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

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 AED 570
AED 638 total
includes taxes & fees
25 Jan - 26 Jan
The Graham & Co.

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (746 reviews)
"clean room friendly staff great option for quick stay if snowboarding near by"
United States
Aleksandra
Hotel Vienna

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (414 reviews)
"Awesome place!"
United States
Richard
The price is AED 327
AED 360 total
includes taxes & fees
25 Jan - 26 Jan
The Colonial Motel

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (162 reviews)
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
The price is AED 441
AED 476 total
includes taxes & fees
23 Jan - 24 Jan
Moore's Motel

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (249 reviews)
"Great stay!!! "
United States
Jordana
The price is AED 547
AED 613 total
includes taxes & fees
25 Jan - 26 Jan
Catskill Seasons Inn

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 AED 632
AED 866 total
includes taxes & fees
23 Jan - 24 Jan
Wylder Hotel Windham

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (345 reviews)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is AED 694
AED 750 total
includes taxes & fees
25 Jan - 26 Jan
Winwood Condominiums by Windham Mountain Club

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (47 reviews)
"The Emerson exceeded my expectations! Property was beautiful, room was beautiful, staff beyond friendly. Will definitely return"
United States
Margaret
The price is AED 852
AED 1,049 total
includes taxes & fees
26 Jan - 27 Jan
Emerson Resort & Spa

Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2
Big Indian
9.6 out of 10, Exceptional, (4 reviews)
"We had a nice relaxing stay"
United States
Michael
The price is AED 559
AED 1,038 total
includes taxes & fees
27 Jan - 28 Jan
Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Hotel A

Cold Spring Lodge - Hotel A
Big Indian
The price is AED 347
AED 594 total
includes taxes & fees
27 Jan - 28 Jan
Cold Spring Lodge - Hotel A
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

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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.