Find Hotels with a Pool in Ashland, NY

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Check availability on Ashland Hotels with a Pool

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, (54 reviews)
  • cleanliness
    Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
The price is ￥27,617
￥30,932 total
includes taxes & fees
Mar 17 - Mar 18
Emerson Resort & Spa
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (777 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is ￥21,420
￥23,134 total
includes taxes & fees
Mar 17 - Mar 18
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, (9 reviews)
The price is ￥35,939
￥85,564 total
includes taxes & fees
Mar 17 - Mar 18
Bear House Catskills: Private Pool, Pond & Hot Tub, Work & Dog-Friendly
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (93 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is ￥25,186
￥35,187 total
includes taxes & fees
Mar 17 - Mar 18
Wylder Hotel Windham
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.8 out of 10, Exceptional, (26 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is ￥20,358
￥22,802 total
includes taxes & fees
Mar 29 - Mar 30
The Graham & Co.
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 ￥15,654
￥33,710 total
includes taxes & fees
Mar 17 - Mar 18
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
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 ￥15,654
￥33,710 total
includes taxes & fees
Mar 17 - Mar 18
Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
Seasonal outdoor pool

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (252 reviews)
  • cleanliness
    Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
The price is ￥17,730
￥19,858 total
includes taxes & fees
Mar 27 - Mar 28
Catskill Seasons Inn
Outdoor pool, pool umbrellas, sun loungers

Eastwind Oliverea Valley

Eastwind Oliverea Valley
2.0 star property
Big Indian
9.4 out of 10, Exceptional, (41 reviews)
The price is ￥30,286
￥41,243 total
includes taxes & fees
Mar 17 - Mar 18
Eastwind Oliverea Valley
Pool

Mtn House w/ Hot Tub & Sauna @ Scribners, Sleeps 4

Mtn House w/ Hot Tub & Sauna @ Scribners, Sleeps 4
Tannersville
The price is ￥25,717
￥51,256 total
includes taxes & fees
Mar 17 - Mar 18
Mtn House w/ Hot Tub & Sauna @ Scribners, Sleeps 4
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
"Great location for mountain. Clean. Very reasonable pricing. Friendly staff. "
Anthony 1-night trip
Posted 2 days ago
Hotel Vienna

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: Offers 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.