TOP Hotels with Pool in Chebeague Island, ME for 2026

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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med : Hotel, 11-minute walk from Maine Medical Center. Features daily, a seasonal outdoor pool and complimentary wireless Internet access. Portland Harbor Hotel : Hotel located near Thompson's Point. Features 2 restaurants, an indoor pool and 2 hot tubs. Cambria Hotel Portland Downtown-Old Port : Hotel located near Maine Mall. Offers an indoor pool, an outdoor pool and daily. Ramada Plaza by Wyndham Portland : Hotel, 11-minute walk from Thompson's Point. Provides free self parking, a pool and complimentary wireless Internet access. Clarion Pointe South Portland : Hotel, 5-minute walk from State Theatre. Offers a sauna, a pool and complimentary bicycles.

A wooden pier leading to a marina with boats docked.

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Our top choices for Chebeague Island hotels with a pool

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.

Rp4.512.580 total

includes taxes & fees

30 Jun - 1 Jul

Best Western Plus Brunswick Bath

Brunswick

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

Rp2.578.617 total

includes taxes & fees

2 Jul - 3 Jul

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.

Rp4.375.836 total

includes taxes & fees

30 Jun - 1 Jul

The Harraseeket Inn & Event House Freeport Downtown

Freeport

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

Rp4.666.889 total

includes taxes & fees

13 Jul - 14 Jul

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.

Rp3.106.062 total

includes taxes & fees

1 Jul - 2 Jul

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.

Rp3.802.483 total

includes taxes & fees

19 Jul - 20 Jul

Sebasco Harbor Resort & Golf Club

Phippsburg

Seasonal seaside swims with serene shoreline views enhance your coastal getaway at this harbour resort.

Rp5.024.791 total

includes taxes & fees

30 Jun - 1 Jul

Outdoor pool, a heated pool, open 9:00 AM to 10:00 PM, pool loungers

Best Western Merry Manor Inn

Highland

Dive into poolside paradise at this hotel featuring a relaxing waterfall hot tub and outdoor swimming oasis.

Rp2.734.742 total

includes taxes & fees

30 Jun - 1 Jul

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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

Grand Beach Inn

10/10 Excellent

"👍good 👍👍👍👍👍👍👍👍👍👍👍👍👍👍👍👍"

DoubleTree by Hilton Hotel Portland

10/10 Excellent

"After many delayed flights, Kevin was able to send a can to pick us up at 1am. I didn’t catch the driver’s name but she was very kind. Similarly, the next day, we rode the shuttle back to the airport with a man who was very kind and knowledgeable about travel and places to visit. The property was clean, comfortable and safe."

Frequently asked questions

What are some accommodation options with pools in Chebeague Island?

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med: Hotel, 11-minute walk from Maine Medical Center. Features daily, a seasonal outdoor pool and complimentary wireless Internet access. Portland Harbor Hotel: Hotel located near Thompson's Point. Features 2 restaurants, an indoor pool and 2 hot tubs. Cambria Hotel Portland Downtown-Old Port: Hotel located near Maine Mall. Offers an indoor pool, an outdoor pool and daily. Ramada Plaza by Wyndham Portland: Hotel, 11-minute walk from Thompson's Point. Provides free self parking, a pool and complimentary wireless Internet access. Clarion Pointe South Portland: Hotel, 5-minute walk from State Theatre. Offers a sauna, a pool and complimentary bicycles.

What is there to see and do in Chebeague Island?

Make a point to visit attractions such as Wolfe's Neck Farm and Portland Observatory. 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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