Bailey Island Hotels from S$93

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Check Bailey Island hotel prices

Tonight
21 Nov - 22 Nov
Tomorrow night
22 Nov - 23 Nov
This weekend
22 Nov - 24 Nov
Next weekend
29 Nov - 1 Dec

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Top 10 trending Bailey Island hotels

Portland Harbor Hotel
Premium bedding, desk, blackout curtains, iron/ironing board
Portland Harbor Hotel
4.0 star property
9.2 out of 10, Wonderful, (1400)
"The hotel is wonderful. They seemed very short on staff. Coffee and tea stations were sparsely stocked. Always out of coffee. The menu for dinner at the restaurant could be greatly improved and have a few more offerings. The breakfast staff was inexperienced and very understaffed. Other than that everything was great, as usual"
The price is S$236
includes taxes & fees
15 Dec - 16 Dec
Portland Harbor Hotel
Howard Johnson Hotel by Wyndham South Portland
Restaurant
Howard Johnson Hotel by Wyndham South Portland
2.0 star property
7.2 out of 10, Good, (1001)
"Pillows were comfortable "
The price is S$104
includes taxes & fees
27 Nov - 28 Nov
Howard Johnson Hotel by Wyndham South Portland
Holiday Inn Portland-By the Bay, an IHG Hotel
Exterior
Holiday Inn Portland-By the Bay, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (1076)
"Friendly, thorough, and attentive staffing made our weekend stay here very enjoyable. The location of the hotel also facilitated easy access to the harbor, dining, and shopping."
The price is S$134
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Portland-By the Bay, an IHG Hotel
Canopy by Hilton Portland Waterfront
Bar (on property)
Canopy by Hilton Portland Waterfront
4.0 star property
9.4 out of 10, Exceptional, (837)
"Staff was awesome, property was in excellent condition, check in and out couldn't have been easier. Had a little trouble with the light switches in the room, but may have been operator error."
The price is S$170
includes taxes & fees
3 Dec - 4 Dec
Canopy by Hilton Portland Waterfront
Clarion Hotel Portland
Lobby
Clarion Hotel Portland
2.5 star property
7.8 out of 10, Good, (1003)
"Room is large and very clean. The bathroom layout isn't great for two people bit it works."
The price is S$117
includes taxes & fees
22 Dec - 23 Dec
Clarion Hotel Portland
Inn at St John Portland In-Town
Front of property – evening/night
Inn at St John Portland In-Town
2.5 star property
8.8 out of 10, Excellent, (1064)
"The whole building is very unique. It’s almost like a maze. It’s very bright there’s a lot of art in the hallways. The bathrooms are extremely clean."
The price is S$133
includes taxes & fees
22 Dec - 23 Dec
Inn at St John Portland In-Town
Hilton Garden Inn Portland Downtown Waterfront
Aerial view
Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
9.2 out of 10, Wonderful, (1001)
"Absolutely great!"
The price is S$161
includes taxes & fees
26 Nov - 27 Nov
Hilton Garden Inn Portland Downtown Waterfront
Portland Regency Hotel & Spa
Exterior
Portland Regency Hotel & Spa
3.5 star property
9.4 out of 10, Exceptional, (1235)
"Location was great, right in the middle of Old Port. Perfect base for exploring. Sometimes felt like you were intruding on staff at reception for some reason, even if just to ask basic information of the hotel or area. But the hotel bar and staff more than made up for it. It’s a bit hidden but worth stopping by if you can. "
The price is S$251
includes taxes & fees
24 Nov - 25 Nov
Portland Regency Hotel & Spa
Hyatt Place Portland-Old Port
View from room
Hyatt Place Portland-Old Port
3.0 star property
8.8 out of 10, Excellent, (1038)
"Very nice property, perfect location! Only complaint is the $40/night parking but that seems to be normal for the area. "
The price is S$191
includes taxes & fees
16 Dec - 17 Dec
Hyatt Place Portland-Old Port
Cambria Hotel Portland Downtown-Old Port
Exterior
Cambria Hotel Portland Downtown-Old Port
3.0 star property
9.2 out of 10, Wonderful, (701)
"Everyone was helpful and friendly! could walk to everywhere"
The price is S$201
includes taxes & fees
22 Dec - 23 Dec
Cambria Hotel Portland Downtown-Old Port
The Westin Portland Harborview
View from room
The Westin Portland Harborview
4.0 star property
