A white church with a steeple and red accents, surrounded by autumn trees.

Hotels with Swimming Pools in Windham

  • 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 Swimming Pools

Tonight
27 Aug - 28 Aug
Tomorrow
28 Aug - 29 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Windham hotels with a pool

An indoor swimming pool with a tiled edge, a metal handrail, and a door leading to another room.
A modern lounge area with two white armchairs, a round coffee table, and a stone fireplace.
A hotel room with a bed, a sofa, a kitchenette, and a window with curtains.
A multi-story hotel with a covered entrance and a parking area.

1. Dormir

Dormir
Windham
  • Pristine indoor pool awaits with extended hours at this Sebago Lake getaway.
S$288
includes taxes & fees
31 Aug - 1 Sept
Dormir
A swimming pool area with lounge chairs, a no diving sign, and a view of the outdoors.
A reception desk with a wooden design and a welcome sign for the Lobster State.
A spacious dining area with a long table, multiple chairs, and a sofa.
A modern hotel with a prominent sign, a landscaped entrance, and a parking area.

2. Hampton Inn & Suites Portland West

Hampton Inn & Suites Portland West
Nasons Corner
  • Relax in the refreshing indoor sanctuary of Hampton Inn & Suites Portland West with year-round aquatic bliss.
S$200
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Portland West
An indoor swimming pool with clear blue water, a stone fireplace, and lounge chairs.
A hotel room with two beds, a desk, a chair, a lamp, and a painting on the wall.
A lobby with a reception desk, a sofa, two armchairs, a coffee table, and a potted plant.
A coffee shop interior with a counter, shelves with coffee products, and seating area.

3. Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland
Nasons Corner
  • Rejuvenating pool retreat with 2 hot tubs and an indoor swimming sanctuary offers aquatic relaxation year-round in Portland.
S$155
includes taxes & fees
7 Sept - 8 Sept
Ramada Plaza by Wyndham Portland
An indoor swimming pool with clear glass walls, lounge chairs, and potted plants.
A gym with exercise equipment, a bench, and a Cybex International logo.
A hotel room with a large bed, a desk, a chair, a fireplace, and a television.
A hot tub with a metal ladder, a clock on the wall, and a view of the room with chairs and a table.

4. Fireside Inn & Suites Portland

Fireside Inn & Suites Portland
Nasons Corner
  • Dive into sparkling relaxation at this hotel with both indoor and seasonal outdoor pools.
S$157
includes taxes & fees
7 Sept - 8 Sept
Fireside Inn & Suites Portland
A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.
A hotel room with two beds, a stone-patterned wall, and a nightstand with a lamp.
A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.
A spacious lobby with multiple seating areas, a fireplace, and large windows.

5. Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
Portland
  • Splash into serenity at this indoor pool sanctuary with luxurious loungers and post-swim relaxation.
S$287
includes taxes & fees
7 Sept - 8 Sept
Embassy Suites by Hilton Portland Maine
A large indoor swimming pool with clear water, surrounded by a tiled floor and walls.
A modern hotel room with a large window, a dining area with a wooden table and chairs, and a sofa with colorful pillows.
A modern kitchen with a bar area, bar stools, and a television.

6. Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport
Portland
  • Splash into relaxation with this airport hotel's aquatic haven, featuring both indoor pool and bubbling hot tub.
S$248
includes taxes & fees
3 Sept - 4 Sept
Hilton Garden Inn Portland Airport
An indoor swimming pool with clear pool rules, a lifeguard chair, and a seating area with chairs and tables.
A modern hotel lobby with a seating area, tables, and a reception desk.
A modern hotel with a covered entrance, multiple floors, and a prominent "HOME2" sign.
A hotel room with a desk, a sofa, a dining table, and a bed.

7. Home2 Suites by Hilton Portland Airport

Home2 Suites by Hilton Portland Airport
South Portland
  • Dive into relaxation at the indoor pool of this hotel, a perfect oasis for swimming and unwinding regardless of weather.
S$180
includes taxes & fees
7 Sept - 8 Sept
Home2 Suites by Hilton Portland Airport
A swimming pool with a stone wall and a window.
A restaurant with multiple tables and chairs, large windows, and a flat-screen TV mounted on the wall.
An indoor swimming pool with a stone wall, potted plants, and a blue floor.
An outdoor seating area with tables and chairs, a large windowed building, and a tree.

