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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 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 Rp2.612.194
Rp2.925.455 total
includes taxes & fees
8 Feb - 9 Feb
The Graham & Co.

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (758 reviews)
"Always stay here during the skies season."
United States
Benjamin
Hotel Vienna

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (420 reviews)
"Awesome place!"
United States
Richard
The price is Rp1.500.622
Rp1.650.682 total
includes taxes & fees
18 Feb - 19 Feb
The Colonial Motel

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 Rp4.026.754
Rp4.960.980 total
includes taxes & fees
22 Feb - 23 Feb
Emerson Resort & Spa

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (163 reviews)
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
The price is Rp2.021.040
Rp2.182.723 total
includes taxes & fees
9 Feb - 10 Feb
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 Rp2.509.458
Rp2.810.593 total
includes taxes & fees
18 Feb - 19 Feb
Catskill Seasons Inn

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, (346 reviews)
"great location and everything you need! heated pool and hot tubs make it so amazing. "
United States
giuseppina
The price is Rp4.126.290
Rp4.913.654 total
includes taxes & fees
11 Feb - 12 Feb
Kaatskill Mountain Club & Condos by Vail Resorts

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.6 out of 10, Excellent, (347 reviews)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is Rp3.351.558
Rp3.619.683 total
includes taxes & fees
9 Feb - 10 Feb
Winwood Condominiums by Windham Mountain Club
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.

Choose what matters most at hotels with a pool in Ashland

Top Ashland Hotel Reviews

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. Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Urban Cowboy Lodge: Features a full-service spa, a seasonal outdoor pool and complimentary bicycles. Wylder Hotel Windham: Offers a snack bar/deli, a seasonal outdoor pool and on-the-go.
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.