Windham Hotel with Pool

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Windham Hotel with Pool

This weekend
Next weekend

Our top choices for Windham hotels with a pool

Dormir

Dormir
3.0 star property
Windham
8.8 out of 10, Excellent, (1001)
"Clean and comfortable rooms, very helpful staff and a good breakfast."
United States
Wendy
The price is HK$723
HK$788 total
includes taxes & fees
29 Dec - 30 Dec
Dormir

Germaine Inn South Portland

Germaine Inn South Portland
2.0 star property
Thorton Heights
7.6 out of 10, Good, (403)
"Amazing price, clean comfortable room, heated pool, free breakfast. "
United States
Sue
The price is HK$497
HK$542 total
includes taxes & fees
31 Dec - 1 Jan 2026
Germaine Inn South Portland

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall
2.0 star property
South Portland
7.8 out of 10, Good, (1371)
"Clean hotel with friendly staff."
Canada
Mike
The price is HK$504
HK$549 total
includes taxes & fees
8 Jan - 9 Jan 2026
Spark by Hilton Portland Airport Maine Mall

Long Creek Hotel by IHG

Long Creek Hotel by IHG
2.5 star property
South Portland
7.4 out of 10, Good, (1001)
"Love this place!"
United States
Paula
The price is HK$588
HK$641 total
includes taxes & fees
26 Dec - 27 Dec
Long Creek Hotel by IHG

The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
3.5 star property
Freeport
9.4 out of 10, Exceptional, (879)
"Great stay "
United States
Sofia
The price is HK$847
HK$924 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Harraseeket Inn & Event House Freeport Downtown

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
3.5 star property
Portland
9.4 out of 10, Exceptional, (1133)
"Room was spotless and the staff was extremely friendly and knowledgeable! Would definitely stay here again!"
United States
Lori ann
The price is HK$727
HK$804 total
includes taxes & fees
19 Jan - 20 Jan 2026
Embassy Suites by Hilton Portland Maine

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very good, (1319)
"Very nice, fun pool, lovely staff"
United States
Sara
The price is HK$519
HK$566 total
includes taxes & fees
6 Jan - 7 Jan 2026
DoubleTree by Hilton Hotel Portland

Residence Inn Portland Downtown/Waterfront

Residence Inn Portland Downtown/Waterfront
3.0 star property
East Bayside
8.8 out of 10, Excellent, (1000)
"Clean, friendly staff, prompt shuttle service, good breakfasts"
United States
Brandy Morris
The price is HK$638
HK$705 total
includes taxes & fees
5 Jan - 6 Jan 2026
Residence Inn Portland Downtown/Waterfront

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area
2.5 star property
South Portland
8.8 out of 10, Excellent, (1671)
"Staff was friendly and hotel was clean."
United States
Dianna
The price is HK$536
HK$584 total
includes taxes & fees
25 Jan - 26 Jan 2026
Tru by Hilton Portland Airport Area

Fairfield Inn & Suites by Marriott Brunswick Freeport

Fairfield Inn & Suites by Marriott Brunswick Freeport
2.5 star property
Brunswick
8.8 out of 10, Excellent, (438)
"Room were very clean, staff friendly, and breakfast selection and breakfast staff exceptional "
United States
VIENGMANIVONE
The price is HK$855
HK$932 total
includes taxes & fees
10 Jan - 11 Jan 2026
Fairfield Inn & Suites by Marriott Brunswick Freeport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Windham Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Windham?
Dormir: Features buffet, a pool and free self parking. Clarion Hotel Portland Airport ME: Hotel located near Maine Mall. Offers free self parking, a pool and complimentary wireless Internet access. The Westin Portland Harborview: Provides a sauna, a pool and complimentary bicycles. Portland Regency Hotel & Spa: Hotel, 1-minute walk from Maine Mall. Features a snack bar/deli, an outdoor pool and free self parking. Tru by Hilton Portland Airport Area: Hotel located near Maine Mall. Offers a snack bar/deli, an indoor pool and buffet.
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 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 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