choose from. Find out more about Bailey Island.

What should I do while I'm visiting Bailey Island?

Landmarks like Bailey Island Bridge and Cobwork Bridge might be worth a visit. A couple of additional sights to add to your itinerary are Land's End Gift Shop and Ragged Island. Take a look at what more there is to see and do in Expedia's Bailey Island guide.

What's the weather like in Bailey Island?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Bailey Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.