Top Hotels with Swimming Pools in Chebeague Island

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

Spark by Hilton Portland Airport Maine Mall

South Portland

Slip into aquatic bliss with indoor and outdoor pools at this traveler-favorite hotel near Maine Mall and Portland Airport.

includes taxes & fees

31 May - 1 Jun

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.

includes taxes & fees

31 May - 1 Jun

Best Western Plus Brunswick Bath

Brunswick

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

includes taxes & fees

3 Jun - 4 Jun

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.

includes taxes & fees

25 May - 26 May

The Harraseeket Inn & Event House Freeport Downtown

Freeport

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

includes taxes & fees

24 May - 25 May

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.

includes taxes & fees

25 May - 26 May

Sea Cliff House Motel

Old Orchard Beach

Oceanside bliss awaits with a seasonal pool and hot tub just steps from the sand.

includes taxes & fees

27 May - 28 May

Comfort Inn & Suites Scarborough - Portland

Scarborough

Dive into year-round swimming at this Maine Mall hotel with a refreshing indoor pool.

includes taxes & fees

25 May - 26 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

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

6/10 Okay

"Convenient location. Friendly staff. Bed was a brick. Pet friendly hotel, but the poop bag dispenser was empty. Trash scattered around the parking lot and grounds was a downer."

Embassy Suites by Hilton Portland Maine

10/10 Excellent

"The hotel was very clean and the staff was very friendly. I liked the early evening gathering at the beginning of the evening. But, we were put in a room the was used for people with pets. We did not have a dog. The room smelled like a dog. It was clean but it had a dog smell. It was a nice day out, so we opened the windows. This was the only thing about the hotel that I did not enjoy. Oh one other thing. The fee of $13.00 a night for parking I thought was a little ridiculous also."

Clarion Hotel Portland Airport ME

10/10 Excellent

"Stayed here for a night as I returned my car rental and to head out to Boston which is very convenient to get to the Downeaster Station with little walking. It was a very quiet stay and room is clean for a good $90 stay. Totally recommend it. The Tony’s Donuts are amazing also and gas station in front of the hotel. I expected less but I end up very pleased with the stay."

DoubleTree by Hilton Hotel Portland

4/10 Poor

"We did not have a good experience in this Doubletree hotel. We asked for an early check-in, but no room was available. We waited in the Lobby for two hours before our room was ready. We walked into our room, only to find a blood spot on the top sheet of the bed. We called the lobby, and by coincidence, my husband walked outside of the room and saw a woman pushing a housekeeping cart. He asked about the stain and she introduced her self as a supervisor. She walked in and stripped the bed completely. She said it would be taken care of. We left for a couple of hours and returned to a clean bed. When I went to use the bathroom I found dirt on the floor. I scooped it up with a tissue, but there was more. It was late, so we just went to sleep. We had to catch a very early flight the next morning and left without reporting that incident. We won’t be staying there again."

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."

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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Check availability on Chebeague Island Hotels with Swimming Pools

Our top choices for Chebeague Island hotels with a pool

Spark by Hilton Portland Airport Maine Mall

Clarion Pointe South Portland

Best Western Plus Brunswick Bath

SpringHill Suites by Marriott Freeport Brunswick

The Harraseeket Inn & Event House Freeport Downtown

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

Sea Cliff House Motel

Comfort Inn & Suites Scarborough - Portland

Hampton Inn Bath (Brunswick Area)

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

Top Chebeague Island Hotel Reviews

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

Embassy Suites by Hilton Portland Maine

Clarion Hotel Portland Airport ME

Spark by Hilton Portland Airport Maine Mall

Hyatt Place Portland Downtown - Old Port Square

Holiday Inn Portland-By the Bay by IHG

DoubleTree by Hilton Hotel Portland

Portland Regency Hotel & Spa

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