Bailey Island hotels from RM309

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Check prices for these dates

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

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Our top choices for Bailey Island hotels

In-room safe, blackout curtains, iron/ironing board, free WiFi
The Docent's Collection - Boyd Block

The Docent's Collection - Boyd Block

The Docent's Collection - Boyd Block
2.0 star property
Downtown Portland
10.0 out of 10, Exceptional, (3)
"Really nice and clean new hotel!"
United States
Michael
The price is RM805
RM877 total
includes taxes & fees
19 Jan - 20 Jan 2026
The Docent's Collection - Boyd Block
Interior
Fairfield by Marriott Inn & Suites Portland Maine Airport

Fairfield by Marriott Inn & Suites Portland Maine Airport

Fairfield by Marriott Inn & Suites Portland Maine Airport
2.5 star property
Scarborough
8.2 out of 10, Very good, (1001)
"Friendly staff, clean room, convenient location near the highway with access to restaurants, shopping and the airport. Spacious gym and good breakfast."
Canada
Bradley
The price is RM308
RM345 total
includes taxes & fees
25 Dec - 26 Dec
Fairfield by Marriott Inn & Suites Portland Maine Airport
Front of property – evening/night
Inn On Peaks Island

Inn On Peaks Island

Inn On Peaks Island
3.0 star property
Peaks Island
9.0 out of 10, Wonderful, (107)
"Excellent little getaway in a very quaint island!"
United States
Kellie Slate
The price is RM655
RM714 total
includes taxes & fees
28 Dec - 29 Dec
Inn On Peaks Island
Children’s activities
Inn By The Sea

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (293)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
Inn By The Sea
Exterior
The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
3.5 star property
Freeport
9.4 out of 10, Exceptional, (877)
"Great stay "
United States
Sofia
The price is RM445
RM485 total
includes taxes & fees
21 Dec - 22 Dec
The Harraseeket Inn & Event House Freeport Downtown
Dinner served
The Federal

The Federal

The Federal
3.5 star property
Brunswick
9.6 out of 10, Exceptional, (561)
"We really enjoyed the hotel and area!!"
United States
Michele Mary
The price is RM482
RM525 total
includes taxes & fees
28 Dec - 29 Dec
The Federal
Lobby
SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick
2.0 star property
Freeport
8.8 out of 10, Excellent, (196)
"Great location for visit to Freeport "
United States
Anne
The price is RM360
RM393 total
includes taxes & fees
25 Dec - 26 Dec
SpringHill Suites by Marriott Freeport Brunswick
Shopping centre
Casco Bay Inn

Casco Bay Inn

Casco Bay Inn
2.0 star property
Freeport
8.0 out of 10, Very good, (1000)
"The area was great! The room was clean and affordable."
United States
GregAndJen
Casco Bay Inn
Indoor pool
Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
2.5 star property
Freeport
9.0 out of 10, Wonderful, (1001)
"Room was nice and staff was very nice also"
United States
Bethann
The price is RM381
RM415 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn Freeport/Brunswick
Theatre show
Flagship Inn and Suites

Flagship Inn and Suites

Flagship Inn and Suites
2.5 star property
Boothbay Harbor
8.0 out of 10, Very good, (1000)
"Great place to stay in boothbay. The owner is nice and place is clean. "
United States
Robert
The price is RM417
RM549 total
includes taxes & fees
12 Jan - 13 Jan 2026
Flagship Inn and Suites
Lobby
The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel
2.0 star property
Freeport
7.8 out of 10, Good, (1001)
"Staff was amazing, the room was clean and comfortable, and breakfast was great! Will definitely find a reason to go back soon! "
United States
Julie
The price is RM343
RM374 total
includes taxes & fees
18 Jan - 19 Jan 2026
The Freeport Hotel, an Ascend Collection Hotel
Bar (on property)
OneSixtyFive

OneSixtyFive

OneSixtyFive
3.0 star property
Brunswick
9.4 out of 10, Exceptional, (144)
"Perfect for convenience, lovely staff and accommodation!"
United States
Nena
OneSixtyFive
Desk, blackout curtains, iron/ironing board, free cots/infant beds
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall
2.0 star property
South Portland
7.8 out of 10, Good, (1368)
"Clean hotel with friendly staff."
Canada
Mike
The price is RM264
RM288 total
includes taxes & fees
20 Jan - 21 Jan 2026
Spark by Hilton Portland Airport Maine Mall
Restaurant
Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages
3.0 star property
Phippsburg
9.0 out of 10, Wonderful, (68)
"This is a very good option to staying in a resort"
United States
Cristian
The price is RM448
RM617 total
includes taxes & fees
26 Dec - 27 Dec
Spinneys Guesthouse & Beach Cottages
Lobby
Best Western Freeport Inn

