
Ashland Hotels with Swimming Pool
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21 Aug - 23 AugOur top choices for Ashland hotels with a pool




1. Moore's Motel
Moore's MotelPrattsville
- Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
RM491
RM530 total
includes taxes & fees
13 Aug - 14 Aug




2. Hotel Vienna
Hotel ViennaWindham
- Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
RM545
RM659 total
includes taxes & fees
7 Sept - 8 Sept




3. The Colonial Motel
The Colonial MotelGrand Gorge
- Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
RM365
RM401 total
includes taxes & fees
16 Aug - 17 Aug




4. The Winwood Condominiums
The Winwood CondominiumsWindham
- Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
RM682
RM736 total
includes taxes & fees
16 Aug - 17 Aug




5. Wylder Hotel Windham
Wylder Hotel WindhamWindham
- Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
RM893
RM1,169 total
includes taxes & fees
24 Aug - 25 Aug




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.
RM849
RM1,011 total
includes taxes & fees
24 Aug - 25 Aug




7. Catskill Seasons Inn
Catskill Seasons InnShandaken
- Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
RM655
RM733 total
includes taxes & fees
13 Aug - 14 Aug
Top Ashland Hotel Reviews
Hotel Vienna
10/10 Excellent
"the back decks and the path"
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."