Hotels with Swimming Pool in Ashland, New York

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Check availability on Ashland Hotels with Swimming Pool

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

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, (443 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is P5,486
P6,034 total
includes taxes & fees
Jun 1 - Jun 2
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 P11,029
P12,351 total
includes taxes & fees
Jun 1 - Jun 2
Shandaken Inn
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 P9,956
P11,151 total
includes taxes & fees
Jun 15 - Jun 16
The Graham & Co.
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 P22,353
P25,035 total
includes taxes & fees
May 29 - May 30
Emerson Resort & Spa
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 P7,943
P8,896 total
includes taxes & fees
May 29 - May 30
Catskill Seasons Inn
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (802 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is P8,751
P10,516 total
includes taxes & fees
Jun 8 - Jun 9
Hotel Vienna
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (166 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
The price is P7,389
P7,980 total
includes taxes & fees
May 29 - May 30
Moore's Motel
Seasonal outdoor pool

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (353 reviews)
  • cleanliness
    Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is P10,406
P11,238 total
includes taxes & fees
May 31 - Jun 1
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, (47 reviews)
The price is P13,799
P18,351 total
includes taxes & fees
May 31 - Jun 1
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Melonie made me feel at home - super helpful and professional too"
walter 1-night trip
Posted 16 hours ago
Hotel Vienna
The Graham & Co.

The Graham & Co.

10/10 Excellent
"Loved the vibe!"
Barara 1-night trip
Posted 8 days ago
The Graham & Co.

Frequently asked questions

What are some hotels with pools in Ashland?
Hunter Lodge, a Bluebird by Lark: Hotel located near Catskill Mountains. Provides a full-service spa, a seasonal outdoor pool, and complimentary bicycles. Emerson Resort & Spa: Offers a snack bar/deli, a seasonal outdoor pool, and on-the-go. Urban Cowboy Lodge: Hotel, 2-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool, and a sauna. The Graham & Co.: Features a sauna, an outdoor pool, and spa services. Kaatskill Mountain Club & Condos by Vail Resorts: 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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