Hotels with Swimming Pool in Ashland, New York

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Our top choices for Ashland hotels with a pool

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (22)
"Amazing rustic getaway. They go above and beyond to ensure you are taken care of. Absolutely great experience, highly recommend."
United States
Mutasar
The price is P9,183
P10,284 total
includes taxes & fees
Jan 13 - Jan 14
The Graham & Co.

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (160)
"No frills, great value, friendly owners, clean rooms, hot showers with great pressure, heat worked well. Will return. "
United States
John
The price is P7,105
P7,673 total
includes taxes & fees
Jan 9 - Jan 10
Moore's Motel

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (736)
"Great service, nice and clean hotel."
United States
Mary
Hotel Vienna

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (409)
"Very friendly staff. Room is clean."
United States
Yan
The price is P5,275
P5,802 total
includes taxes & fees
Jan 21 - Jan 22
The Colonial Motel

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (246)
"Great stay!!! "
United States
Jordana
The price is P8,725
P9,772 total
includes taxes & fees
Jan 12 - Jan 13
Catskill Seasons Inn

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (46)
"Very clean and cozy "
United States
Robert
The price is P14,156
P17,440 total
includes taxes & fees
Jan 13 - Jan 14
Emerson Resort & Spa

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (91)
"Very nice hotel. Exactly what we needed."
United States
Nicolas
The price is P10,398
P14,198 total
includes taxes & fees
Jan 12 - Jan 13
Wylder Hotel Windham

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, (330)
"Excellent location , great staff and clean room. Very happy with our stay. "
United States
Jennifer
The price is P12,877
P15,334 total
includes taxes & fees
Jan 12 - Jan 13
Kaatskill Mountain Club & Condos by Vail Resorts
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.

Top Ashland Hotel Reviews

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.

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