Hotels with Pool & Resorts in Ashland from NZ$162

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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 NZ$288
includes taxes & fees
12 Feb - 13 Feb
The Graham & Co.
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (759 reviews)
"Always stay here during the skies season."
United States
Benjamin
Hotel Vienna
Seasonal outdoor pool, pool umbrellas, pool loungers

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (422 reviews)
"Awesome place!"
United States
Richard
The price is NZ$162
includes taxes & fees
11 Mar - 12 Mar
The Colonial Motel
Seasonal outdoor pool

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 NZ$276
includes taxes & fees
12 Feb - 13 Feb
Catskill Seasons Inn
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (164 reviews)
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
The price is NZ$214
includes taxes & fees
13 Mar - 14 Mar
Moore's Motel
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, (51 reviews)
"The Emerson exceeded my expectations! Property was beautiful, room was beautiful, staff beyond friendly. Will definitely return"
United States
Margaret
The price is NZ$454
includes taxes & fees
23 Feb - 24 Feb
Emerson Resort & Spa
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 NZ$464
includes taxes & fees
24 Feb - 25 Feb
Wylder Hotel Windham
Exterior

Bear House Catskills: Private Pool, Pond & Hot Tub

Bear House Catskills: Private Pool, Pond & Hot Tub
Cairo
10.0 out of 10, Exceptional, (9 reviews)
"Such a lovely home with nice details and comforts - thank you for a great stay!"
United States
Liz Z.
The price is NZ$896
includes taxes & fees
9 Mar - 10 Mar
Bear House Catskills: Private Pool, Pond & Hot Tub
Seasonal outdoor pool

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.6 out of 10, Excellent, (348 reviews)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is NZ$356
includes taxes & fees
22 Feb - 23 Feb
Winwood Condominiums by Windham Mountain Club
Interior

Rabbit Run at Carter Bridge Estate

Rabbit Run at Carter Bridge Estate
East Durham
10.0 out of 10, Exceptional, (1 review)
"Brand new! Renovated house. Great set up. We had to vacuum up a bunch of dead bugs around the house, but other than that we had a great time. About 30 mins to Hudson. Kids loved the playground, hot tub, and paddle boat. "
United States
david m.
The price is NZ$1,230
includes taxes & fees
26 Feb - 27 Feb
Rabbit Run at Carter Bridge Estate
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

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Top Ashland Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"The costumer service was more than great! Everyone was very friendly, easy to communicate with and helped me set up the sauna. Thank you for all the great work. Can’t wait to visit again. "
Nancy 1-night trip
Posted 4 days ago
Hotel Vienna

Frequently asked questions

What are some hotels with pools in Ashland?
Hunter Lodge, a Bluebird by Lark: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool and free self parking. Hotel Vienna: Hotel, 2-minute walk from Hunter Mountain. Provides 2 hot tubs, an outdoor pool and a sauna. Kaatskill Mountain Club & Condos by Vail Resorts: Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool and complimentary bicycles. Urban Cowboy Lodge: Provides a full-service spa, a seasonal outdoor pool and complimentary bicycles. Wylder Hotel 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 Irish Cultural Center 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.