Best Western Freeport Inn

Best Western Freeport Inn
3.0 star property
Freeport
7.8 out of 10, Good, (1000)
"Clean, quality place to stay at reasonable price. "
United States
ROD
The price is RM338
RM368 total
includes taxes & fees
27 Dec - 28 Dec
Best Western Freeport Inn
Free daily continental breakfast
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

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
South Portland
8.4 out of 10, Very good, (2847)
"Excellent stay everyone and everything was great "
United States
STEPHEN
The price is RM308
RM336 total
includes taxes & fees
12 Jan - 13 Jan 2026
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Exterior
Homewood Suites by Hilton Portland

Homewood Suites by Hilton Portland

Homewood Suites by Hilton Portland
3.0 star property
Scarborough
9.4 out of 10, Exceptional, (1002)
"Excellent facility and a very nice restaurant in the parking lot."
United States
Jonathan
The price is RM399
RM435 total
includes taxes & fees
4 Jan - 5 Jan 2026
Homewood Suites by Hilton Portland
Exterior
Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG
2.5 star property
Freeport
8.6 out of 10, Excellent, (1002)
"This hotel was wonderful. So clean, so quiet, great service, great breakfast. I will DEFNITELY be staying here again."
United States
Wendy
The price is RM383
RM418 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Express Hotel & Suites Freeport by IHG
Breakfast, dinner and brunch served
The Brunswick Hotel

The Brunswick Hotel

The Brunswick Hotel
3.0 star property
Brunswick
9.2 out of 10, Wonderful, (885)
"The room was very clean and the staff was so friendly!!! Definitely will stay here again!"
United States
Sherri
The price is RM548
RM598 total
includes taxes & fees
21 Dec - 22 Dec
The Brunswick Hotel
Individually decorated, individually furnished, iron/ironing board
The McKernan Inn

The McKernan Inn

The McKernan Inn
3.0 star property
South Portland
9.0 out of 10, Wonderful, (86)
"Great staff and amenities! Beautiful oceanfront views and location!"
United States
Anonymous traveller
The McKernan Inn
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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Stay near popular Bailey Island attractions

Bailey Island Bridge

Find out about the history of Bailey Island with a stop at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.
See properties

Land's End Gift Shop

Enjoy an outing to Land's End Gift Shop during your stay in Bailey Island. While you're in the area, find time to visit its shops.
See properties

Learn more about Bailey Island

Hike the Giant's Stairs trail along the rocky coastline for dramatic views of Casco Bay. Seafood lovers shouldn't miss lobster rolls at Cook's Lobster & Ale House on the island's southern tip.

See all hotels in Bailey Island
Bailey Island which includes general coastal views

Top Bailey Island Hotel Reviews

Long Creek Hotel by IHG

Long Creek Hotel by IHG

10/10 Excellent
"It was a very pleasant experience we will definitely be staying here again. "
Melissa 3-night trip
Posted 4 days ago
Long Creek Hotel by IHG

More cheap stays in Bailey Island

Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

738 Main Street South Portland ME
The price is RM283 per night from 25 Dec to 26 Dec
RM283
RM309 total
25 Dec - 26 Dec
includes taxes & fees
6.4/10 (1,000 reviews)

Frequently asked questions

What's the best place to stay in Bailey Island?
Located 18.6 mi (29.9 km) from the heart of Bailey Island, Tru by Hilton Portland Airport Area is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Portland Harbor Hotel and Portland Regency Hotel & Spa. 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?
Clarion Hotel Portland Airport ME: Hotel located near Maine Mall. Offers free self parking, a pool and complimentary wireless Internet access. Holiday Inn Portland-By the Bay by IHG and Embassy Suites by Hilton Portland Maine 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 58 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 Cobwork Bridge and Bailey Island Bridge might be worth a visit. A couple of additional sights to add to your itinerary are Mackerel Cove and Land's End Gift Shop. 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.

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