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

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Check availability on Ashland Hotels with Pool

Tonight
31 Aug - 1 Sept
Tomorrow
1 Sept - 2 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Ashland hotels with a pool

Indoor pool
Exterior
View from room
Exterior

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
€122
includes taxes & fees
14 Sept - 15 Sept
Hotel Vienna
Outdoor pool
Property entrance
Exterior
Lobby sitting area

2. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
€85
includes taxes & fees
1 Sept - 2 Sept
The Colonial Motel
Outdoor pool
Porch
Room, 2 Double Beds
Porch

3. Moore's Motel

Moore's Motel
Prattsville
  • Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
€112
includes taxes & fees
1 Sept - 2 Sept
Moore's Motel
Pool
Room
Living area
Living area

4. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
€167
includes taxes & fees
1 Sept - 2 Sept
The Winwood Condominiums
Pool
Exterior
Living area
Lobby

5. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
  • Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
€193
includes taxes & fees
30 Sept - 1 Oct
Kaatskill Mountain Club & Condos by Vail Resorts
Pool
Exterior
Exterior
Bathroom

6. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
€299
includes taxes & fees
10 Sept - 11 Sept
Wylder Hotel Windham
Property amenity
Deluxe Double Room
Deluxe Double Room | Bathroom
Premium Double Room

7. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
€155
includes taxes & fees
1 Sept - 2 Sept
Catskill Seasons Inn
Outdoor pool
Front of property
Terrace/patio
Fireplace

8. Shandaken Inn

Shandaken Inn
Shandaken
  • Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
€196
includes taxes & fees
1 Oct - 2 Oct
Shandaken Inn
Terrace/patio
Exterior
Property grounds
Fireplace

9. The Graham & Co.

The Graham & Co.
Phoenicia
  • Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
€156
includes taxes & fees
8 Sept - 9 Sept
The Graham & Co.
Pool
Property grounds
Room
Interior

10. Boutique Glamping Dome in the Catskill Mountains

Boutique Glamping Dome in the Catskill Mountains
Gilboa
€176
includes taxes & fees
1 Sept - 2 Sept
Boutique Glamping Dome in the Catskill Mountains
View all properties

Choose what matters most at hotels with a pool in Ashland

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Ashland Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"We really enjoyed the experience."
David 2-night trip
Posted 6 hours ago
Hotel Vienna
The Graham & Co.

The Graham & Co.

10/10 Excellent
"Wonderful Stay"
Daniel 2-night trip
Posted 5 days ago
The Graham & Co.

Frequently asked questions

What are some hotels with pools in Ashland?
Hunter Lodge, a Bluebird by Lark: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Wylder Hotel Windham: Provides a full-service spa, a seasonal outdoor pool and complimentary bicycles. Emerson Resort & Spa: Hotel, 1-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool and a sauna. Kaatskill Mountain Club & Condos by Vail Resorts: Hotel located near Windham Mountain Resort. Features daily, an indoor pool and free self parking. Urban Cowboy Lodge: Offers 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 Belleayre Beach and East Branch Delaware River 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.