Find hotels in Bailey Island, ME from ₩95,045

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Our top choices for Bailey Island hotels

Aerial view
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1007)
Situated on the bay with convenient access to Casco Bay Lines Ferry Terminal, this Art Deco hotel features an indoor pool and hot tub. The restaurant and bar provide dining options while guest rooms include refrigerators and microwaves for extra comfort.
"Great staff and a surprisingly great free breakfast."
United States
Paul
The price is ₩146,589
₩162,194 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Portland Downtown Waterfront
Restaurant
Portland Harbor Hotel

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1711)
Just steps from cobblestone streets and waterfront dining, this boutique hotel offers 3 coffee shops, a 24-hour fitness center, and a garden terrace. Unwind with a refreshing drink at the bar after exploring nearby Cross Insurance Arena and Fore Street Gallery.
"Beautiful room, friendly staff, and perfect location."
United States
Lisa
The price is ₩162,256
₩235,712 total
includes taxes & fees
Dec 15 - Dec 16
Portland Harbor Hotel
Shopping mall
Casco Bay Inn

Casco Bay Inn

Casco Bay Inn
2.0 star property
Freeport
8.0 out of 10, Very Good, (1002)
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
Exterior
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1428)
Enjoy stunning city vistas from this downtown Portland hotel, just minutes from the Museum of Art and Charles Q. Clapp House. An indoor pool, sauna, and 24-hour fitness center await after a day exploring nearby attractions.
"Every thing was perfect, service, accomodations, and friendly staff!!!"
United States
Michael
The price is ₩108,996
₩120,593 total
includes taxes & fees
Dec 15 - Dec 16
Holiday Inn Portland-By the Bay by IHG
Exterior
Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown
3.0 star property
Freeport
9.0 out of 10, Wonderful, (1004)
Just a 10-minute stroll from the famous LL Bean Flagship Store, this downtown Freeport hotel offers convenience and comfort. Enjoy the indoor pool, fitness center, and The Great American Grill for dinner. Freeport Station is only a 5-minute walk away.
"Very friendly staff"
United States
James
The price is ₩140,222
₩152,842 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Garden Inn Freeport Downtown
Exterior
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
3.5 star property
Portland
9.4 out of 10, Exceptional, (1132)
Enjoy complimentary breakfast and dinner at Waypoint restaurant at this peaceful airport hotel. The indoor pool offers relaxation after exploring nearby attractions. With a 24-hour shuttle and comfortable beds, convenience meets comfort.
"Room was spotless and the staff was extremely friendly and knowledgeable! Would definitely stay here again!"
United States
Lori ann
The price is ₩141,400
₩156,445 total
includes taxes & fees
Dec 21 - Dec 22
Embassy Suites by Hilton Portland Maine
Tapas bar
AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME
3.5 star property
East Bayside
9.2 out of 10, Wonderful, (1001)
Embrace seaside tranquility at this Portland waterfront hotel with complimentary airport and beach shuttles. Enjoy a workout anytime in the 24-hour fitness center before unwinding with drinks at the bar. Located near Casco Bay Lines Ferry Terminal and popular museums.
"The amenities and location "
United States
Michael
The price is ₩128,144
₩141,779 total
includes taxes & fees
Dec 21 - Dec 22
AC Hotel Portland Downtown/Waterfront, ME
Exterior
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront
2.5 star property
Downtown Portland
8.8 out of 10, Excellent, (1001)
Immerse yourself in Portland's vibrant waterfront district with easy access to Casco Bay Lines Ferry Terminal. This hotel offers a complimentary breakfast, indoor pool, and 24-hour fitness center. Guests consistently praise the helpful staff and convenient location.
"Clean, comfortable and convenient location."
United States
Kurt
The price is ₩135,509
₩149,926 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Portland Downtown - Waterfront
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, (1001)
This business-friendly hotel offers a refreshing indoor pool and convenient fitness center. Located a short drive from Bradbury Mountain State Park, guests enjoy free breakfast and parking. The helpful staff ensures a pleasant stay near Freeport Station.
"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 ₩138,454
₩150,915 total
includes taxes & fees
Dec 17 - Dec 18
Holiday Inn Express Hotel & Suites Freeport by IHG
Bar (on property)
Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME
3.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1001)
Set in the heart of Portland, this stylish hotel offers a lively bar/lounge for evening relaxation. Steps from Victoria Mansion and Charles Q. Clapp House, guests love the central location and attentive service. The 24-hour fitness center keeps your routine intact.
"Clean, good breakfast and nice bar! "
United States
James
The price is ₩116,361
₩128,741 total
includes taxes & fees
Dec 16 - Dec 17
Aloft Portland Downtown Waterfront ME
Free daily buffet breakfast
Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath
2.5 star property
Brunswick
8.2 out of 10, Very Good, (1003)
"Clean quiet room, good breakfast Easy checkout Good indoor pool"
United States
Robert
The price is ₩135,214
₩147,383 total
includes taxes & fees
Dec 21 - Dec 22
Best Western Plus Brunswick Bath
Exterior
Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1000)
Situated in downtown Portland near the waterfront, this hotel offers an indoor pool and The Bistro restaurant. Close to Cross Insurance Arena and Victoria Mansion, guests enjoy free WiFi, a bar, and 24-hour fitness center. Travelers praise the helpful staff and clean rooms.
"It was a nice stay for the night"
United States
Katy
The price is ₩152,204
₩168,398 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard Portland Downtown/Waterfront
Free daily continental breakfast
Econo Lodge Freeport - Brunswick Area

