Ashland Hotels from S$126

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
This weekend
22 Aug - 24 Aug
Next weekend
29 Aug - 31 Aug

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Ashland hotels

Our top choices for Ashland hotels

Catskill Motor Court Motel
Property grounds

Catskill Motor Court Motel

2.5 star property
5.8 out of 10, (111)
"We like the playground just in front of the room. The pool is closes. The motel is degraded and used. The owner is kind. We like our stay for the activities nearby in the Catskill region."
The price is S$136
includes taxes & fees
25 Aug - 26 Aug
Catskill Motor Court Motel
Wylder Hotel Windham
In-room safe, iron/ironing board, free cots/infant beds, rollaway beds

Wylder Hotel Windham

3.5 star property
8.6 out of 10, Excellent, (69)
"Quick and friendly "
The price is S$329
includes taxes & fees
25 Aug - 26 Aug
Wylder Hotel Windham
Eastwind Windham
Pet-friendly

Eastwind Windham

2.0 star property
9.2 out of 10, Wonderful, (59)
"excellent place to stay with great surrounding areas to explore and helpful friendly staff. "
The price is S$317
includes taxes & fees
1 Sept - 2 Sept
Eastwind Windham
Hotel Vienna
Exterior

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (621)
"Great hotel"
Hotel Vienna
Urban Cowboy Lodge
Restaurant

Urban Cowboy Lodge

5.0 star property
9.2 out of 10, Wonderful, (161)
"The staff here was amazing, had a great one night getaway and I wished we stayed longer! Definitely would come back! Service A plus! Food A plus! Scenery outstanding! Definitely recommend for a good wind down from ones busy day to day."
The price is S$244
includes taxes & fees
27 Aug - 28 Aug
Urban Cowboy Lodge
The Perch Hotel
1 bedroom, premium bedding, desk, cots/infant beds

The Perch Hotel

2.0 star property
9.0 out of 10, Wonderful, (14)
"Wonderful hotel i will recommend "
The price is S$267
includes taxes & fees
28 Aug - 29 Aug
The Perch Hotel
The Graham & Co.
Seasonal outdoor pool

The Graham & Co.

3.0 star property
9.6 out of 10, Exceptional, (15)
"Everything was great! A wonderful spot off the main road - super quiet and relaxing. Loved the nightly fire pit and breakfast each am. Really nice people and staff. Will be back! "
The price is S$209
includes taxes & fees
4 Sept - 5 Sept
The Graham & Co.
Catskill Seasons Inn
Mountain view

Catskill Seasons Inn

2.5 star property
8.2 out of 10, Very good, (222)
"Great Stay would definitely recommend "
The price is S$215
includes taxes & fees
25 Aug - 26 Aug
Catskill Seasons Inn
Albergo Allegria Hotel & Breakfast Restaurant
1 bedroom, premium bedding, down duvets, individually decorated

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (267)
"Friendly, clean, beautiful setting"
The price is S$217
includes taxes & fees
25 Aug - 26 Aug
Albergo Allegria Hotel & Breakfast Restaurant
Antique Rose Inn Windham
Front of property

Antique Rose Inn Windham

3.0 star property
9.0 out of 10, Wonderful, (121)
"We did not expect to share a bathroom. We should of done our homework on the place. Its a lovely place to stay. Owner is very friendly, breakfast was accommodating to our wishes."
The price is S$187
includes taxes & fees
1 Sept - 2 Sept
Antique Rose Inn Windham
Meadowood Inn
Front of property

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (254)
"excellent breakfast, friendly hostess, and clean facility. "
The price is S$173
includes taxes & fees
24 Aug - 25 Aug
Meadowood Inn
Eastwind Oliverea Valley
Terrace/patio

Eastwind Oliverea Valley

2.0 star property
9.4 out of 10, Exceptional, (31)
"A beautifully located and thoughtfully designed property with a warm and welcoming atmosphere - especially from Brendan and Gillian, who were both loads of fun and full of insights into the local area. Highly recommended!"
The price is S$533
includes taxes & fees
1 Sept - 2 Sept
Eastwind Oliverea Valley
Mountain Treasure B&B
Exterior

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (278)
"Great location, nice and peaceful"
The price is S$199
includes taxes & fees
1 Sept - 2 Sept
Mountain Treasure B&B
Starlite Motel
Exterior

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (262)
"Quaint little place in the mountains, quiet. Beds were comfortable."
The price is S$180
includes taxes & fees
27 Aug - 28 Aug
Starlite Motel
The Haüs Windham
1 bedroom, premium bedding, down duvets, memory-foam beds

The Haüs Windham

2.0 star property
8.0 out of 10, Very good, (11)
"Great place nice and clean"
The Haüs Windham
The Queen of the Catskills B&B
Front of property

The Queen of the Catskills B&B

3.0 star property
9.2 out of 10, Wonderful, (71)
"Rooms were good size and comfortable. Breakfast was delicious and any time from 6-11 am. Hosts were friendly and accommodating."
The price is S$291
includes taxes & fees
26 Aug - 27 Aug
The Queen of the Catskills B&B
Beds on Clouds
Porch

Beds on Clouds

3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
The price is S$238
includes taxes & fees
25 Aug - 26 Aug
Beds on Clouds
Phoenicia Lodge
Dining

Phoenicia Lodge

2.0 star property
9.0 out of 10, Wonderful, (25)
"Had a great stay! "
The price is S$273
includes taxes & fees
27 Aug - 28 Aug
Phoenicia Lodge
The Colonial Motel
Exterior

The Colonial Motel

2.5 star property
9.4 out of 10, Exceptional, (390)
"Great place!"
The price is S$126
includes taxes & fees
24 Aug - 25 Aug
The Colonial Motel
Kaatskill Mountain Club at Hunter Mountain
Outdoor pool

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
9.2 out of 10, Wonderful, (267)
"Very good place to stay"
The price is S$303
includes taxes & fees
1 Sept - 2 Sept
Kaatskill Mountain Club at Hunter Mountain
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Ashland

Venture to sights like Ashland Town Hall as you discover the local area in Ashland.

See all hotels in Ashland

Top Ashland Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Beautiful property. Lovely room with a very comfortable bed. Extremely helpful desk staff—I would like to extend my thanks especially to her. "
Laura 1-night trip
Posted 2 days ago
Hotel Vienna

Frequently asked questions

What's the best place for a stay in Ashland?

Hunter Lodge, a Bluebird by Lark, located 11.5 mi (18.4 km) from the heart of Ashland, is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Hotel Vienna and Urban Cowboy Lodge. See all available top hotels, or vacation rentals in Ashland.

If I need to cancel my hotel reservation in Ashland, will I receive a refund?

Yes, most hotel room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Ashland.

What are some accommodation options with pools in Ashland?

Hotel Vienna: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool and free self parking. Kaatskill Mountain Club at Hunter Mountain and Catskill Seasons Inn are two additional hotels with an on-site pool. View all hotels with pools in Ashland.

What is staying in Ashland like?

Visitors to Ashland will definitely find plenty to explore and enjoy. A top sight in the area is Hunter Mountain. In Ashland, there are 8 hotels and other accommodation options to choose from. Find out more about Ashland.

What should I do while I'm visiting Ashland?

A favourite place to visit is Ashland Town Hall. Additionally, you'll find Hunter Mountain in the area. Take a look at what more there is to see and do in Expedia's Ashland guide.

What's the weather like in Ashland?

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.