Find Hotels with a Pool in Ashland, NY from CA $133
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Aug 14 - Aug 16Our top choices for Ashland hotels with a pool
1. Hotel Vienna
Hotel ViennaWindham
- Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
CA $183
CA $222 total
includes taxes & fees
Aug 11 - Aug 12
2. Moore's Motel
Moore's MotelPrattsville
- Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
CA $168
CA $182 total
includes taxes & fees
Aug 11 - Aug 12
3. The Colonial Motel
The Colonial MotelGrand Gorge
- Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
CA $121
CA $133 total
includes taxes & fees
Aug 24 - Aug 25
4. The Winwood Condominiums
The Winwood CondominiumsWindham
- Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
CA $233
CA $252 total
includes taxes & fees
Aug 11 - Aug 12
5. Wylder Hotel Windham
Wylder Hotel WindhamWindham
- Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
CA $281
CA $374 total
includes taxes & fees
Aug 11 - Aug 12
6. Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail ResortsHunter
- Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
CA $278
CA $331 total
includes taxes & fees
Sep 7 - Sep 8
7. Catskill Seasons Inn
Catskill Seasons InnShandaken
- Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
CA $224
CA $251 total
includes taxes & fees
Aug 11 - Aug 12
8. Shandaken Inn
Shandaken InnShandaken
- Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
CA $289
CA $323 total
includes taxes & fees
Aug 10 - Aug 11
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Top Ashland Hotel Reviews
The Graham & Co.
10/10 Excellent
"This was my family’s third time staying at the Graham & Co. and every single stay has been wonderful. My family has grown a lot since our first stay 10 years ago, so staying in the bungalow gave everyone enough space while keeping us close. The room and grounds are very clean and well kept. The staff were so attentive. We arrived very late and they were great about giving us an option of seamless access to our room. We will certainly be back soon."
Catskill Seasons Inn
8/10 Good
"This hotel was decent. It could use a bit of upkeep. The room was pretty clean and it was very pet friendly. The pool was clean and in good condition. Our kids were disappointed that there was no basketball hoop (as was described in the booking details) and there was also no waffle station (that was also in the description). Breakfast was only included on the weekend, not weekdays. Our son was also disappointed that the game room was locked after breakfast was over so he could not play pool. We did use the kitchen, so it was nice to have the option to cook in our room."
Hotel Vienna
10/10 Excellent
"Fresh croissants for breakfast"
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