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

Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (22 reviews)
"This place was perfect for a quick hiking trip, very simple but has everything you need. Room was very comfy and clean. Would definitely stay here again! "
United States
Amanda
The price is ₩227,274
₩254,529 total
includes taxes & fees
Jan 28 - Jan 29
The Graham & Co.
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (741 reviews)
"Great service, nice and clean hotel."
United States
Mary
Hotel Vienna
Seasonal outdoor pool, pool umbrellas, sun loungers

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (413 reviews)
"Awesome place!"
United States
Richard
The price is ₩130,562
₩143,604 total
includes taxes & fees
Jan 19 - Jan 20
The Colonial Motel
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (160 reviews)
"No frills, great value, friendly owners, clean rooms, hot showers with great pressure, heat worked well. Will return. "
United States
John
The price is ₩175,841
₩189,908 total
includes taxes & fees
Jan 19 - Jan 20
Moore's Motel
Seasonal outdoor pool

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (247 reviews)
"Great stay!!! "
United States
Jordana
The price is ₩218,336
₩244,536 total
includes taxes & fees
Jan 19 - Jan 20
Catskill Seasons Inn
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (92 reviews)
"Very nice hotel. Exactly what we needed."
United States
Nicolas
The price is ₩252,221
₩345,666 total
includes taxes & fees
Jan 23 - Jan 24
Wylder Hotel Windham
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, (46 reviews)
"Very clean and cozy "
United States
Robert
The price is ₩350,348
₩431,625 total
includes taxes & fees
Jan 19 - Jan 20
Emerson Resort & Spa
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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Top Ashland Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Nice rooms and continental breakfast. Very reasonable price."
Benjamin 1-night trip
Posted 2 days ago
Hotel Vienna
Catskill Seasons Inn

Catskill Seasons Inn

10/10 Excellent
"Wonderful Place. Close to skiing. Very responsive. "
clifton 1-night trip
Posted 4 days ago
Catskill Seasons Inn

Frequently asked questions

What are some hotels with pools in Ashland?
Hotel Vienna: Hotel located near Windham Mountain Resort. Features daily, an indoor pool, and free self parking. Hunter Lodge, a Bluebird by Lark: Hotel, 2-minute walk from Hunter Mountain. Provides 2 hot tubs, an outdoor pool, and a sauna. Kaatskill Mountain Club & Condos by Vail Resorts: Provides a full-service spa, a seasonal outdoor pool, and complimentary bicycles. Urban Cowboy Lodge: Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. Eastwind Windham: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Ashland?
Explore places like Hunter Mountain while you're in the area. Make a point to visit attractions like Mountain Top Arboretum and Zoom Flume.
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.