Find hotels in Bailey Island, ME from ฿2,357

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24 Dec - 25 Dec
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25 Dec - 26 Dec
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26 Dec - 28 Dec
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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 ฿5,638
฿6,145 total
includes taxes & fees
30 Dec - 31 Dec
The Docent's Collection - Boyd Block
View from property
Higgins Beach Inn

Higgins Beach Inn

Higgins Beach Inn
2.5 star property
Higgins Beach
9.0 out of 10, Wonderful, (279)
This oceanfront inn offers a serene escape with a welcoming restaurant and relaxing bar/lounge. Enjoy the charming terrace and garden spaces while staying near Scarborough Beach State Park. Friendly staff ensure a memorable coastal getaway.
"Lovely beach inn. "
United States
Elizabeth
The price is ฿6,812
฿7,425 total
includes taxes & fees
25 Dec - 26 Dec
Higgins Beach Inn
Lobby
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, (1005)
Start your Portland adventure at this peaceful Scarborough hotel just minutes from Maine Mall and Thompson's Point. Enjoy free WiFi, daily buffet breakfast, and convenient parking. Nearby hiking trails and highways make exploration easy while helpful staff ensure a comfortable stay.
"The rooms were clean and the breakfast had a great variety "
United States
Debra
The price is ฿2,436
฿2,729 total
includes taxes & fees
31 Dec - 1 Jan 2026
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)
Perched on the scenic shores of Peaks Island, this charming inn offers free WiFi and parking. Enjoy delicious meals at the restaurant, sip drinks at the lounge, and explore nearby Umbrella Cover Museum and Richard Boyd Art Gallery.
"Excellent little getaway in a very quaint island!"
United States
Kellie Slate
The price is ฿5,002
฿5,452 total
includes taxes & fees
28 Dec - 29 Dec
Inn On Peaks Island
On the beach, fishing
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
Interior entrance
The Federal

The Federal

The Federal
3.5 star property
Brunswick
9.6 out of 10, Exceptional, (562)
Stylish retreat offering a convenient location near Brunswick Station and West Island Gallery. Travellers rave about the hotel's exceptional restaurant and attentive staff. Complementary WiFi and parking enhance the value of this Gulf of Maine getaway.
"We really enjoyed the hotel and area!!"
United States
Michele Mary
The price is ฿3,675
฿4,006 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Federal
Garden
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, (879)
"Great stay "
United States
Sofia
The price is ฿3,389
฿3,694 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Harraseeket Inn & Event House Freeport Downtown
Individually decorated, individually furnished, desk, laptop workspace
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 ฿2,924
฿3,187 total
includes taxes & fees
28 Dec - 29 Dec
SpringHill Suites by Marriott Freeport Brunswick
Deluxe Double Room, 2 Queen Beds (2 Queen) | Free WiFi, bed sheets, alarm clocks
Casco Bay Inn

Casco Bay Inn

Casco Bay Inn
2.0 star property
Freeport
8.0 out of 10, Very good, (1000)
Located minutes from LL Bean Flagship Store, this hotel offers a gateway to hiking, biking, and kayaking adventures. Start with complimentary breakfast before exploring nearby Eartha. Guests love the helpful staff and pristine rooms.
"The area was great! The room was clean and affordable."
United States
GregAndJen
Casco Bay Inn
Front of property
OneSixtyFive

