Find Hotels with a Pool in Ashland, NY

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Check availability on Ashland Hotels with a Pool

Tonight
24 Mar - 25 Mar
Tomorrow
25 Mar - 26 Mar
This weekend
27 Mar - 29 Mar
Next weekend
3 Apr - 5 Apr

Our top choices for Ashland hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.4 out of 10, Exceptional, (55 reviews)
  • cleanliness
    Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
The price is AED 608
AED 681 total
includes taxes & fees
31 Mar - 1 Apr
Emerson Resort & Spa
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (95 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is AED 553
AED 781 total
includes taxes & fees
27 Mar - 28 Mar
Wylder Hotel Windham
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (783 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
Hotel Vienna
Exterior

Bear House Catskills: Private Pool, Pond & Hot Tub, Work & Dog-Friendly

Bear House Catskills: Private Pool, Pond & Hot Tub, Work & Dog-Friendly
Cairo
10.0 out of 10, Exceptional, (10 reviews)
The price is AED 937
AED 2,102 total
includes taxes & fees
31 Mar - 1 Apr
Bear House Catskills: Private Pool, Pond & Hot Tub, Work & Dog-Friendly
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.8 out of 10, Exceptional, (27 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is AED 529
AED 593 total
includes taxes & fees
25 Mar - 26 Mar
The Graham & Co.
Pool

Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!

Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
Lanesville
10.0 out of 10, Exceptional, (3 reviews)
The price is AED 360
AED 771 total
includes taxes & fees
25 Mar - 26 Mar
Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
Pool

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Hunter Highlands
10.0 out of 10, Exceptional, (12 reviews)
The price is AED 400
AED 815 total
includes taxes & fees
13 Apr - 14 Apr
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Seasonal outdoor pool

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (351 reviews)
  • cleanliness
    Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is AED 621
AED 670 total
includes taxes & fees
26 Mar - 27 Mar
Winwood Condominiums by Windham Mountain Club
Seasonal outdoor pool

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (251 reviews)
  • cleanliness
    Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
The price is AED 452
AED 506 total
includes taxes & fees
1 Apr - 2 Apr
Catskill Seasons Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (436 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is AED 327
AED 360 total
includes taxes & fees
26 Mar - 27 Mar
The Colonial Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Ashland

Breakfast included
4 stars

Top Ashland Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"The hotel was very neat. The staffs were very nice. They made our stay very welcoming."
Carline 3-night trip
Posted 1 day ago
Hotel Vienna
Catskill Seasons Inn

Catskill Seasons Inn

8/10 Good
"The room was clean. Check in was easy. It has a main inn and the chalet behind the inn. The inn has the smaller rooms and a pub where you can have dinner and just hang out. "
Lissa 2-night trip
Posted 1 month ago
Catskill Seasons Inn

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Frequently asked questions

What are some hotels with pools in Ashland?
Hunter Lodge, a Bluebird by Lark: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking. Hotel Vienna: Hotel, 2-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool, and a sauna. Urban Cowboy Lodge: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool, and complimentary bicycles. Kaatskill Mountain Club & Condos by Vail Resorts: Features a sauna, an outdoor pool, and spa services. Eastwind Windham: Features a snack bar/deli, a seasonal outdoor pool, and on-the-go.
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.