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

Bailey Island Hotel Guide - Hotels with Pool in Bailey Island, Maine

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Check availability on Bailey Island Hotels with Pool

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Bailey Island hotels with a pool

An indoor swimming pool with a clear water surface, surrounded by beige tiled walls and a blue accent wall.
A reception area with a modern design, featuring a seating area with yellow chairs, a reception desk, and a large wall mural.
Room
A modern dining area with round tables and chairs, a coffee station, and a view of the city.

1. Holiday Inn Express Hotel & Suites Freeport by IHG

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.
€93
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Express Hotel & Suites Freeport by IHG
A swimming pool with clear blue water, surrounded by large windows offering views of trees and a clear sky.
A hotel lobby with a seating area, a snack bar, and a refrigerator.
An outdoor patio with a row of tables and chairs, a green umbrella, and a wooden fence.
A hotel room with two beds, a desk with a television displaying 'Hampton by Hilton', and a window with curtains.

2. Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
Freeport
  • Dip into year-round pool fun at this hotel with a sparkling indoor swimming sanctuary.
€99
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Freeport/Brunswick
An indoor swimming pool with clear signage, including pool user capacity and no diving rules.
Lobby lounge
A modern hotel lobby with a central bar area, multiple seating arrangements, and large windows providing views of the outside.
An outdoor patio with a fire pit, seating area, and chairs.

3. SpringHill Suites by Marriott Freeport Brunswick

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.
€90
includes taxes & fees
8 Nov - 9 Nov
SpringHill Suites by Marriott Freeport Brunswick
An indoor swimming pool with clear glass walls, blue cushioned chairs, and a tiled floor.
A Hilton Garden Inn with a well-lit entrance, a signboard, and a parking area.
Outdoor seating with Adirondack chairs, a fire pit, and umbrellas.
Restaurant

4. Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown
Freeport
  • Dive into a refreshing aquatic escape at this Freeport hotel with an inviting indoor pool.
€99
includes taxes & fees
8 Nov - 9 Nov
Hilton Garden Inn Freeport Downtown
A modern living room with dark blue walls, large windows, and a view of a landscaped garden.
A living room with two armchairs, a coffee table, and a TV. There is a door leading outside, a window with a view, and a patterned wall.
A bathroom with a shower, a sink with a mirror, and a towel rack.
A hotel room with two beds, a desk, and a view of the outdoors.

5. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
€95
includes taxes & fees
6 Nov - 7 Nov
Best Western Freeport Inn
A swimming pool with a lifeguard chair, a blue chair, and a pool ladder.
Exterior
A modern bathroom with a red bathtub, a fireplace, and a flat-screen TV mounted on the wall.
Lobby

6. Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath
Brunswick
  • Splash into aquatic bliss at this serene hotel with a year-round indoor pool experience.
€90
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Brunswick Bath
A swimming pool with lounge chairs and tables, surrounded by walls with wooden panels and windows.
A building with a sign for 'L.L. Bean Hunting & Fishing' and 'Summer Across Maine'.
A hotel room with a bed, a desk, a chair, a TV, and a large window with curtains.
A modern kitchen with a wooden counter, two large pots, a coffee machine, and a fruit display.

7. Fairfield Inn & Suites by Marriott Brunswick Freeport

Fairfield Inn & Suites by Marriott Brunswick Freeport
Brunswick
  • Dive into the refreshing indoor pool at this Brunswick hotel, open all day for fitness or post-adventure relaxation.
€107
includes taxes & fees
25 Oct - 26 Oct
Fairfield Inn & Suites by Marriott Brunswick Freeport
An indoor swimming pool with lounge chairs and a view of the outdoors.
A cozy living room with a wooden bench, a fireplace, and a large map on the wall.
A bathroom with a shower, a bathtub, and a sink.
A two-story building with a large glass conservatory and yellow umbrellas in the garden area.

8. The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
Freeport
  • Serene indoor pool and cosy fireside relaxation offer year-round bliss at this Freeport retreat.
€126
includes taxes & fees
4 Nov - 5 Nov
The Harraseeket Inn & Event House Freeport Downtown
A waterfront swimming pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a forested hill in the background.
A multi-story building with a green roof, situated by a body of water.
A balcony with two chairs and a small table, overlooking a body of water and surrounded by trees.
A balcony with a view of a lake, surrounded by trees and a blue tent.

