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Ashland Hotel with Pool

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Check availability on Ashland Hotel with Pool

Tonight
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Ashland hotels with a pool

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
HK$910
HK$1,119 total
includes taxes & fees
27 Aug - 28 Aug
Hotel Vienna

2. Moore's Motel

Moore's Motel
Prattsville
  • Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
HK$941
HK$1,016 total
includes taxes & fees
25 Aug - 26 Aug
Moore's Motel

3. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
HK$699
HK$768 total
includes taxes & fees
26 Aug - 27 Aug
The Colonial Motel

4. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
HK$1,306
HK$1,410 total
includes taxes & fees
25 Aug - 26 Aug
The Winwood Condominiums

5. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
  • Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
HK$1,443
HK$1,718 total
includes taxes & fees
25 Aug - 26 Aug
Kaatskill Mountain Club & Condos by Vail Resorts

6. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
HK$1,711
HK$2,240 total
includes taxes & fees
26 Aug - 27 Aug
Wylder Hotel Windham

7. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
HK$1,254
HK$1,405 total
includes taxes & fees
25 Aug - 26 Aug
Catskill Seasons Inn

8. Cozy Mountain Dome Escape in the Catskills

Cozy Mountain Dome Escape in the Catskills
Gilboa
HK$947
HK$1,570 total
includes taxes & fees
26 Aug - 27 Aug
Cozy Mountain Dome Escape in the Catskills

9. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
HK$1,686
HK$4,327 total
includes taxes & fees
23 Sept - 24 Sept
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

10. The Graham & Co.

The Graham & Co.
Phoenicia
  • Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
HK$1,262
HK$1,413 total
includes taxes & fees
8 Sept - 9 Sept
The Graham & Co.
View all properties

Choose what matters most at hotels with a pool in Ashland

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Ashland Hotel Reviews

Catskill Seasons Inn

Catskill Seasons Inn

10/10 Excellent
"Easy self check-in, clean room, nice pool, nice fire pit, plenty of parking."
Christian 2-night trip
Posted 21 hours ago
Catskill Seasons Inn
The Graham & Co.

The Graham & Co.

10/10 Excellent
"This recently renovated hotel is delightfully retro chic. Comfortable, clean, and well run. Three fire pits make for fun evenings with children eating s'mores. Coffee ready every morning (with real milk and cream) in the reception area and continental breakfasts delivered to your door on weekends. Lovely pool area. Short walk to downtown Phoenicia shops and restaurants. We enjoyed our stay!"
Linda 4-night trip
Posted 2 days ago
The Graham & Co.

Frequently asked questions

What are some hotels with pools in Ashland?
Hunter Lodge, a Bluebird by Lark: Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Wylder Hotel Windham: Provides a full-service spa, a seasonal outdoor pool and complimentary bicycles. Emerson Resort & Spa: Hotel, 1-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool and a sauna. Kaatskill Mountain Club & Condos by Vail Resorts: Features daily, an indoor pool and free self parking. Urban Cowboy Lodge: Offers a snack bar/deli, a seasonal outdoor pool and on-the-go.
What is there to see and do in Ashland?
The picturesque settings of Mountain Top Arboretum and Belleayre Beach showcase the area's natural beauty. Discover sights such as Ashland Town Hall during your stay.
When is the best time to book a hotel with a pool in Ashland?
Taking the local weather in Ashland into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Ashland are January, March, December and November, with each month seeing an average of 18 cm of snowfall.

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