The Best Hotels with a Pool in Windham, ME from ￥10,134 in 2026

Q: What are some accommodations with pools in Windham?

Dormir : Features buffet, a pool, and free self parking. 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. Offers daily, a seasonal outdoor pool, and complimentary wireless internet access. Cambria Hotel Portland Downtown-Old Port : Hotel, 11-minute walk from Thompson's Point. Features free self parking, a pool, and complimentary wireless internet access. HomeAwhile : Hotel located near Thompson's Point. Provides a snack bar/deli, an indoor pool, and buffet.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Windham Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Windham hotels with a pool

Dormir

Windham

Pristine indoor pool awaits with extended hours at this Sebago Lake getaway.

Melynda

￥28,234 total

includes taxes & fees

May 28 - May 29

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.

Peter

￥10,134 total

includes taxes & fees

Jun 2 - Jun 3

EXIT 5 RESORT & CONDOMINIUM

Saco

￥13,705 total

includes taxes & fees

May 27 - May 28

Deluxe Room, 2 Queen Beds, Non Smoking | Individually furnished, desk, laptop workspace, iron/ironing board

Saco Bay Hotel

Saco

Pool paradise with rooftop seating delivers summertime fun and an ideal beach getaway.

Burgos

￥16,000 total

includes taxes & fees

May 31 - Jun 1

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.

Erin

￥22,347 total

includes taxes & fees

Jun 7 - Jun 8

The Harraseeket Inn & Event House Freeport Downtown

Freeport

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

Linda

￥24,069 total

includes taxes & fees

May 28 - May 29

Inn By The Sea

Cape Elizabeth

Oceanside luxury with a full-service spa and serene outdoor pool awaits at this coastal retreat.

Emily

￥70,647 total

includes taxes & fees

May 27 - May 28

Hilton Garden Inn Freeport Downtown

Freeport

Dive into a refreshing aquatic escape at this Freeport hotel with an inviting indoor pool.

Heather

￥22,676 total

includes taxes & fees

Jun 14 - Jun 15

View all properties

Choose what matters most at hotels with a pool in Windham

Breakfast included

Hot tub

Top Windham Hotel Reviews

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

2/10 Terrible

"Room smelled like a wet dog"

Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"Great location! Clean hotel with nice views of the area. Nice rooms wee had a king bed with a pull out sofa. It’s great if you have children. We didn’t have the breakfast but many others did… it smelled good … we opted out for lobster rolls and oysters!!"

DoubleTree by Hilton Hotel Portland

6/10 Okay

"We booked this hotel because it was advertised as a 4-star hotel, but it was nowhere close to that rating. At best, it felt like a 3-star property. The facility itself is large with many rooms, but the maintenance and service were below average. The pillows in our room smelled bad, and when we informed the front desk, they said someone would come replace them, but that never happened. We requested to have the room freshened up, but when we returned later in the evening, nothing had been done. The staff did not seem to know why the request was never attended to. Another surprising issue was that when we asked for plates and cutlery for the room, they said that house keeping was not available. That was very unexpected for a hotel claiming to be 4-star. Overall, the experience was disappointing, and the cleanliness, maintenance, and service all felt below average."

Frequently asked questions

What are some accommodations with pools in Windham?

Dormir: Features buffet, a pool, and free self parking. 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. Offers daily, a seasonal outdoor pool, and complimentary wireless internet access. Cambria Hotel Portland Downtown-Old Port: Hotel, 11-minute walk from Thompson's Point. Features free self parking, a pool, and complimentary wireless internet access. HomeAwhile: Hotel located near Thompson's Point. Provides a snack bar/deli, an indoor pool, and buffet.

What is there to see and do in Windham?

Make a point to visit attractions like Sebago Lake Basin and Seacoast Adventure. Discover sights such as Little Sebago Lake, Sebago Lake, and Jordan Bay during your stay. The lakeside setting and restaurants are just some of the things to enjoy while you're in the area.

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

Taking into account the local weather in 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 29°F. The snowiest months in Windham are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.

Explore a world of travel with Expedia

More ways to book

Book Hotels with a Pool in Windham on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Windham Hotels with a Pool