Search Bailey Island hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
22 May - 24 May
Next weekend
29 May - 31 May

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Bailey Island hotels

Exterior

Travelers Inn

Travelers Inn
2.0 star property
Brunswick
9.0 out of 10, Wonderful, (1,002 reviews)
"Nice motel, good staff, very clean. "
Canada
Michael
The price is NZ$161
includes taxes & fees
19 May - 20 May
Travelers Inn
Theatre show

Flagship Inn and Suites

Flagship Inn and Suites
2.5 star property
Boothbay Harbor
8.0 out of 10, Very good, (1,002 reviews)
"Typical exterior-entry motel in good shape. "
United States
David
The price is NZ$243
includes taxes & fees
25 May - 26 May
Flagship Inn and Suites
Individually decorated, individually furnished, desk, laptop workspace

Clarion Pointe South Portland

Clarion Pointe South Portland
2.0 star property
Thorton Heights
7.6 out of 10, Good, (436 reviews)
"Was nice "
United States
Alan
The price is NZ$129
includes taxes & fees
19 May - 20 May
Clarion Pointe South Portland
Room, 2 Double Beds, Non Smoking

Days Inn by Wyndham Brunswick Bath Area

Days Inn by Wyndham Brunswick Bath Area
2.0 star property
Brunswick
8.0 out of 10, Very good, (1,000 reviews)
"The room was clean, the staff friendly, slight breakfast, and parking was good. Overall, would recommend it to friends staying in the area."
United States
Kay
The price is NZ$185
includes taxes & fees
19 May - 20 May
Days Inn by Wyndham Brunswick Bath Area
Terrace/patio

Residence Inn Bath Brunswick Area

Residence Inn Bath Brunswick Area
3.0 star property
Bath
9.6 out of 10, Exceptional, (400 reviews)
"great place"
United States
Tracey
The price is NZ$297
includes taxes & fees
25 May - 26 May
Residence Inn Bath Brunswick Area
Lobby

Hampton Inn Bath (Brunswick Area)

Hampton Inn Bath (Brunswick Area)
3.0 star property
Bath
9.4 out of 10, Exceptional, (759 reviews)
"Staff is friendly, the room was clean, parking is safe and easy, great location close to shopping and restaurants."
United States
John
The price is NZ$312
includes taxes & fees
10 June - 11 June
Hampton Inn Bath (Brunswick Area)
Free daily buffet breakfast

Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath
2.5 star property
Brunswick
8.2 out of 10, Very good, (1,005 reviews)
"Excellent stay! The rooms were spotless, the staff was friendly, and the location was perfect. I would definitely stay here again."
United States
Aria
The price is NZ$188
includes taxes & fees
1 June - 2 June
Best Western Plus Brunswick Bath
Front of property

Mid-Town Motel

Mid-Town Motel
2.0 star property
Boothbay Harbor
8.8 out of 10, Excellent, (216 reviews)
"Great retro vibe, true travel motel"
United States
Kimberly
The price is NZ$238
includes taxes & fees
25 May - 26 May
Mid-Town Motel
Front of property

The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
The price is NZ$443
includes taxes & fees
19 May - 20 May
The Nicholson Inn
Exterior

Comfort Inn Brunswick

Comfort Inn Brunswick
2.5 star property
Brunswick
8.8 out of 10, Excellent, (1,001 reviews)
"The hotel was under renovation so it was a challenge but our room was clean and comfortable. Nice continental breakfast, th price was great. I would recommend. "
United States
Elizabeth
The price is NZ$186
includes taxes & fees
25 May - 26 May
Comfort Inn Brunswick
Two Queen Marina Front | Exterior

Tugboat Inn

Tugboat Inn
3.0 star property
Boothbay Harbor
9.0 out of 10, Wonderful, (1,005 reviews)
"Such a cute inn. Very friendly staff, delicious food at on-site restaurant, located within walking distance of everything you want to see downtown, comfortable room with nice view."
United States
Emily
The price is NZ$355
includes taxes & fees
31 May - 1 June
Tugboat Inn
Suite, 2 Bedrooms

