The Best Hotels with a Pool in North Windham, ME from ₩109,682 in 2026

Q: What are some accommodations with pools in North Windham?

Portland Harbor Hotel : Hotel, 5-minute walk from State Theatre. Features a sauna, a pool, and complimentary bicycles. Portland Regency Hotel & Spa : Hotel, 11-minute walk from Thompson's Point. Features free self parking, a pool, and complimentary wireless internet access. Cambria Hotel Portland Downtown-Old Port : Hotel, 11-minute walk from Maine Medical Center. Offers daily, a seasonal outdoor pool, and complimentary wireless internet access. HomeAwhile : Hotel located near Thompson's Point. Offers a snack bar/deli, an indoor pool, and buffet. Inn at St John Portland In-Town : 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 North Windham hotels with a pool

The Harraseeket Inn & Event House Freeport Downtown

Freeport

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

₩309,800 total

includes taxes & fees

Jun 21 - Jun 22

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.

₩210,618 total

includes taxes & fees

Jun 7 - Jun 8

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.

₩109,682 total

includes taxes & fees

Jun 8 - Jun 9

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.

₩150,224 total

includes taxes & fees

Jun 7 - Jun 8

Hampton Inn Oxford

Oxford

Splash into year-round comfort at this indoor pool retreat with spotless amenities and poolside relaxation.

₩181,534 total

includes taxes & fees

Jun 28 - Jun 29

Grand Beach Inn

Old Orchard Beach

Dive into poolside paradise where warm waters meet coastal charm at this beachside haven.

₩216,544 total

includes taxes & fees

Jun 4 - Jun 5

Hampton Inn Freeport/Brunswick

Freeport

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

₩224,794 total

includes taxes & fees

Jun 7 - Jun 8

Best Western Freeport Inn

Freeport

Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.

₩196,273 total

includes taxes & fees

Jun 14 - Jun 15

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Choose what matters most at hotels with a pool in North Windham

Breakfast included

4 stars

Top North Windham Hotel Reviews

Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent

"This Hotel Is Amazing Valent Parking incredible Ocean Views Top Note Amenities And The Breakfast Was Great!"

Clarion Hotel Portland Airport ME

2/10 Terrible

"This hotel was bad from the minute we arrived. I called early in week to see if there was a possibility to check in early because we had a long ride & had to catch a ferry for a memorial for a boss in Peaks Island, ME. When we arrived the 2 at front desk kind of laugh at me & looked at me like I was nuts. Then I asked if there was a place we could leave are things because I did not want to leave in our car & they did not answer me. So we went out in the parking lot wondering if we should go back, but it was paid for already online. Then our friend called & said she was there & they gave her a different answer & said they had a rm she could put her things in & possible to get in her rm earlier?? WTH why not us! Then we had to chg in a bathroom w/a leaking ceiling. We finally went to our service came back after dinner & got ready to sleep. In middle of night all hell broke loose. A man & lady were fighting each other all night swearing, crying & hurting each other for hours. Dogs were barking off and in all night long. As we checked out we heard another couple complain there were 2 drunk guys fighting outside there window. What is this place anyway? When we reported this to the guy that morning he just smiled and that was about it..This was a terrible experience and should get some of our money back & will never stay there again"

Frequently asked questions

What are some accommodations with pools in North Windham?

Portland Harbor Hotel: Hotel, 5-minute walk from State Theatre. Features a sauna, a pool, and complimentary bicycles. Portland Regency Hotel & Spa: Hotel, 11-minute walk from Thompson's Point. Features free self parking, a pool, and complimentary wireless internet access. Cambria Hotel Portland Downtown-Old Port: Hotel, 11-minute walk from Maine Medical Center. Offers daily, a seasonal outdoor pool, and complimentary wireless internet access. HomeAwhile: Hotel located near Thompson's Point. Offers a snack bar/deli, an indoor pool, and buffet. Inn at St John Portland In-Town: 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 North Windham?

The picturesque setting of Sebago Lake Basin and Sebago Lake showcase the area's natural beauty. During your stay, check out sights such as Seacoast Adventure, St Josephs College, and Little Sebago Lake.

When is the best time to book a hotel with a pool in North Windham?

Taking into account the local weather in North Windham 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 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in North Windham are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.

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Check availability on North Windham Hotels with a Pool

Our top choices for North Windham hotels with a pool

The Harraseeket Inn & Event House Freeport Downtown