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Find Hotels with a Pool in Ashland, NY

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Check availability on Ashland Hotels with a Pool

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19

Our top choices for Ashland hotels with a pool

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, (450 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is NT$2,846
NT$3,131 total
includes taxes & fees
Jul 12 - Jul 13
The Colonial Motel
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (820 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is NT$4,540
NT$5,456 total
includes taxes & fees
Jul 28 - Jul 29
Hotel Vienna
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (45 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is NT$4,907
NT$5,496 total
includes taxes & fees
Jul 20 - Jul 21
The Graham & Co.
Seasonal outdoor pool

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (291 reviews)
  • cleanliness
    Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
The price is NT$6,584
NT$7,374 total
includes taxes & fees
Jul 28 - Jul 29
Shandaken Inn
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
9.2 out of 10, Wonderful, (78 reviews)
  • cleanliness
    Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
Emerson Resort & Spa
Seasonal outdoor pool

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (257 reviews)
  • cleanliness
    Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
The price is NT$4,760
NT$5,331 total
includes taxes & fees
Jul 12 - Jul 13
Catskill Seasons Inn
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (173 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
The price is NT$3,834
NT$4,140 total
includes taxes & fees
Jul 8 - Jul 9
Moore's Motel
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (100 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is NT$8,430
NT$10,701 total
includes taxes & fees
Jul 28 - Jul 29
Wylder Hotel Windham
Seasonal outdoor pool

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (354 reviews)
  • cleanliness
    Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is NT$5,149
NT$5,561 total
includes taxes & fees
Jul 6 - Jul 7
The Winwood Condominiums
Outdoor pool, pool umbrellas, sun loungers

Eastwind Oliverea Valley

Eastwind Oliverea Valley
3.5 star property
Big Indian
9.4 out of 10, Exceptional, (53 reviews)
The price is NT$8,597
NT$11,181 total
includes taxes & fees
Jul 9 - Jul 10
Eastwind Oliverea Valley
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

The Graham & Co.

The Graham & Co.

10/10 Excellent
"We had an amazing stay! The service was absolutely perfect from start to finish. The place has such a warm, family atmosphere, and you can truly feel how much the owners care about both their property and their guests—they live nearby, and their love for this place really shows. It’s also incredibly dog-friendly, which made our trip even more enjoyable. The amenities are outstanding and make it the perfect place to disconnect and recharge. We loved grilling outside, relaxing by the fire pit in the evening, and spending time by the pool while taking in the breathtaking mountain views. We highly recommend this place and can’t wait to come back!"
Alena 1-night trip
Posted 19 hours ago
The Graham & Co.

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 located near Catskill Mountains. Provides a full-service spa, a seasonal outdoor pool, and complimentary bicycles. Emerson Resort & Spa: Hotel, 2-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.

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