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, (1,499 reviews)
"Great place to stay "
United States
Cornell
The price is NZ$149
includes taxes & fees
25 May - 26 May
Spark by Hilton Portland Airport Maine Mall
Breakfast, dinner and brunch served

The Brunswick Hotel

The Brunswick Hotel
3.0 star property
Brunswick
9.4 out of 10, Exceptional, (944 reviews)
"Very nice historic hotel! Would stay there again!"
United States
Edwin
The price is NZ$226
includes taxes & fees
25 May - 26 May
The Brunswick Hotel
Dinner served

The Federal

The Federal
3.5 star property
Brunswick
9.6 out of 10, Exceptional, (599 reviews)
"Beautiful hotel, central location"
United States
jessica
The price is NZ$251
includes taxes & fees
7 June - 8 June
The Federal
Exterior

Casco Bay Inn

Casco Bay Inn
2.0 star property
Freeport
8.0 out of 10, Very good, (1,004 reviews)
"Friendly staff, comfy room. "
United States
Peggy
The price is NZ$159
includes taxes & fees
25 May - 26 May
Casco Bay Inn
Indoor pool

Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
2.5 star property
Freeport
9.0 out of 10, Wonderful, (1,000 reviews)
"Plan to stay again!"
United States
Robert
The price is NZ$220
includes taxes & fees
26 May - 27 May
Hampton Inn Freeport/Brunswick
Fitness facility

HomeAwhile

HomeAwhile
2.0 star property
Scarborough
9.2 out of 10, Wonderful, (43 reviews)
"Great stay."
United States
Mark
The price is NZ$259
includes taxes & fees
20 May - 21 May
HomeAwhile
Premium bedding, desk, laptop workspace, blackout curtains

Fairfield Inn & Suites by Marriott Brunswick Freeport

Fairfield Inn & Suites by Marriott Brunswick Freeport
3.0 star property
Brunswick
8.8 out of 10, Excellent, (467 reviews)
"Great stay great staff great location"
United States
Jeffrey
The price is NZ$213
includes taxes & fees
9 June - 10 June
Fairfield Inn & Suites by Marriott Brunswick Freeport
Deluxe Double Room, 1 King Bed, Bay View | Balcony

Linekin Bay Resort

Linekin Bay Resort
3.0 star property
Boothbay Harbor
9.2 out of 10, Wonderful, (203 reviews)
"Resort was beautifully located. Excellent friendly staff."
United States
Thomas
The price is NZ$368
includes taxes & fees
26 May - 27 May
Linekin Bay Resort
Exterior

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport
2.5 star property
South Portland
8.6 out of 10, Excellent, (2,056 reviews)
"Very clean ,great breakfast "
Canada
cindy
The price is NZ$163
includes taxes & fees
21 May - 22 May
Comfort Inn South Portland Airport
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Bailey Island attractions

Bailey Island Bridge

4.6/5 (10 reviews)
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.
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

Top Bailey Island Hotel Reviews

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

6/10 Okay
"If you need a reliable WIFI it’s not the place to stay. The staff is great, price is good. "
Barbara 2-night trip
Posted 2 hours ago
Comfort Inn South Portland Airport

More cheap accommodation in Bailey Island

Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

738 Main Street South Portland ME
The price is NZ$130 per night from 19 May to 20 May
NZ$130
19 May - 20 May
includes taxes & fees
6.6/10 (1,007 reviews)

Frequently asked questions

What's the best place to stay in Bailey Island?
Located 14.2 mi (22.9 km) from the heart of Bailey Island, Portland Harbor Hotel is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Portland Regency Hotel & Spa and Cambria Hotel Portland Downtown-Old Port. See all available top hotels, or vacation rentals in Bailey Island.
What are some of the best holiday rentals that Bailey Island has to offer?
Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This highly rated holiday home rental in Bailey Island is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all 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?
Holiday Inn Portland-By the Bay by IHG: Hotel located near Thompson's Point. Offers a sauna, a pool and complimentary bicycles. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med 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 66 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 Mackerel Cove. 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.

Explore a world of travel with Expedia