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

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Ashland Hotels with Pool

Tonight
30 Nov - 1 Dec
Tomorrow
1 Dec - 2 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Ashland Hotels with Pool

Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (21)
"A beautiful and relaxing getaway in the Catskills. Highly recommended. The room and grounds are clean and well maintained. The staff is friendly and attentive without being intrusive."
United States
Brian
The price is €132
includes taxes & fees
14 Dec - 15 Dec
The Graham & Co.
Outdoor pool
Wylder Hotel Windham

Wylder Hotel Windham

3.5 star property
Windham
8.6 out of 10, Excellent, (87)
"Really nice restored resort. Rooms were great, staff was friendly. The food is very good."
United States
Shane
The price is €201
includes taxes & fees
4 Dec - 5 Dec
Wylder Hotel Windham
Outdoor pool
Moore's Motel

Moore's Motel

2.5 star property
Prattsville
8.6 out of 10, Excellent, (158)
"Stay here every time we are in the area. And its always a great stay and a good time down the street at the prattsville tavern. Moores is excellent"
United States
John
The price is €112
includes taxes & fees
2 Dec - 3 Dec
Moore's Motel
Seasonal outdoor pool
Catskill Seasons Inn

Catskill Seasons Inn

2.5 star property
Shandaken
8.2 out of 10, Very good, (238)
"Great Stay would definitely recommend "
United States
Jay
The price is €115
includes taxes & fees
15 Dec - 16 Dec
Catskill Seasons Inn
Indoor pool
Hotel Vienna

Hotel Vienna

2.5 star property
Windham
9.4 out of 10, Exceptional, (713)
"Really great spot!"
United States
Aria
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, (405)
"Very cozy and clean space that had everything we needed in a great location for sightseeing. "
United States
Lisa
The price is €84
includes taxes & fees
2 Dec - 3 Dec
The Colonial Motel
Outdoor pool
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
Hunter
9.2 out of 10, Wonderful, (315)
"Great stay"
United States
Son
The price is €203
includes taxes & fees
3 Dec - 4 Dec
Kaatskill Mountain Club at Hunter Mountain
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)
"Very clean and cozy "
United States
Robert
The price is €245
includes taxes & fees
2 Dec - 3 Dec
Emerson Resort & Spa
Property grounds
Cold Spring Lodge - Hotel A

Cold Spring Lodge - Hotel A

Big Indian
Cold Spring Lodge - Hotel A
Exterior
Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2

Big Indian
9.6 out of 10, Exceptional, (4)
"We had a nice relaxing stay"
United States
Michael
The price is €219
includes taxes & fees
2 Dec - 3 Dec
Cold Spring Lodge - Cabin 2
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.
View all properties

Top Ashland Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"We paid $100?extra for Mountain View … and it was a mountain in a distance … that was not worth my money "
Ingrid 2-night trip
Posted 4 days ago
Hotel Vienna

Explore a world of travel with Expedia

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, 13-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool and a sauna. Urban Cowboy Lodge: Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool and complimentary bicycles. Kaatskill Mountain Club at Hunter Mountain: Hotel located near Catskill Mountains. Provides continental, a seasonal outdoor pool and free self parking. 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 Hobart Book Village.
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.