TOP Hotels with Swimming Pool in Bailey Island, ME for 2026

Q: What are some accommodation options with pools in Bailey Island?

Fireside Inn & Suites Portland : Hotel located near Thompson's Point. Features a seasonal outdoor pool, an indoor pool and a sauna. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med : Hotel, 11-minute walk from Maine Medical Center. Offers daily, a seasonal outdoor pool and complimentary wireless Internet access. Clarion Hotel Portland Airport ME : Hotel, 11-minute walk from Thompson's Point. Provides free self parking, a pool and complimentary wireless Internet access. Cambria Hotel Portland Downtown-Old Port : Hotel located near Maine Mall. Features an indoor pool, an outdoor pool and daily. Portland Regency Hotel & Spa : Hotel, 4-minute walk from Cross Insurance Arena. Features a sauna, a pool and complimentary bicycles.

A rocky shoreline with a boat, a house, and a forest in the background.

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Our top choices for Bailey Island hotels with a pool

Holiday Inn Express Hotel & Suites Freeport by IHG

Freeport

Serene indoor pool sanctuary in Freeport awaits with extended hours for swimming and relaxation near popular attractions.

₹12,771 total

includes taxes & fees

27 Aug - 28 Aug

Best Western Plus Brunswick Bath

Brunswick

Splash into aquatic bliss at this serene hotel with a year-round indoor pool experience.

₹15,064 total

includes taxes & fees

16 Aug - 17 Aug

Best Western Freeport Inn

Freeport

Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.

₹15,684 total

includes taxes & fees

29 Jul - 30 Jul

SpringHill Suites by Marriott Freeport Brunswick

Freeport

Plunge into relaxation at the indoor pool, where comfort meets convenience in this modern Freeport hotel near shopping gems.

₹15,899 total

includes taxes & fees

16 Aug - 17 Aug

Hampton Inn Freeport/Brunswick

Freeport

Dip into year-round pool fun at this hotel with a sparkling indoor swimming sanctuary.

₹20,111 total

includes taxes & fees

23 Aug - 24 Aug

The Harraseeket Inn & Event House Freeport Downtown

Freeport

Serene indoor pool and cosy fireside relaxation offer year-round bliss at this Freeport retreat.

₹24,491 total

includes taxes & fees

16 Aug - 17 Aug

Hilton Garden Inn Freeport Downtown

Freeport

Dive into a refreshing aquatic escape at this Freeport hotel with an inviting indoor pool.

₹22,671 total

includes taxes & fees

19 Aug - 20 Aug

Clarion Pointe South Portland

Thorton Heights

Dive into year-round aquatic bliss with heated indoor and outdoor pools, just steps from Maine Mall for shopping adventures.

₹9,842 total

includes taxes & fees

27 Aug - 28 Aug

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Choose what matters most at hotels with a pool in Bailey Island

Breakfast included

4 stars

Top Bailey Island Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

8/10 Good

"The hotel was very clean, the bed was the most comfortable bed I've ever slept in at a hotel. Staff was excellent!"

Portland Regency Hotel & Spa

8/10 Good

"For those looking to be in the center of the Old Port district, the Regency couldn't be better situated. Portland is a walkable city, and the hotel is in an ideal spot. My (standard) room wasn't spacious, but it was clean and attractive. I would recommend to the management that they find a chair that's comfortable for reading, TV, relaxing - mine was unusually uncomfortable. There should also be a small table/desk for one's things, laptop, etc. The hotel's breakfast was superb - a handsome room, wonderful food, and very good service. I only had breakfast "out" one day out of four! Other staff varied in their helpfulness - I didn't get many recommendations from the front desk for guided tours or good restaurants, but they were amiable and efficient. Overall a good experience, but the room could use some more comfortable touches."

Frequently asked questions

What are some accommodation options with pools in Bailey Island?

Fireside Inn & Suites Portland: Hotel located near Thompson's Point. Features a seasonal outdoor pool, an indoor pool and a sauna. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med: Hotel, 11-minute walk from Maine Medical Center. Offers daily, a seasonal outdoor pool and complimentary wireless Internet access. Clarion Hotel Portland Airport ME: Hotel, 11-minute walk from Thompson's Point. Provides free self parking, a pool and complimentary wireless Internet access. Cambria Hotel Portland Downtown-Old Port: Hotel located near Maine Mall. Features an indoor pool, an outdoor pool and daily. Portland Regency Hotel & Spa: Hotel, 4-minute walk from Cross Insurance Arena. Features a sauna, a pool and complimentary bicycles.

What is there to see and do in Bailey Island?

Make a point to visit attractions such as Land's End Gift Shop. Discover sights such as Bailey Island Bridge, Mackerel Cove and Cobwork Bridge during your stay.

When is the best time to book a hotel with a pool in Bailey Island?

Taking the local weather in Bailey Island into account can help you maximise your time at the pool during your trip. 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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