9. Sebasco Harbor Resort & Golf Club

Sebasco Harbor Resort & Golf Club
Phippsburg
  • Seasonal seaside swims with serene shoreline views enhance your coastal getaway at this harbour resort.
Sebasco Harbor Resort & Golf Club
A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.
A bar area with stools, a counter, and a herringbone-patterned wall.
A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.
An outdoor patio area with wicker furniture, string lights, and a barbecue grill.

10. Residence Inn by Marriott Portland Downtown/Waterfront

Residence Inn by Marriott Portland Downtown/Waterfront
Downtown Portland
  • Plunge into relaxing aquatic serenity at this Portland hotel's pristine indoor pool, just minutes from waterfront attractions.
€117
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Portland Downtown/Waterfront
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Bailey Island Hotel Reviews

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

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

10/10 Excellent
"No complaints - friendly staff and good property for a one night stay!"
Sam 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

10/10 Excellent
"Everything was clean and well maintained. Rustic charm We like the fact that the hot tub cool and so on were open till 11:00 p.m. And the grab and go breakfast was also available until 11:00 a.m. which is nice because when you're on vacation you sometimes keep odd hours and it's nice when there are services available."
Marci 2-night trip
Posted 3 hours ago
Fireside Inn & Suites Portland
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"I stayed here for a conference in town because it was convenient and the price was so much more reasonable than the ridiculous situation going on in the Old Port. I can’t believe people are truly willing to spend +500$ a night to stay in a city in Maine in a Monday, but that’s what it’s come to. My roommate worked at the Clarion when I lived in Portland over 20 years ago, and I don’t think it’s changed much, although I don’t know if the name was the same. The rooms are perfectly nice, they’ve probably been updated in the last ten years, with comfortable beds and a bathroom that’s not fabulous, but also not really any worse than more expensive fancier hotels where I’ve stayed, just with less modern decor. My only complaint is basically accessibility. The parking is not necessarily going to get you anywhere near the entrance that’s convenient to your room and there’s only one elevator it the back of the lobby. It’s quite tiny and a bit rickety, and my room was a literal haul from where the elevator stopped on my floor. I had a bunch of bags and there wasn’t a cart in sight, not that I think one would have fit in the elevator, now that I’m thinking of it. Overall I would definitely recommend it for people who don’t mind a short drive into town (they do have a shuttle service) and want to save their money for everything else Portland has to offer besides outrageously priced lodging."
Amanda 1-night trip
Posted 5 hours ago
Clarion Hotel Portland Airport ME
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"Perfect for being close to the airport for an early am flight."
Suzanne 1-night trip
Posted 5 hours ago
Spark by Hilton Portland Airport Maine Mall
Clarion Pointe South Portland

Clarion Pointe South Portland

8/10 Good
"I really enjoyed our stay and the bonus of being away from the city! It’s convenient to get to and from Portland/the highway systems! I just wish there were two nightstand tables instead of one so we could’ve plugged in our phones easier. The king room seemed to be set up for one person in mind. Otherwise it was pretty easy and great with welcoming staff!"
Rachel 3-night trip
Posted 8 hours ago
Clarion Pointe South Portland
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

8/10 Good
"Too many people in the pool"
Aaron 1-night trip
Posted 9 hours ago
DoubleTree by Hilton Hotel Portland
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Loved our stay! Hotel location can't be beat. Within walking distance to so much! Excellent valet service; quick and courteous. Helpful desk staff. Only slight negative are very firm, lumpy bed pillows and noise of A/C system. I would absolutely stay there again!!"
Kathleen 3-night trip
Posted 11 hours ago
Portland Regency Hotel & Spa
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

8/10 Good
"Everything was clean but jacuzzi’s seemed a little dirty"
Leticia 2-night trip
Posted 2 days ago
Ramada Plaza by Wyndham Portland

Frequently asked questions

What are some accommodation options with pools in Bailey Island?
Quality Inn & Suites South Portland: Hotel located near State Theatre. Provides free self parking, a pool and complimentary wireless Internet access. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel: Hotel located near Maine Mall. Features an indoor pool, an outdoor pool and daily. Clarion Hotel Portland Airport ME: Features a seasonal outdoor pool, an indoor pool and a sauna. Clarion Pointe South Portland: Hotel, 4-minute walk from Cross Insurance Arena. Provides a sauna, a pool and complimentary bicycles. Portland Harbor Hotel: Hotel located near State Theatre. Features buffet, a seasonal outdoor pool and complimentary wireless Internet access.
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.