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Find Hotels with a Pool in Ashland, NY

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Check availability on Ashland Hotels with a Pool

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

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, (449 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is AED 306
AED 337 total
includes taxes & fees
5 Jul - 6 Jul
The Colonial Motel
Seasonal outdoor pool

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (288 reviews)
  • cleanliness
    Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
The price is AED 757
AED 848 total
includes taxes & fees
19 Jul - 20 Jul
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, (75 reviews)
  • cleanliness
    Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
The price is AED 792
AED 887 total
includes taxes & fees
28 Jul - 29 Jul
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 AED 547
AED 613 total
includes taxes & fees
7 Jul - 8 Jul
Catskill Seasons Inn
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (817 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is AED 489
AED 592 total
includes taxes & fees
9 Jul - 10 Jul
Hotel Vienna
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.4 out of 10, Exceptional, (43 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 564
AED 632 total
includes taxes & fees
13 Jul - 14 Jul
The Graham & Co.
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 AED 441
AED 476 total
includes taxes & fees
2 Jul - 3 Jul
Moore's Motel
Pool

Cozy Mountain Dome Escape in the Catskills

Cozy Mountain Dome Escape in the Catskills
Gilboa
10.0 out of 10, Exceptional, (4 reviews)
The price is AED 424
AED 701 total
includes taxes & fees
30 Jun - 1 Jul
Cozy Mountain Dome Escape in the Catskills
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 AED 929
AED 1,217 total
includes taxes & fees
15 Jul - 16 Jul
Eastwind Oliverea Valley
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 AED 840
AED 1,091 total
includes taxes & fees
10 Jul - 11 Jul
Wylder Hotel Windham
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
"Lovely room. Great staff. Very enjoyable stay!"
Hope 2-night trip
Posted 2 days ago
Hotel Vienna

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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: Features daily, an indoor pool, and free self parking. Emerson Resort & Spa: Hotel, 2-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool, and a sauna. Hotel Vienna: Offers a snack bar/deli, a seasonal outdoor pool, and on-the-go. Kaatskill Mountain Club & Condos by Vail Resorts: Provides 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.