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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
28 Sep - 29 Sep
Tomorrow
29 Sep - 30 Sep
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Ashland hotels with a pool

Indoor pool
View from room
Exterior
Exterior

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
AED 426
AED 524 total
includes taxes & fees
1 Oct - 2 Oct
Hotel Vienna
Outdoor pool
Porch
Porch
Meeting facility

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.
AED 441
AED 476 total
includes taxes & fees
29 Sep - 30 Sep
Moore's Motel
Seasonal outdoor pool, pool umbrellas, sun loungers
Exterior
Exterior
Property entrance

3. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
AED 281
AED 310 total
includes taxes & fees
7 Oct - 8 Oct
The Colonial Motel
Seasonal outdoor pool
Living area
Living area
Blackout drapes, WiFi (free), bed sheets

4. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
AED 548
AED 592 total
includes taxes & fees
29 Sep - 30 Sep
The Winwood Condominiums
Outdoor pool
Lobby
32-inch TV with cable channels
Exterior

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.
AED 724
AED 862 total
includes taxes & fees
27 Oct - 28 Oct
Kaatskill Mountain Club & Condos by Vail Resorts
Outdoor pool
Restaurant
Hair dryer, bathrobes, towels
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.
AED 983
AED 1,246 total
includes taxes & fees
29 Oct - 30 Oct
Wylder Hotel Windham
Property amenity
Deluxe Suite, 3 Bedrooms | Premium bedding, down comforters, iron/ironing board (on request)
Deluxe Suite, 3 Bedrooms | Premium bedding, down comforters, iron/ironing board (on request)
Property amenity

7. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
AED 588
AED 658 total
includes taxes & fees
29 Sep - 30 Sep
Catskill Seasons Inn
Exterior
Interior
Coffee/tea maker, fridge, microwave, oven
Terrace/patio

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

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
AED 477
AED 793 total
includes taxes & fees
29 Sep - 30 Sep
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Pool
TV, fireplace
1 bedroom, travel crib, WiFi (free), bed sheets
Property grounds

9. Peaceful Dome Getaway in the Catskills

Peaceful Dome Getaway in the Catskills
Gilboa
AED 463
AED 745 total
includes taxes & fees
29 Sep - 30 Sep
Peaceful Dome Getaway in the Catskills
Terrace/patio
Front of property - evening/night
Property grounds
Fireplace

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.
AED 626
AED 701 total
includes taxes & fees
29 Sep - 30 Sep
The Graham & Co.
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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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Very nice property with very nice rooms and great staff. Would definitely recommend!"
Paul 1-night trip
Posted 3 days ago
Hotel Vienna

Frequently asked questions

What are some hotels with pools in Ashland?
Hunter Lodge, a Bluebird by Lark: Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Emerson Resort & Spa: Hotel located near Windham Mountain Resort. Provides daily, an indoor pool, and free self parking. Hotel Vienna: 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 a snack bar/deli, a seasonal outdoor pool, and on-the-go. Urban Cowboy Lodge: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool, and complimentary bicycles.
What is there to see and do in Ashland?
The picturesque setting 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 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.