Ashland Hotel Guide - Hotels with Pool in Ashland, New York

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Check availability on Ashland Hotels with Pool

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun

Our top choices for Ashland hotels with a pool

Seasonal outdoor pool, pool umbrellas, pool loungers

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (444 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is €84
includes taxes & fees
2 Jun - 3 Jun
The Colonial Motel
Seasonal outdoor pool

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (283 reviews)
  • cleanliness
    Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
The price is €198
includes taxes & fees
17 Jun - 18 Jun
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
9.0 out of 10, Wonderful, (68 reviews)
  • cleanliness
    Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
The price is €189
includes taxes & fees
3 Jun - 4 Jun
Emerson Resort & Spa
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (41 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is €148
includes taxes & fees
3 Jun - 4 Jun
The Graham & Co.
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (804 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is €138
includes taxes & fees
1 Jul - 2 Jul
Hotel Vienna
Seasonal outdoor pool

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (253 reviews)
  • cleanliness
    Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
The price is €134
includes taxes & fees
3 Jun - 4 Jun
Catskill Seasons Inn
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (168 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
The price is €111
includes taxes & fees
2 Jun - 3 Jun
Moore's Motel
Outdoor pool, pool umbrellas, pool loungers

Eastwind Oliverea Valley

Eastwind Oliverea Valley
3.5 star property
Big Indian
9.4 out of 10, Exceptional, (47 reviews)
The price is €256
includes taxes & fees
9 Jun - 10 Jun
Eastwind Oliverea Valley
Outdoor pool

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (364 reviews)
  • cleanliness
    Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
The price is €198
includes taxes & fees
1 Jun - 2 Jun
Kaatskill Mountain Club & Condos by Vail Resorts
Seasonal outdoor pool

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (353 reviews)
  • cleanliness
    Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is €157
includes taxes & fees
1 Jun - 2 Jun
The Winwood Condominiums
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 place"
John 1-night trip
Posted 1 day ago
Hotel Vienna

Frequently asked questions

What are some hotels with pools in Ashland?
Firepit, Cozy Farmhouse & Adventure Nearby | Catskill Park Farm by AvantStay: Hotel located near Catskill Mountains. Provides a full-service spa, a seasonal outdoor pool and complimentary bicycles. Hunter Lodge, a Bluebird by Lark: Offers a snack bar/deli, a seasonal outdoor pool and on-the-go. Emerson Resort & Spa: Hotel, 2-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool and a sauna. Urban Cowboy Lodge: Features a sauna, an outdoor pool and spa services. The Graham & Co.: Offers free self parking, a seasonal outdoor pool and complimentary bicycles.
What is there to see and do in Ashland?
The picturesque settings 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 the local weather in Ashland into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Ashland are January, March, December and November, with each month seeing an average of 18 cm of snowfall.