Bailey Island Hotels from S$94

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Our top choices for Bailey Island hotels

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1448)
Enjoy stunning city vistas from this city centre Portland hotel, just minutes from the Museum of Art and Charles Q. Clapp House. An indoor pool, sauna, and 24-hour fitness centre await after a day exploring nearby attractions.

"Great location for a night out in Portland clean comfortable rooms. "
United States
Kimberly
The price is S$111
includes taxes & fees
11 Jan - 12 Jan
Holiday Inn Portland-By the Bay by IHG

AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME
3.5 star property
East Bayside
9.2 out of 10, Wonderful, (1003)
Embrace seaside tranquility at this Portland waterfront hotel with complimentary airport and beach shuttles. Enjoy a workout anytime in the 24-hour fitness centre before unwinding with drinks at the bar. Located near Casco Bay Lines Ferry Terminal and popular museums.

"Love this hotel. "
United States
Gabriella
The price is S$129
includes taxes & fees
2 Feb - 3 Feb
AC Hotel Portland Downtown/Waterfront, ME

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, (1309)
Located in city centre Portland, this hotel offers a 24-hour fitness centre 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.

"This was a great stay! Brandon helped us with a room upgrade and the staff were super friendly the whole time. It was in a perfect location as well, easy walking to lots of great places for food and shopping! "
United States
Stetson
The price is S$128
includes taxes & fees
25 Jan - 26 Jan
Hyatt Place Portland Downtown - Old Port Square

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront
2.5 star property
Downtown Portland
8.8 out of 10, Excellent, (1015)
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 centre. Guests consistently praise the helpful staff and convenient location.

"Clean rooms, nice staff, convenient location, and great breakfast. "
United States
Jeremy
The price is S$134
includes taxes & fees
25 Jan - 26 Jan
Hampton Inn Portland Downtown - Waterfront

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port
3.0 star property
East Bayside
9.4 out of 10, Exceptional, (1150)
Stylishly positioned in City centre 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.

"Clean room and great staff "
United States
Seth
The price is S$176
includes taxes & fees
25 Jan - 26 Jan
Cambria Hotel Portland Downtown-Old Port

Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME
3.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1015)
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 centre keeps your routine intact.

"Perfect location Clean fun bright Staff exceptionally helpful and friendly"
United States
anne
The price is S$112
includes taxes & fees
21 Jan - 22 Jan
Aloft Portland Downtown Waterfront ME

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1008)
Experience tranquil rooms in this spa hotel near city centre Portland's attractions. The American cuisine at C2 restaurant and excellent cafe with breakfast service complement the full-service spa. Guests praise the helpful staff while enjoying easy access to Portland Stage.

"Spotless rooms, very roomy bathrooms, great staff"
United States
Kerrie
The price is S$139
includes taxes & fees
20 Jan - 21 Jan
The Westin Portland Harborview

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area
2.5 star property
South Portland
8.8 out of 10, Excellent, (1689)
Minutes from Portland Airport, this South Portland hotel offers free breakfast, parking, and WiFi. Enjoy hiking trails, snowboarding nearby, and the fitness centre. Maine Mall and Nonesuch River Golf Club are close to this traveler-praised property.

"Staff was friendly and hotel was clean."
United States
Dianna
The price is S$94
includes taxes & fees
1 Feb - 2 Feb
Tru by Hilton Portland Airport Area

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1006)
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 service and clean hotel. Will stay again if In the area!"
United States
Christopher
The price is S$162
includes taxes & fees
8 Jan - 9 Jan
Hilton Garden Inn Portland Downtown Waterfront

The Francis

The Francis
3.5 star property
Parkside
9.4 out of 10, Exceptional, (372)
This convenient Portland hotel offers free WiFi and parking. Located near Neal S. Dow House and Centre for Cultural Exchange, travellers praise the helpful staff. Daily housekeeping and easy airport access enhance your Maine adventure.

