Hotels with Pool & Resorts in Ashland from AU$140

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Check availability on Ashland Hotels with Pool

Tonight
25 Mar - 26 Mar
Tomorrow
26 Mar - 27 Mar
This weekend
27 Mar - 29 Mar
Next weekend
3 Apr - 5 Apr

Our top choices for Ashland hotels with a pool

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
9.4 out of 10, Exceptional, (55 reviews)
"The property was beautiful and the staff was helpful and friendly. "
United States
Jana
The price is AU$292
includes taxes & fees
30 Mar - 31 Mar
Emerson Resort & Spa
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (95 reviews)
"Beautiful scenery and great staff"
United States
Ransisi
The price is AU$304
includes taxes & fees
27 Mar - 28 Mar
Wylder Hotel Windham
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (784 reviews)
"The hotel was very neat. The staffs were very nice. They made our stay very welcoming."
United States
Carline
Hotel Vienna
Exterior

Bear House Catskills: Private Pool, Pond & Hot Tub, WFH, Dog-Friendly

Bear House Catskills: Private Pool, Pond & Hot Tub, WFH, Dog-Friendly
Cairo
10.0 out of 10, Exceptional, (10 reviews)
"Such a lovely home with nice details and comforts - thank you for a great stay!"
United States
Liz Z.
The price is AU$812
includes taxes & fees
26 Mar - 27 Mar
Bear House Catskills: Private Pool, Pond & Hot Tub, WFH, Dog-Friendly
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.8 out of 10, Exceptional, (27 reviews)
"The staff is super friendly and the place is fun"
United States
Naheima Nathalie
The price is AU$204
includes taxes & fees
7 Apr - 8 Apr
The Graham & Co.
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, (3 reviews)
"Had a wonderful weekend getaway here. The property is just as described, awesome communication and recs, and VERY convenient to the mountain. Would highly recommend if you are looking to relax and unwind away from the crowds that the nearby hotels have. Very conveniently located to some great restaurants and cafes. Thoroughly enjoyed ourselves! "
United States
Krista F.
The price is AU$306
includes taxes & fees
30 Mar - 31 Mar
Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
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
10.0 out of 10, Exceptional, (12 reviews)
"We couldn't ask for a better location for snowboarding at Hunter. Nice apartment. We'd definitely go back next time."
United States
Rui
The price is AU$317
includes taxes & fees
22 Apr - 23 Apr
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Seasonal outdoor pool

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (351 reviews)
"Great option for visiting Windham mountain! "
United States
Maria
The price is AU$261
includes taxes & fees
26 Mar - 27 Mar
Winwood Condominiums by Windham Mountain Club
Seasonal outdoor pool

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (251 reviews)
"Great stay!!! "
United States
Jordana
The price is AU$197
includes taxes & fees
1 Apr - 2 Apr
Catskill Seasons Inn
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, (436 reviews)
"Friendly staff and clean room"
United States
Karen
The price is AU$140
includes taxes & fees
29 Mar - 30 Mar
The Colonial Motel
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

Top Ashland Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"The hotel was very neat. The staffs were very nice. They made our stay very welcoming."
Carline 3-night trip
Posted 3 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. Features 2 hot tubs, an outdoor pool and a sauna. Urban Cowboy Lodge: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Kaatskill Mountain Club & Condos by Vail Resorts: Features a sauna, an outdoor pool and spa services. Eastwind Windham: Features a snack bar/deli, a seasonal outdoor pool and on-the-go.
What is there to see and do in Ashland?
The picturesque settings of Mountain Top Arboretum and Belleayre Beach showcase the area's natural beauty. Discover sights such as Ashland Town Hall during your stay.
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.