TOP Hotels with Pool in Chebeague Island, ME for 2026

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

Portland Harbor Hotel : Hotel located near Thompson's Point. Offers a sauna, a pool and complimentary bicycles. Portland Regency Hotel & Spa : Hotel located near Thompson's Point. Provides daily, a seasonal outdoor pool and complimentary wireless Internet access. Cambria Hotel Portland Downtown-Old Port : Hotel located near Thompson's Point. Offers a snack bar/deli, an indoor pool and buffet. HomeAwhile : Hotel, 11-minute walk from Thompson's Point. Offers free self parking, a pool and complimentary wireless Internet access. Holiday Inn Portland-By the Bay by IHG : Hotel, 1-minute walk from Maine Mall. Offers a snack bar/deli, an outdoor pool and free self parking.

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Our top choices for Chebeague Island hotels with a pool

Residence Inn Bath Brunswick Area

Bath

Dive into midnight swims at this indoor pool open until 11 PM, where the water stays warm no matter the weather outside.

฿5,666 total

includes taxes & fees

25 May - 26 May

Hampton Inn Bath (Brunswick Area)

Bath

Splash into year-round aquatic bliss at this welcoming hotel with a refreshing indoor pool and scenic waterfront location.

฿5,814 total

includes taxes & fees

8 Jun - 9 Jun

Best Western Plus Brunswick Bath

Brunswick

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

฿3,528 total

includes taxes & fees

28 May - 29 May

Embassy Suites by Hilton Portland Maine

Portland

Splash into serenity at this indoor pool sanctuary with luxurious loungers and post-swim relaxation.

฿5,576 total

includes taxes & fees

25 May - 26 May

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.

฿4,525 total

includes taxes & fees

27 May - 28 May

Hampton Inn Freeport/Brunswick

Freeport

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

฿4,762 total

includes taxes & fees

27 May - 28 May

The Harraseeket Inn & Event House Freeport Downtown

Freeport

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

฿5,663 total

includes taxes & fees

3 Jun - 4 Jun

Indoor pool, open 6:00 AM to 10:00 PM, pool loungers

Hilton Garden Inn Portland Airport

Portland

Splash into relaxation with this airport hotel's aquatic haven, featuring both indoor pool and bubbling hot tub.

฿4,419 total

includes taxes & fees

27 May - 28 May

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

Breakfast included

4 stars

Top Chebeague Island Hotel Reviews

Hyatt Place Portland Downtown - Old Port Square

6/10 Okay

"No free breakfast. No lobby to hangout. No a good experience."

Portland Regency Hotel & Spa

6/10 Okay

"We’ve stayed at this hotel 5 times now and have always enjoyed the historic charm and location. Check-in during this stay went smoothly, however we were disappointed when we arrived to find the toilet in our room was dirty. We also asked the front desk if the TVs allowed streaming services like Netflix or Prime Video, and the girl at the front responded rather rudely that “we are a historic hotel, so we do not offer smart TVs.” We completely understand preserving the character of a historic property, but the response came across dismissive for what was just a simple question. We were also told that because parts of the hotel are older, some areas may not look as clean compared to newer hotels. While we appreciate the history and character of the property, cleanliness and customer service should still meet expectations regardless of the building’s age. We’ve enjoyed staying here in the past, which makes this visit more disappointing, and we hope these issues are addressed moving forward."

DoubleTree by Hilton Hotel Portland

6/10 Okay

"I have had great experiences in Hiltons in the past but this specific location was definitely my least favorite. The room felt so dirty and made my allergies go crazy. The shower was not clean and felt insanely gross. We left a night early because we were so grossed out. The workers were nice and the location was convenient but thats about all of the good things I can say about this place."

Frequently asked questions

What are some accommodation options with pools in Chebeague Island?

Portland Harbor Hotel: Hotel located near Thompson's Point. Offers a sauna, a pool and complimentary bicycles. Portland Regency Hotel & Spa: Hotel located near Thompson's Point. Provides daily, a seasonal outdoor pool and complimentary wireless Internet access. Cambria Hotel Portland Downtown-Old Port: Hotel located near Thompson's Point. Offers a snack bar/deli, an indoor pool and buffet. HomeAwhile: Hotel, 11-minute walk from Thompson's Point. Offers free self parking, a pool and complimentary wireless Internet access. Holiday Inn Portland-By the Bay by IHG: Hotel, 1-minute walk from Maine Mall. Offers a snack bar/deli, an outdoor pool and free self parking.

What is there to see and do in Chebeague Island?

Make a point to visit attractions such as Portland Observatory and Bayside Bowl. Discover sights such as Wolfe's Neck Woods State Park, Bailey Island Bridge and Casco Bay 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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