"It was so charming and the beds were amazing."
United States
Danny
The price is S$168
includes taxes & fees
22 Jan - 23 Jan
The Francis

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, (881)
"Great stay "
United States
Sofia
The price is S$153
includes taxes & fees
4 Jan - 5 Jan
The Harraseeket Inn & Event House Freeport Downtown

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very good, (1329)
This tranquil hotel features an indoor pool and Blue Wave Grille restaurant serving three meals daily. Located just minutes from Maine Mall and only 2.4 mi from the airport, guests appreciate the peaceful atmosphere and convenient shopping options nearby.

"Very nice, fun pool, lovely staff"
United States
Sara
The price is S$94
includes taxes & fees
18 Jan - 19 Jan
DoubleTree by Hilton Hotel Portland

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, (2293)
This conveniently located hotel offers a seasonal outdoor pool and comfortable accommodation just minutes from Portland's attractions. Enjoy the quiet atmosphere, free breakfast, and easy access to Hadlock Field, while staying close to highways and city centre.

"Affordable price, great location for our needs & free breakfast. "
United States
Patty
The price is S$114
includes taxes & fees
4 Jan - 5 Jan
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
3.5 star property
Downtown Portland
9.4 out of 10, Exceptional, (1565)
Elegant sanctuary in Portland with deep-tissue massages and body wraps at the full-service spa. This historic hotel offers 2 bars, fitness centre, and hot tub. Enjoy easy access to N.W. Barrett Gallery and Fore Street Gallery, plus free WiFi.

"Very clean hotel, friendly staff, good food in the pub. "
United States
Edward
Portland Regency Hotel & Spa

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1737)
Just steps from cobblestone streets and waterfront dining, this boutique hotel offers 3 coffee shops, a 24-hour fitness centre, and a garden terrace. Unwind with a refreshing drink at the bar after exploring nearby Cross Insurance Arena and Fore Street Gallery.

"Great hotel in the perfect location. "
United States
Samantha
Portland Harbor Hotel

Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.8 out of 10, Excellent, (1145)
Surprisingly quiet and centrally located, this Portland inn offers free breakfast, WiFi, and parking. Travellers love the comfortable accommodation, helpful staff, and 24-hour coffee and cocoa. Hiking trails and city attractions are just minutes away.

"Always a great stay from staff to cleanliness and comforts "
United States
Rachel
The price is S$112
includes taxes & fees
7 Jan - 8 Jan
Inn at St John Portland In-Town

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, (1002)
This business-friendly hotel offers a refreshing indoor pool and convenient fitness centre. 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.

"Very nice place to stay. "
United States
Sara
The price is S$132
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express Hotel & Suites Freeport by IHG

Best Western Merry Manor Inn

Best Western Merry Manor Inn
2.5 star property
Highland
9.0 out of 10, Wonderful, (1004)
Unwind at this South Portland hotel's outdoor pool and hot tub, just 8 minutes from PWM Airport. Enjoy free breakfast, parking, and WiFi, with Maine Mall only a short drive away. Travellers praise the quiet rooms and helpful staff at this relaxing retreat.

"Very pleased with our stay!"
United States
Amanda
The price is S$143
includes taxes & fees
1 Feb - 2 Feb
Best Western Merry Manor Inn

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
3.5 star property
Portland
9.4 out of 10, Exceptional, (1140)
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.

"We love the Embassy Suites. Great room and dinner - breakfast is always good"
United States
Cynthia
The price is S$142
includes taxes & fees
25 Jan - 26 Jan
Embassy Suites by Hilton Portland Maine

Residence Inn Portland Downtown/Waterfront

Residence Inn Portland Downtown/Waterfront
3.0 star property
East Bayside
8.8 out of 10, Excellent, (1002)
"The front staff was super friendly and helpful. The room was very clean and roomy. The bed was comfortable and the shower was great too. Just the parking was a little bit tricky and confusing for the first time like us. "
United States
Chizuru
The price is S$117
includes taxes & fees
7 Jan - 8 Jan
Residence Inn Portland Downtown/Waterfront
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

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.

Bailey Island which includes general coastal views

Top Bailey Island Hotel Reviews

More cheap stays in Bailey Island

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 The Westin Portland Harborview 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 DoubleTree by Hilton Hotel Portland 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 61 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.

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