Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Windham on Hotels.com. These Windham Hotels with a Pool consistently deliver on quality, location and traveller experience. Last updated on .
Hotels with a Pool in Windham
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09 Sept - 10 SeptTomorrow
10 Sept - 11 SeptThis weekend
11 Sept - 13 SeptNext weekend
18 Sept - 20 SeptHotels with a Pool in Windham
R1 893
R2 320 total
includes taxes & fees
13 Sept - 14 Sept
The Winwood Condominiums
The Winwood CondominiumsWindham
- Pool
- Free parking
- Free WiFi
- Gym
- Laundry facilities
- Child-friendly activities
R2 706
R2 922 total
includes taxes & fees
10 Sept - 11 Sept
R4 083
R5 209 total
includes taxes & fees
24 Sept - 25 Sept
Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail ResortsHunter
- Outdoor pool
- 2 hot tubs
R3 161
R3 765 total
includes taxes & fees
14 Sept - 15 Sept
R1 919
R2 073 total
includes taxes & fees
10 Sept - 11 Sept
R1 584
R1 742 total
includes taxes & fees
16 Sept - 17 Sept
The Graham & Co.
The Graham & Co.Phoenicia
- Pool
- Pet friendly
- Free parking
- Free WiFi
- Air conditioning
- Non-smoking
R2 727
R3 055 total
includes taxes & fees
13 Sept - 14 Sept
R3 600
R4 033 total
includes taxes & fees
01 Oct - 02 Oct
R1 747
R1 887 total
includes taxes & fees
10 Sept - 11 Sept
R3 519
R3 941 total
includes taxes & fees
21 Sept - 22 Sept
Catskill Seasons Inn
Catskill Seasons InnShandaken
- Pool
- Pet friendly
- Free parking
- Free WiFi
- Air conditioning
- Non-smoking
R2 559
R2 866 total
includes taxes & fees
10 Sept - 11 Sept
R1 600
R1 728 total
includes taxes & fees
13 Sept - 14 Sept
Crystal Brook Resort & Mountain Brauhaus
Crystal Brook Resort & Mountain BrauhausRound Top
- Pool
- Free breakfast
- Free parking
- Free WiFi
- Restaurant
- Air conditioning
R3 488
R3 768 total
includes taxes & fees
13 Sept - 14 Sept
R2 015
R2 257 total
includes taxes & fees
27 Sept - 28 Sept
R4 304
R5 599 total
includes taxes & fees
17 Sept - 18 Sept
R2 796
R3 132 total
includes taxes & fees
13 Sept - 14 Sept
Top landmarks in Windham
Windham Mountain Resort
9.0/10 (313 reviews)
Skiers and snowboarders might want to test out the slopes at Windham Mountain Resort, a skiing spot located 1.2 mi (1.9 km) from central Windham. If you master the slopes, Hunter Mountain and Mountain Trails Cross Country Ski and Snowshoe Center are also just a short drive away.
Windham Country Club
8.4/10 (20 reviews)
You might want to practise your swing at Windham Country Club, a golf course located 1 mi (1.6 km) from central Windham.
Windham Vineyards and Winery
9.0/10 (15 reviews)
Travellers might want a tour of Windham Vineyards and Winery, just one of the places to visit, located 3.4 mi (5.4 km) from central Windham.
Huntersfield State Forest
Huntersfield State Forest is 6.2 mi (9.9 km) from central Windham, why not stop by during your stay?
Elm Ridge Wild Forest
Elm Ridge Wild Forest is 3.5 mi (5.7 km) from central Windham, why not stop by during your stay?
Ashland Park
Ashland Park is 4.4 mi (7 km) from central Windham, why not stop by during your stay?
Frequently asked questions
What are the best hotels with a pool in Windham?
One of the best Windham hotels with a pool based on guest reviews is Hotel Vienna. Make the most of an electric car charging station and mountain views here. Every day can also be a pool day at The Country Place Resort - Home of Zoom Flume Water Park, another traveller favourite.
What are the cheapest hotels with a pool in Windham?
Enjoy all the poolside perks without the splurge at Hotel Vienna. This property also offers a firepit and an electric car charging station. Check out the range of cheap hotels in Windham with a pool from R1 728 and live it up for less.
What is the best time to stay in a hotel with a pool in Windham?
If you'd like to visit when crowds are smaller, head here in April. You could snag some great deals on Windham hotels with a pool around that time. The warmest conditions are in July, with temperatures ranging from 14ºC to 26ºC. It's coolest in January, which has averages of between -9ºC and -3ºC.
Are there any hotels with a pool in Windham with parking?
You'll find 2 156 Windham hotels with a pool and parking. Pull up and go for a dip at Hotel Vienna. Mountain views and an electric car charging station are included in your stay too. Or, head to The Country Place Resort - Home of Zoom Flume Water Park, where you can easily access both parking and a pool.
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