Econo Lodge Freeport - Brunswick Area

Econo Lodge Freeport - Brunswick Area
2.0 star property
Freeport
7.4 out of 10, Good, (1001)
Located just minutes from Freeport's main attraction, this motel offers a convenient base with complimentary continental breakfast, WiFi, and parking. Near Bradbury Mountain State Park and praised for clean rooms and friendly staff.
"Room was nice"
United States
Kyle
The price is ₩116,361
₩126,834 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Econo Lodge Freeport - Brunswick Area
Lobby
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME
2.5 star property
Portland
8.0 out of 10, Very Good, (1281)
Located 2.4 mi from Portland Airport with free shuttle service, this quiet haven features an indoor pool and relaxing hot tub. Just 4 minutes from Portland Transportation Center, guests appreciate the comfortable beds, helpful staff, and nearby restaurants.
"Great place to stay!"
United States
Victoria
The price is ₩123,946
₩137,134 total
includes taxes & fees
Dec 15 - Dec 16
Clarion Hotel Portland Airport ME
View from room
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square
3.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1289)
Located in downtown Portland, this hotel offers a 24-hour fitness center and convenient free airport shuttle. Grab a bite at the café or unwind with a drink at the bar. Near Fore Street Gallery and N.W. Barrett Gallery, you'll enjoy attentive service and tasty breakfast.
"Room was great, awesome location!"
United States
Erick
The price is ₩142,873
₩158,076 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hyatt Place Portland Downtown - Old Port Square
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)
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 ₩134,330
₩146,420 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Freeport/Brunswick
Front of property
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
3.5 star property
Downtown Portland
9.4 out of 10, Exceptional, (1550)
Elegant sanctuary in Portland with deep-tissue massages and body wraps at the full-service spa. This historic hotel offers 2 bars, fitness center, and hot tub. Enjoy easy access to N.W. Barrett Gallery and Fore Street Gallery, plus free WiFi.
"Yes, excellent service and we really enjoyed our stay."
United States
Bruce
Portland Regency Hotel & Spa
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, (1000)
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 ₩123,931
₩135,085 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Freeport Hotel, an Ascend Collection Hotel
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, (873)
"Great stay "
United States
Sofia
The price is ₩160,475
₩174,924 total
includes taxes & fees
Dec 21 - Dec 22
The Harraseeket Inn & Event House Freeport Downtown
Exterior
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port
3.0 star property
East Bayside
9.4 out of 10, Exceptional, (1131)
Stylishly positioned in Downtown Portland, this hotel offers easy access to the Maine Jewish Museum. Unwind at the on-site restaurant and bar after exploring nearby attractions. Guests consistently praise the comfortable beds, helpful staff, and convenient location in the charming Old Port area.
"Super modern, super clean, super friendly staff, love Cambria hotels"
United States
Robert
The price is ₩146,114
₩201,798 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Cambria Hotel Portland Downtown-Old Port
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

The world's only cribstone bridge connects Bailey Island with unique granite slabs that allow tides to flow freely. Drive or walk across this 1926 engineering marvel for spectacular coastal views.
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Land's End Gift Shop

Perched at Bailey Island's southern tip, this charming shop offers an array of Maine-made treasures. Browse two levels of local crafts and specialty foods while enjoying Casco Bay views from the rocky coastline.
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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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Perfect location, great hospitality. "
Sebastian 2-night trip
Posted 1 day ago
Portland Regency Hotel & Spa

More cheap stays in Bailey Island

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

369 Maine Mall Road South Portland ME
The price is ₩98,637 per night from Jan 11 to Jan 12
₩98,637
₩107,515 total
Jan 11 - Jan 12, 2026
includes taxes & fees
8.8/10 Excellent! (1,646 reviews)

Frequently asked questions

What's the best place for a stay in Bailey Island?
Located 15.8 mi (25.4 km) from the heart of Bailey Island, Clarion Hotel Portland Airport ME is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Portland Harbor Hotel and DoubleTree by Hilton Hotel Portland. 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 fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Bailey Island.
Where can I learn more about changing or cancelling my trip to Bailey Island?
To access more information about picking new dates or cancelling your trip to Bailey Island, go to https://www.expedia.com/service/.
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 accommodations with pools in Bailey Island?
Clarion Hotel Portland Airport ME: Offers free self parking, a pool, and complimentary wireless internet access. DoubleTree by Hilton Hotel Portland and Holiday Inn Portland-By the Bay by IHG are a couple of other choices that feature an onsite pool. View all hotels with pools in Bailey Island.
What is the best hotel near Portland International Jetport Airport (PWM)?
Hilton Garden Inn Portland Airport is a popular 3-star hotel featuring a restaurant and an indoor pool. It's located a short 0.3 mi (0.4 km) from Portland Intl. Jetport Airport. Other good choices within close proximity to the airport include Days Inn by Wyndham Airport/Maine Mall and Embassy Suites by Hilton Portland Maine.
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 59 hotels and other accommodations to choose from. Find out more about Bailey Island.
What are the top places to visit in Bailey Island?
Landmarks like Bailey Island Bridge and Cobwork Bridge might be worth a visit. A couple of additional sights to add to your agenda are Land's End Gift Shop and Mackerel Cove. Check out what more to see and do in Expedia's Bailey Island guide.
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.

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