8.8 out of 10, Excellent, (1001)
"Excellent every time. "
The price is S$133
includes taxes & fees
22 Dec - 23 Dec
The Westin Portland Harborview
La Quinta Inn & Suites by Wyndham Portland
Exterior
La Quinta Inn & Suites by Wyndham Portland
2.5 star property
9.0 out of 10, Wonderful, (2017)
"Komisch, dass im Zimmer die Betten nicht gemacht wurden"
The price is S$122
includes taxes & fees
22 Dec - 23 Dec
La Quinta Inn & Suites by Wyndham Portland
Quality Inn & Suites
Premium bedding, desk, iron/ironing board, free WiFi
Quality Inn & Suites
2.5 star property
7.0 out of 10, Good, (1002)
"."
The price is S$101
includes taxes & fees
24 Nov - 25 Nov
Quality Inn & Suites
Aloft Portland Downtown Waterfront ME
Property entrance
Aloft Portland Downtown Waterfront ME
3.0 star property
8.8 out of 10, Excellent, (781)
"Staff so friendly! Hotel was alittle noisy but otherwise great location and very comfortable bed! "
The price is S$131
includes taxes & fees
22 Dec - 23 Dec
Aloft Portland Downtown Waterfront ME
Hampton Inn Portland Downtown - Waterfront
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hampton Inn Portland Downtown - Waterfront
2.5 star property
8.8 out of 10, Excellent, (1000)
"Clean room. Easy check-in. "
The price is S$133
includes taxes & fees
2 Dec - 3 Dec
Hampton Inn Portland Downtown - Waterfront
AC Hotel by Marriott Portland Downtown/Waterfront, ME
Restaurant
AC Hotel by Marriott Portland Downtown/Waterfront, ME
3.5 star property
9.2 out of 10, Wonderful, (1002)
"The hotel is immaculate, cozy, and close to all restaurants and shops within walking distance. The breakfast at the hotel is amazing!!! "
The price is S$165
includes taxes & fees
15 Dec - 16 Dec
AC Hotel by Marriott Portland Downtown/Waterfront, ME
Casco Bay Inn
Iron/ironing board, free WiFi, bed sheets, alarm clocks
Casco Bay Inn
2.0 star property
8.6 out of 10, Excellent, (1001)
"Liked everything except the walls are thin."
The price is S$116
includes taxes & fees
24 Nov - 25 Nov
Casco Bay Inn
Longfellow Hotel
Reception
Longfellow Hotel
3.5 star property
9.0 out of 10, Wonderful, (44)
"Excellent. Brand new hotel with attentive staff and nice rooms. Pleasant bar and good size and amenities. If anything was wrong, it’s a little off the main drag with some odd and rundown neighbors. "
The price is S$295
includes taxes & fees
2 Dec - 3 Dec
Longfellow Hotel
Best Western Merry Manor Inn
Property amenity
Best Western Merry Manor Inn
2.5 star property
8.8 out of 10, Excellent, (1002)
"We had a great experience! They even gave us the top floor like we had requested. Just wish that breakfast was a little earlier before having to get on the road. "
The price is S$150
includes taxes & fees
8 Dec - 9 Dec
Best Western Merry Manor Inn
The Press Hotel, Marriott Autograph Collection
Frette Italian sheets, hypo-allergenic bedding, pillow-top beds
The Press Hotel, Marriott Autograph Collection
4.0 star property
9.4 out of 10, Exceptional, (910)
"We loved the spaciousness of the room and the ambiance of the lobby. I just wanted to kick back with a coffee and book. We also loved the restaurant attached. Favorite meal we had in Portland."
The price is S$196
includes taxes & fees
8 Dec - 9 Dec
The Press Hotel, Marriott Autograph Collection
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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Frequently asked questions

What's the best place to stay in Bailey Island?

Located 18.3 mi (29.5 km) from the heart of Bailey Island, Casco Bay Hotel, Ascend Hotel Collection 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 The Westin Portland Harborview. 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 are some accommodation options with pools in Bailey Island?

La Quinta Inn & Suites by Wyndham Portland: Hotel located near Thompson's Point. Features daily, a seasonal outdoor pool and free self parking. Days Inn by Wyndham Airport/Maine Mall and Holiday Inn Portland-By the Bay, an IHG Hotel 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 71 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 Ragged Island. 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, April, March and February, with each month seeing an average of 24 cm of snowfall.