A wooden pier leading to a marina with boats docked.

Find Hotels with a Pool in Chebeague Island, ME

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Check availability on Chebeague Island Hotels with a Pool

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

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.
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.
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.
$95 nightly
$104 total
Nov 4 - Nov 5
Total with taxes and fees
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.
$104 nightly
$114 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn Freeport/Brunswick
An indoor swimming pool with clear glass walls, blue cushioned chairs, and a tiled floor.
Outdoor seating with Adirondack chairs, a fire pit, and umbrellas.
Restaurant
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.
$105 nightly
$114 total
Nov 5 - Nov 6
Total with taxes and fees
Hilton Garden Inn Freeport Downtown
A modern living room with dark blue walls, large windows, and a view of a landscaped garden.
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.
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.

4. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
$97 nightly
$106 total
Nov 1 - Nov 2
Total with taxes and fees
Best Western Freeport Inn
An indoor swimming pool with lounge chairs and a view of the outdoors.
A dining area with a fireplace, a green sofa, and a table set with food and flowers.
A two-story building with a large glass conservatory and yellow umbrellas in the garden area.
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 cozy fireside relaxation offer year-round bliss at this Freeport retreat.
$129 nightly
$141 total
Nov 1 - Nov 2
Total with taxes and fees
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 hotel room with a sofa, a bed, a wall-mounted artwork, and a lamp.
A modern hotel lobby with a central bar area, multiple seating arrangements, and large windows providing views of the outside.

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.
$121 nightly
$132 total
Nov 1 - Nov 2
Total with taxes and fees
SpringHill Suites by Marriott Freeport Brunswick
A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.
A brick building with a large entrance and a sign that reads "Residence Inn Marriott".
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.

7. 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.
$118 nightly
$131 total
Nov 1 - Nov 2
Total with taxes and fees
Residence Inn by Marriott Portland Downtown/Waterfront
An indoor swimming pool with a tiled floor, clear glass walls, and a few chairs.
A bathroom with a white sink, a mirror with LED lighting, a shower area, and a toilet.
A restaurant with wooden tables and chairs, a buffet counter, and a clock on the wall.
A spacious lobby with a wooden floor, a reception desk, a blue sofa, and a chandelier.

8. Clarion Pointe South Portland

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.
$51 nightly
$56 total
Nov 5 - Nov 6
Total with taxes and fees
Clarion Pointe South Portland
An indoor swimming pool with clear lane markings, a seating area with chairs, and potted plants.
A bar area with wooden bar stools, a television, and a liquor display. There are red chairs and a small table with a glass top.
A spacious lobby with a sofa, chairs, a coffee table, and a TV.
A lobby with a reception desk, a clock, a plant, and a round table.

9. Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME
Portland
  • Experience serene aquatic bliss with a rejuvenating indoor pool and hot tub combination that promises relaxation year-round.
$71 nightly
$78 total
Nov 1 - Nov 2
Total with taxes and fees
Clarion Hotel Portland Airport ME
An indoor swimming pool with clear water, a diving board, and a lifeguard chair.
A modern hotel lobby with a reception desk, a seating area, and a large wall mural.
A modern bar area with leather seating, a bar counter, and a menu board.
A hotel room with a large bed, a desk with a computer, a TV, and a view of the city and water.

10. Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
Downtown Portland
  • Splash into aquatic luxury with a year-round indoor pool oasis at this downtown Portland hotel.
$119 nightly
$132 total
Nov 1 - Nov 2
Total with taxes and fees
Courtyard Portland Downtown/Waterfront
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

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 4 hours ago
DoubleTree by Hilton Hotel Portland
Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"L"
Craig 1-night trip
Posted 5 hours ago
Clarion Pointe South Portland
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Excellent location, helpful staff. Clean and spacious rooms"
Ernest 1-night trip
Posted 5 hours ago
Portland Regency Hotel & Spa
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"Nice stay"
CURTIS 1-night trip
Posted 11 hours ago
Hampton Inn Portland Downtown - Waterfront
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"One night stay in Portland. Good location."
daniel 1-night trip
Posted 12 hours ago
Holiday Inn Portland-By the Bay by IHG

Frequently asked questions

What are some accommodations 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 like 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 into account the local weather in Chebeague Island can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chebeague Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.

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