OneSixtyFive

OneSixtyFive
3.0 star property
Brunswick
9.4 out of 10, Exceptional, (144)
Located in Brunswick with the train station just a 5-minute walk away, this hotel offers a welcoming restaurant and bar. The helpful staff ensures a memorable visit while easy access to Skolfield-Whittier House creates the perfect Maine adventure.
"Perfect for convenience, lovely staff and accommodation!"
United States
Nena
OneSixtyFive
Reception
Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
2.5 star property
Freeport
9.0 out of 10, Wonderful, (1000)
Enjoy quiet rooms at this hotel just a 5-minute drive from LL Bean Flagship Store. The indoor pool provides year-round relaxation, and guests love the complimentary breakfast. Free WiFi and parking complete your convenient Maine getaway near local chocolate confections.
"Room was nice and staff was very nice also"
United States
Bethann
The price is ฿2,908
฿3,169 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn Freeport/Brunswick
Daily buffet breakfast (USD 10 per person)
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, (1001)
Unwind at this Boothbay Harbour retreat with a seasonal outdoor pool and garden terrace. After exploring nearby Carousel Music Theatre, savour delicious meals at the restaurant or relax with drinks at the bar. Free WiFi and parking enhance the stay.
"Great place to stay in boothbay. The owner is nice and place is clean. "
United States
Robert
The price is ฿3,171
฿4,178 total
includes taxes & fees
12 Jan - 13 Jan 2026
Flagship Inn and Suites
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 beachside retreat in Phippsburg offers the perfect coastal escape with a welcoming restaurant and bar. Just moments from Popham Beach and Fort Popham State Historic Site, you'll enjoy ocean views while being comfortably situated by the water.
"This is a very good option to staying in a resort"
United States
Cristian
The price is ฿3,418
฿4,709 total
includes taxes & fees
25 Dec - 26 Dec
Spinneys Guesthouse & Beach Cottages
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)
This peaceful Freeport hotel offers complimentary breakfast, WiFi, and parking just 5 minutes from LL Bean Flagship Store. Guests praise the tranquil atmosphere and helpful staff, with Bradbury Mountain State Park located nearby for outdoor adventures.
"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 ฿2,617
฿2,853 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Freeport Hotel, 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, (1000)
Take a dip in the hot tub after exploring nearby Maine Mall and Thompson's Point. This Homewood Suites hotel offers a 24-hour fitness centre, restaurant, and free parking. Guests consistently praise the helpful staff and immaculate accommodation.
"Excellent facility and a very nice restaurant in the parking lot."
United States
Jonathan
The price is ฿3,035
฿3,309 total
includes taxes & fees
4 Jan - 5 Jan 2026
Homewood Suites by Hilton Portland
Porch
The Brunswick Hotel

The Brunswick Hotel

The Brunswick Hotel
3.0 star property
Brunswick
9.2 out of 10, Wonderful, (885)
Elevated Maine hospitality awaits at this city centre Brunswick gem with an on-site restaurant and bar. Work out in the 24-hour fitness centre, then relax on the terrace. First Parish Church and Pickard Theatre are just moments away.
"The room was very clean and the staff was so friendly!!! Definitely will stay here again!"
United States
Sherri
The Brunswick Hotel
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, (1371)
Set just minutes from Portland Airport, this hotel offers complimentary breakfast, WiFi, and parking. Swim year-round between indoor and outdoor pools after visiting Maine Mall and nearby restaurants. Business travellers appreciate the 24-hour fitness centre and helpful staff.
"Clean hotel with friendly staff."
Canada
Mike
The price is ฿2,015
฿2,196 total
includes taxes & fees
7 Jan - 8 Jan 2026
Spark by Hilton Portland Airport Maine Mall
Blackout curtains, iron/ironing board, free WiFi, bed sheets
Best Western Freeport Inn

Best Western Freeport Inn

Best Western Freeport Inn
3.0 star property
Freeport
7.8 out of 10, Good, (1001)
Located just a short drive from LL Bean Flagship Store, this hotel offers a refreshing seasonal outdoor pool for summer relaxation. Guests appreciate the exceptionally helpful staff and spotlessly clean rooms. Free WiFi and parking enhance your Maine getaway.
"Clean, quality place to stay at reasonable price. "
United States
ROD
The price is ฿2,741
฿2,987 total
includes taxes & fees
3 Jan - 4 Jan 2026
Best Western Freeport Inn
Exterior
Fairfield Inn & Suites by Marriott Brunswick Freeport

Fairfield Inn & Suites by Marriott Brunswick Freeport

Fairfield Inn & Suites by Marriott Brunswick Freeport
2.5 star property
Brunswick
8.8 out of 10, Excellent, (438)
Start your day with complimentary breakfast before exploring nearby attractions like LL Bean Flagship Store. The indoor pool invites year-round swimming, while rooms equipped with refrigerators and microwaves enhance comfort. Free WiFi and parking add value.
"Room were very clean, staff friendly, and breakfast selection and breakfast staff exceptional "
United States
VIENGMANIVONE
The price is ฿3,142
฿3,424 total
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn & Suites by Marriott Brunswick Freeport
Lobby
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, (2846)
"Excellent stay everyone and everything was great "
United States
STEPHEN
The price is ฿2,353
฿2,565 total
includes taxes & fees
14 Jan - 15 Jan 2026
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
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.
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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.
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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
"."
Scott 3-night trip
Posted 1 day 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 ฿2,162 per night from 25 Dec to 26 Dec
฿2,162
฿2,357 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.