Bailey Island Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Bailey Island hotels

Aerial view
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1017)
"Our family enjoyed the pool and hot tub room and hotel was clean and we had a great stay."
United States
Holly
The price is €94
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Portland Downtown Waterfront
Honeymoon Suite, 1 King Bed
Portland Harbor Hotel

Portland Harbor Hotel

4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1699)
"Fantastic service and comfortable rooms."
Canada
Matthew
The price is €132
includes taxes & fees
30 Nov - 1 Dec
Portland Harbor Hotel
Deluxe Double Room, 2 Queen Beds (2 Queen)
Casco Bay Inn

Casco Bay Inn

2.0 star property
Freeport
8.0 out of 10, Very good, (1006)
"Good room, great breakfast options"
United States
Brooke
Casco Bay Inn
Exterior
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, (1422)
"The staff was very helpful and the location was great!! "
United States
Donna
The price is €76
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Portland-By the Bay by IHG
Exterior
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 star property
Downtown Portland
8.8 out of 10, Excellent, (1019)
"Great location, clean and great staff"
United States
Deb
The price is €91
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Portland Downtown - Waterfront
Tapas bar
AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME

3.5 star property
East Bayside
9.2 out of 10, Wonderful, (1004)
"Great hotel. We'll definitely be back."
United States
Kristie
The price is €87
includes taxes & fees
15 Dec - 16 Dec
AC Hotel Portland Downtown/Waterfront, ME
Exterior
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 star property
Portland
9.4 out of 10, Exceptional, (1133)
"Hotel was great."
United States
Joshua
The price is €89
includes taxes & fees
14 Dec - 15 Dec
Embassy Suites by Hilton Portland Maine
Lobby
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 star property
Portland
8.0 out of 10, Very good, (1265)
"Great hotel "
United States
Victor
The price is €80
includes taxes & fees
1 Dec - 2 Dec
Clarion Hotel Portland Airport ME
Lounge
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, (1267)
"Room was great, awesome location!"
United States
Erick
The price is €94
includes taxes & fees
30 Nov - 1 Dec
Hyatt Place Portland Downtown - Old Port Square
Exterior
Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath

2.5 star property
Brunswick
8.2 out of 10, Very good, (1014)
"The staff were very professional. The breakfast was great. The beds were quite comfortable and the rooms were well appointed."
United States
Douglas
The price is €84
includes taxes & fees
15 Dec - 16 Dec
Best Western Plus Brunswick Bath
Property entrance
Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

3.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1010)
"Very clean, staff was very friendly will definitely stay here "
United States
Cassandra
The price is €75
includes taxes & fees
2 Dec - 3 Dec
Aloft Portland Downtown Waterfront ME
Exterior
Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront

3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1007)
"It was a nice stay for the night"
United States
Katy
The price is €88
includes taxes & fees
15 Dec - 16 Dec
Courtyard Portland Downtown/Waterfront
Meeting facility
Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown

3.0 star property
Freeport
9.0 out of 10, Wonderful, (1007)
"Clean room, nice staff, and location."
United States
Julie
The price is €82
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Freeport Downtown
Indoor pool
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4.0 star property
South Portland
8.0 out of 10, Very good, (1321)
"Staff were very attentive, breakfast had good choices. Great stay."
United States
Liliana
The price is €70
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Hotel Portland
Standard Room, 1 King Bed, Non Smoking
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)
"Excellent Hotel and Staff... Would stay here again by choice."
United States
Timothy
The price is €114
includes taxes & fees
21 Dec - 22 Dec
Cambria Hotel Portland Downtown-Old Port
Reception
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 star property
South Portland
9.0 out of 10, Wonderful, (1646)
"Room was very clean and the staff was very friendly."
United States
Jeff
The price is €70
includes taxes & fees
8 Dec - 9 Dec
Tru by Hilton Portland Airport Area
Terrace/patio
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 star property
Downtown Portland
9.4 out of 10, Exceptional, (1543)
"Fantastic location in the old port area. "
United States
Craig
Portland Regency Hotel & Spa
Exterior
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3.0 star property
Portland
8.8 out of 10, Excellent, (2294)
"Great breakfast options and very convenient location."
United States
Greta
The price is €84
includes taxes & fees
30 Nov - 1 Dec
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Exterior
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, (1003)
"Very nice place to stay. "
United States
Sara
The price is €74
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Hotel & Suites Freeport by IHG
Two Queen Marina Front | Exterior
Tugboat Inn

Tugboat Inn

3.0 star property
Boothbay Harbor
9.0 out of 10, Wonderful, (1008)
"Beautiful location and town!"
United States
Alice
The price is €150
includes taxes & fees
2 Dec - 3 Dec
Tugboat 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.
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

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 showing general coastal views

Top Bailey Island Hotel Reviews

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Excellent "
Nikola 1-night trip
Posted 20 hours ago
DoubleTree by Hilton Hotel Portland

More cheap stays in Bailey Island

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME
The price is €80 per night from 1 Dec to 2 Dec
€80
1 Dec - 2 Dec
includes taxes & fees
7.8/10 Good! (1,263 reviews)

Frequently asked questions

What's the best place to 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 traveller data. Other good 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.
What are some of the best holiday rentals that Bailey Island has to offer?
New 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?
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 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 59 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