The Best Hotels with a Pool in Chebeague Island, ME from NT$4,182 in 2026

Q: What are some accommodations 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 Maine Mall. Features an indoor pool, an outdoor pool, and daily. Cambria Hotel Portland Downtown-Old Port : Hotel, 4-minute walk from Cross Insurance Arena. Provides a sauna, a pool, and complimentary bicycles. Clarion Pointe South Portland : Hotel, 2-minute walk from Old Orchard Beach. Offers free self parking, a seasonal outdoor pool, and televisions. Comfort Inn South Portland Airport : B&B, 5-minute walk from Palace Playland. Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

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.

NT$9,436 total

includes taxes & fees

Aug 2 - Aug 3

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.

NT$8,917 total

includes taxes & fees

Jul 23 - Jul 24

Best Western Plus Brunswick Bath

Brunswick

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

NT$4,182 total

includes taxes & fees

Jul 26 - Jul 27

Embassy Suites by Hilton Portland Maine

Portland

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

NT$9,212 total

includes taxes & fees

Jul 12 - Jul 13

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.

NT$6,829 total

includes taxes & fees

Jul 19 - Jul 20

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

Best Western Merry Manor Inn

Highland

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

NT$6,034 total

includes taxes & fees

Jul 14 - Jul 15

The Harraseeket Inn & Event House Freeport Downtown

Freeport

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

NT$8,382 total

includes taxes & fees

Jul 27 - Jul 28

Hampton Inn Freeport/Brunswick

Freeport

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

NT$6,473 total

includes taxes & fees

Jul 19 - Jul 20

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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

Portland Regency Hotel & Spa

10/10 Excellent

"All of the staff was great! Very helpful, friendly and courteous. It was a great experience and incredible location!"

Clarion Hotel Portland Airport ME

10/10 Excellent

"Wonderful stay. The pool and hot tub were a major plus guest services on point!! My airport transport was not honored when we left. That's okay. I found another way to make it back. Very comfortable beds. Super clean. Bathrooms were lovely with plenty of towels and amenities."

Best Western Merry Manor Inn

8/10 Good

"This hotel did what we needed. It did not blow me out of the water, but for a reasonable price we were able to stay a short drive from Old Port. We appreciated the breakfast in the morning and the amenities such as fitness room. We did have an issue with the a unit leaking causing wet carpet and a musty smell. I mentioned it to them at checkout and they said they would have someone look at it. Don't know what would have happened if I mentioned it earlier, but we had a short stay so I didn't feel the need to."

Frequently asked questions

What are some accommodations 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 Maine Mall. Features an indoor pool, an outdoor pool, and daily. Cambria Hotel Portland Downtown-Old Port: Hotel, 4-minute walk from Cross Insurance Arena. Provides a sauna, a pool, and complimentary bicycles. Clarion Pointe South Portland: Hotel, 2-minute walk from Old Orchard Beach. Offers free self parking, a seasonal outdoor pool, and televisions. Comfort Inn South Portland Airport: B&B, 5-minute walk from Palace Playland. Features free self parking, 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 Wolfe's Neck Farm and Portland Observatory. Discover sights such as Winslow Memorial Park, 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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