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Find Hotels with a Pool in Ashland, NY

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Check availability on Ashland Hotels with a Pool

Tonight
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Ashland hotels with a pool

Indoor pool
Exterior
Exterior
View from room

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
￥15,525
￥19,420 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Vienna
Outdoor pool
Meeting facility
Porch
Room, 2 Double Beds

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.
￥18,433
￥19,908 total
includes taxes & fees
Sep 14 - Sep 15
Moore's Motel
Outdoor pool
Exterior
Exterior
Lobby sitting area

3. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
￥13,275
￥14,602 total
includes taxes & fees
Sep 22 - Sep 23
The Colonial Motel
Pool
Living area
Living area
Exterior

4. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
￥22,926
￥24,760 total
includes taxes & fees
Sep 14 - Sep 15
The Winwood Condominiums
Pool
Lobby
Exterior
Living area

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.
￥29,719
￥35,390 total
includes taxes & fees
Sep 16 - Sep 17
Kaatskill Mountain Club & Condos by Vail Resorts
Pool
Bathroom
Exterior
Exterior

6. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
￥39,577
￥50,424 total
includes taxes & fees
Sep 20 - Sep 21
Wylder Hotel Windham
Outdoor pool
Terrace/patio
Front of property
Fireplace

7. Shandaken Inn

Shandaken Inn
Shandaken
  • Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
￥31,106
￥34,839 total
includes taxes & fees
Oct 1 - Oct 2
Shandaken Inn
Exterior
Private kitchen
Interior
Bathroom

8. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
￥19,969
￥34,175 total
includes taxes & fees
Sep 14 - Sep 15
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Premium Room
Property amenity
Premium Room
Property amenity

9. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
￥24,578
￥27,527 total
includes taxes & fees
Sep 14 - Sep 15
Catskill Seasons Inn
Pool
Room
Interior
Property grounds

10. Cozy Mountain Dome Escape in the Catskills

Cozy Mountain Dome Escape in the Catskills
Gilboa
￥14,516
￥25,720 total
includes taxes & fees
Sep 14 - Sep 15
Cozy Mountain Dome Escape in the Catskills
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Choose what matters most at hotels with a pool in Ashland

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Ashland Hotel Reviews

Frequently asked questions

What are some hotels with pools in Ashland?
Hunter Lodge, a Bluebird by Lark: Offers daily, an indoor pool, and free self parking. Hotel Vienna: Provides a full-service spa, a seasonal outdoor pool, and a snack bar/deli. 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: Offers a snack bar/deli, a seasonal outdoor pool, and on-the-go. The Graham & Co.: Provides free self parking, a seasonal outdoor pool, and complimentary bicycles.
What is there to see and do in Ashland?
The picturesque setting of Belleayre Beach and East Branch Delaware River 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 into account the local weather in Ashland is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Ashland are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

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