Ashland Hotel Guide - Hotels with Pool in Ashland, New York

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Check availability on Ashland Hotels with 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 €149
includes taxes & fees
21 Jan - 22 Jan
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, pool 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 €84
includes taxes & fees
19 Jan - 20 Jan
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 €111
includes taxes & fees
21 Jan - 22 Jan
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 €143
includes taxes & fees
21 Jan - 22 Jan
Catskill Seasons Inn
Pool

Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!

Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
Lanesville
10.0 out of 10, Exceptional, (1 review)
"Such a great one bedroom, ski in/out it was right on the Highlands trail. Place was newly done lots of fresh wood. The electric heater and fireplace is super cute! Nice big shower we really enjoyed it."
United States
Kristin C.
The price is €207
includes taxes & fees
21 Jan - 22 Jan
Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
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 €203
includes taxes & fees
23 Jan - 24 Jan
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 €253
includes taxes & fees
19 Jan - 20 Jan
Emerson Resort & Spa
Pool

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Hunter Highlands
9.8 out of 10, Exceptional, (9 reviews)
"Took a quick trip up to Hunter Mountain and needed a place to stay. We found a winner, very comfortable and clean with some nice amenities! Max (the owner) was an absolute pleasure to deal with.....highly recommended. "
United States
John M.
The price is €202
includes taxes & fees
20 Jan - 21 Jan
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Property grounds

Cold Spring Lodge - Hotel A

Cold Spring Lodge - Hotel A
Big Indian
The price is €143
includes taxes & fees
20 Jan - 21 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.
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Top Ashland Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"We stay here often and always have a great experience. Clean room,super comfortable bed and friendly staff (especially the sweet blonde lady that works Sunday night and Monday morning-it skipped my mind to ask what her name was but she is very nice every time). "
Katerina 1-night trip
Posted 10 days ago
Hotel Vienna

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 such as Hunter Mountain while you're in the area. Make a point to visit attractions such as Mountain Top Arboretum and Zoom Flume.
When is the best time to book a hotel with a pool in Ashland?
Taking the local weather in Ashland into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Ashland are January, March, December and November, with each month seeing an average of 18 cm of snowfall.