A wooden pier leading to a marina with boats docked.

Hotels with Swimming Pools in Chebeague Island

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Check availability on Chebeague Island Hotels with Swimming Pools

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Chebeague Island hotels with a pool

An indoor swimming pool with a clear water surface, surrounded by beige tiled walls and a blue accent wall.
Room
A reception area with a modern design, featuring a seating area with yellow chairs, a reception desk, and a large wall mural.
A Holiday Inn Express building with a covered entrance, multiple floors, and a clear sky.

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.
S$132
includes taxes & fees
3 Nov - 4 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 spacious lobby with a blue wall, a reception desk, a large mirror, and seating areas with a patterned table and chairs.
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.
S$145
includes taxes & fees
4 Nov - 5 Nov
Hampton Inn Freeport/Brunswick
An indoor swimming pool with clear glass walls, blue cushioned chairs, and a tiled floor.
Restaurant
A building with a sign reading "L.L.Bean" and a rock waterfall feature in front.
A Hilton Garden Inn with a well-lit entrance, a signboard, and a parking area.

3. 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.
S$146
includes taxes & fees
5 Nov - 6 Nov
Hilton Garden Inn Freeport Downtown
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.

4. 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.
S$167
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Portland Downtown/Waterfront
An indoor swimming pool with lounge chairs and a view of the outdoors.
A two-story building with a large glass conservatory and yellow umbrellas in the garden area.
A dining area with a fireplace, a green sofa, and a table set with food and flowers.
A cozy living room with a wooden bench, a fireplace, and a large map on the wall.

5. 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.
S$180
includes taxes & fees
5 Nov - 6 Nov
The Harraseeket Inn & Event House Freeport Downtown
An indoor swimming pool with clear signage, including pool user capacity and no diving rules.
An outdoor patio with a fire pit, seating area, and chairs.
A modern hotel lobby with a central bar area, multiple seating arrangements, and large windows providing views of the outside.
A hotel room with a sofa, a bed, a wall-mounted artwork, and a lamp.

6. 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.
S$168
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites by Marriott Freeport Brunswick
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 modern living room with a grey sofa, a coffee table, and a decorative plant.
A hotel room with two beds, a desk, and a view of the outdoors.

7. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
S$135
includes taxes & fees
1 Nov - 2 Nov
Best Western Freeport Inn
An indoor swimming pool with clear water, a diving board, and a lifeguard chair.
A hotel room with a large bed, a desk with a computer, a TV, and a view of the city and water.
The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.
A modern bar area with leather seating, a bar counter, and a menu board.

8. Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
Downtown Portland
  • Splash into aquatic luxury with a year-round indoor pool oasis at this city centre Portland hotel.
S$169
includes taxes & fees
1 Nov - 2 Nov
Courtyard Portland Downtown/Waterfront
A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.
A spacious lobby with multiple seating areas, a fireplace, and large windows.
A chef in a black uniform and white hat, holding a ladle and a bowl, with various dishes in front of him.
A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.

9. Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
Portland
  • Splash into serenity at this indoor pool sanctuary with luxurious loungers and post-swim relaxation.
S$176
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Portland Maine
A swimming pool with a metal ladder, lounge chairs, and a building in the background.
A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.
A hotel room with a large bed, a desk with a flat-screen TV, a bathroom with a sink and mirror, and a door leading to another room.
A modern living room with a fireplace, comfortable seating, and a flat-screen TV.

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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Portland
  • Splash into summer at this Maine hotel's outdoor pool, surrounded by comfort and cleanliness.
S$113
includes taxes & fees
5 Nov - 6 Nov
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Chebeague 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
"The room clean and the property was well kept. The included breakfast was solid for a hotel breakfast. My only complaints would be that we didnt have hand soap which took a few tries to track down because the desk staff was away when we came back late night, the other complaint is the elevator door is scary loud but it functions properly, just something wonky with the door"
Phillip 2-night trip
Posted 4 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"Nice hotel and near the airport."
Lynn 1-night trip
Posted 5 hours ago
Clarion Hotel Portland Airport ME
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

8/10 Good
"The staff was friendly, and the room was clean. There is a restaurant on site, and the location is fantastic and close to everything."
Angela M 1-night trip
Posted 6 hours ago
Portland Regency Hotel & Spa
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"S for"
David 2-night trip
Posted 11 hours ago
Fireside Inn & Suites Portland
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"I liked that it had an indoor pool, bar and restaurant."
Wendy 1-night trip
Posted 20 hours ago
DoubleTree by Hilton Hotel Portland
Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"L"
Craig 1-night trip
Posted 20 hours ago
Clarion Pointe South Portland

Frequently asked questions

What are some accommodation options with pools in Chebeague 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 Chebeague Island?
Make a point to visit attractions such as Portland Observatory and Maine Narrow Gauge Railroad. Discover sights such as Little John Island Preserve, Wolfe's Neck Woods State Park and Bailey Island Bridge during your stay.
When is the best time to book a hotel with a pool in Chebeague Island?
Taking the local weather in Chebeague 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 Chebeague Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.

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