8. Best Western Merry Manor Inn

Best Western Merry Manor Inn
Highland
  • Dive into poolside paradise at this hotel featuring a relaxing waterfall hot tub and outdoor swimming oasis.
S$212
includes taxes & fees
27 Sept - 28 Sept
Best Western Merry Manor Inn
An indoor swimming pool with a tiled floor, clear glass walls, and a few chairs.
A restaurant with wooden tables and chairs, a buffet counter, and a clock on the wall.
A bathroom with a white sink, a mirror with LED lighting, a shower area, and a toilet.
A spacious lobby with a wooden floor, a reception desk, a blue sofa, and a chandelier.

9. Clarion Pointe South Portland

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.
S$94
includes taxes & fees
27 Sept - 28 Sept
Clarion Pointe South Portland
A modern bathroom with a vanity, mirror, and a shower area.
A swimming pool with lounge chairs and a sunset view.
A Holiday Inn Express & Suites building with a prominent entrance and a flag.
A hotel entrance with a central archway, multiple windows, and illuminated pillars.

10. Holiday Inn Express Hotel & Suites South Portland by IHG

Holiday Inn Express Hotel & Suites South Portland by IHG
South Portland
  • Dive into aquatic bliss at this inviting hotel with a serene indoor pool, just steps away from shopping and dining destinations.
S$198
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Express Hotel & Suites South Portland by IHG
View all properties

Choose what matters most at hotels with a pool in Windham

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Windham Hotel Reviews

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"We were right across the street to the rental car drop off. The planes never were heard from our room on second floor. They really take off or arrive close to the hotel. Rooms were large and very nice. The breakfast was delicious even had a chef to make yummy omelets."
Debbie 3-night trip
Posted 8 hours ago
Embassy Suites by Hilton Portland Maine
Best Western Merry Manor Inn

Best Western Merry Manor Inn

8/10 Good
"Nice clean hotel with great amenities..safe in the room didn’t work and the water in the hot tub needs to be changed . Breakfast was great, staff were friendly. Outdoor firepit is awesome. Close to everything!"
Thomas 3-night trip
Posted 12 hours ago
Best Western Merry Manor Inn
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

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

10/10 Excellent
"E as y"
Laszlo 1-night trip
Posted 22 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

10/10 Excellent
"I had a wonderful stay. I received an upgraded room which was very nice. I even enjoyed the pool."
Pamela 3-night trip
Posted 1 day ago
Fireside Inn & Suites Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"The staff is so helpful. We had an issue with our dates and had forgotten our checkout date was supposed to be one day later. The staff helped us get booked for that next night even when the property was being heavily used. Great job."
James 4-night trip
Posted 1 day ago
Spark by Hilton Portland Airport Maine Mall
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Na"
Samantha 2-night trip
Posted 4 days ago
DoubleTree by Hilton Hotel Portland

Frequently asked questions

What are some accommodation options with pools in Windham?
Clarion Pointe South Portland: Hotel located near Maine Mall. Features an indoor pool, an outdoor pool and daily. Clarion Hotel Portland Airport ME: Hotel, 11-minute walk from Thompson's Point. Offers free self parking, a pool and complimentary wireless Internet access. Quality Inn & Suites South Portland: Hotel located near Thompson's Point. Features a seasonal outdoor pool, an indoor pool and a sauna. Portland Regency Hotel & Spa: Hotel, 2-minute walk from Old Orchard Beach. Offers free self parking, a seasonal outdoor pool and televisions. Comfort Inn South Portland Airport: Hotel, 6-minute walk from Maine Mall. Features daily, an indoor pool and free self parking.
What is there to see and do in Windham?
Make a point to visit attractions such as Little Sebago Lake and Seacoast Adventure. Discover sights such as Sebago Lake, Sebago Lake Basin and Forest Lake 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 the local weather in Windham 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 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Windham are January, March, February and December, with each month seeing an average of 19 cm of snowfall.

Explore a world of travel with Expedia