Search Ashland hotels

Start date: Check-in selected.
To Date
End date: Check-out
    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
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
This weekend
26 Sept - 28 Sept
Next weekend
3 Oct - 5 Oct

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Ashland

Catskill Motor Court Motel
Property grounds

Catskill Motor Court Motel

2.5 star property
5.8 out of 10, (120)
"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 NZ$174
includes taxes & fees
29 Sept - 30 Sept
Catskill Motor Court Motel
Eastwind Windham
Pet-friendly

Eastwind Windham

2.0 star property
9.2 out of 10, Wonderful, (61)
"excellent place to stay with great surrounding areas to explore and helpful friendly staff. "
Eastwind Windham
Hotel Vienna
Exterior

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (647)
"Lovely area and very friendly staff. Would definitely recommend!"
Hotel Vienna
Wylder Hotel Windham
The Windham Mountain View King with Balcony

Wylder Hotel Windham

3.5 star property
8.6 out of 10, Excellent, (71)
"Absolutely friendly welcome in the Hotel, very good food, cozy and clean rooms, in a very nice area in the nature. Will get back to this place"
The price is NZ$386
includes taxes & fees
24 Oct - 25 Oct
Wylder Hotel Windham
The Haüs Windham
Presidential Duplex, Fireplace, Mountain View

The Haüs Windham

2.0 star property
8.6 out of 10, Excellent, (14)
"Great place nice and clean"
The Haüs Windham
Antique Rose Inn Windham
Front of property

Antique Rose Inn Windham

3.0 star property
9.0 out of 10, Wonderful, (124)
"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 NZ$251
includes taxes & fees
29 Sept - 30 Sept
Antique Rose Inn Windham
Albergo Allegria Hotel & Breakfast Restaurant
Room 15

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (269)
"Nice people and great breakfast. "
The price is NZ$290
includes taxes & fees
28 Sept - 29 Sept
Albergo Allegria Hotel & Breakfast Restaurant
The Perch Hotel
Premium bedding, desk, cots/infant beds, rollaway beds

The Perch Hotel

2.0 star property
9.4 out of 10, Exceptional, (18)
"Beautiful weekend here at this hotel with great views from our room. Playing pool in the evenings was so much fun. "
The price is NZ$481
includes taxes & fees
2 Oct - 3 Oct
The Perch Hotel
Urban Cowboy Lodge
Restaurant

Urban Cowboy Lodge

5.0 star property
9.2 out of 10, Wonderful, (167)
"Just the whole experience was amazing. We enjoyed it so much (my daughter and I) that we want to return for Mother's Day. "
The price is NZ$343
includes taxes & fees
8 Oct - 9 Oct
Urban Cowboy Lodge
Margaretville Mtn Inn B&B and Village Suites
Indoor wedding

Margaretville Mtn Inn B&B and Village Suites

3.0 star property
8.4 out of 10, Very good, (202)
"Beautiful remote location. A throw back in time!! And the hot tub was a nice touch! Host was very laid back and kind. Food was yummy!!"
The price is NZ$284
includes taxes & fees
27 Sept - 28 Sept
Margaretville Mtn Inn B&B and Village Suites
The Graham & Co.
Seasonal outdoor pool

The Graham & Co.

3.0 star property
9.6 out of 10, Exceptional, (15)
"Great place to stay when in the area, lovely staff would definitely stay here again."
The price is NZ$283
includes taxes & fees
21 Oct - 22 Oct
The Graham & Co.
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 NZ$340
includes taxes & fees
29 Sept - 30 Sept
Beds on Clouds
Starlite Motel
Exterior

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (267)
"The property was beautiful! Definitely coming back!"
The price is NZ$241
includes taxes & fees
29 Sept - 30 Sept
Starlite Motel
Catskill Seasons Inn
Mountain view

Catskill Seasons Inn

2.5 star property
8.2 out of 10, Very good, (230)
"Bartender was awesome, Food was great "
The price is NZ$231
includes taxes & fees
26 Oct - 27 Oct
Catskill Seasons Inn
Mountain Treasure B&B
Exterior

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (282)
"Great location, nice and peaceful"
The price is NZ$282
includes taxes & fees
29 Sept - 30 Sept
Mountain Treasure B&B
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, (73)
"We loved everything about the beautiful place, what a mansion! It was a warm welcome by the owners. The room was amazingly huge and beautiful decorated. We slept like babies under the soft linen. We got a great tip for dining, so we could indulge with 3 course dining. Breakfast was made with a lot of love, we could request exactly what we wanted. 🤗"
The price is NZ$352
includes taxes & fees
19 Oct - 20 Oct
The Queen of the Catskills B&B
Eastwind Oliverea Valley
Terrace/patio

Eastwind Oliverea Valley

2.0 star property
9.4 out of 10, Exceptional, (33)
"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 NZ$823
includes taxes & fees
13 Oct - 14 Oct
Eastwind Oliverea Valley
The Outpost by Windham Mountain Club
Lobby sitting area

The Outpost by Windham Mountain Club

2.5 star property
8.0 out of 10, Very good, (3)
"Cozy and warm. I think it would be better to visit during the winter season"
The price is NZ$335
includes taxes & fees
28 Sept - 29 Sept
The Outpost by Windham Mountain Club
Phoenicia Lodge
Dining

Phoenicia Lodge

2.0 star property
9.2 out of 10, Wonderful, (27)
"Had a great stay! "
The price is NZ$365
includes taxes & fees
28 Sept - 29 Sept
Phoenicia Lodge
Meadowood Inn
Front of property

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (258)
"Friendly, homey, and folksy"
The price is NZ$231
includes taxes & fees
28 Sept - 29 Sept
Meadowood Inn
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ashland Hotel Reviews

Urban Cowboy Lodge

Urban Cowboy Lodge

10/10 Excellent
"Just the whole experience was amazing. We enjoyed it so much (my daughter and I) that we want to return for Mother's Day. "
Brenda 2-night trip
Posted 3 days ago
Urban Cowboy Lodge

More cheap accommodation in Ashland

More cheap accommodation in Ashland

Hotel Vienna

Hotel Vienna

107 State Route 296, Windham, NY
Get rates
9.2/10 Wonderful! (647 reviews)

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 Kaatskill Mountain Club at Hunter Mountain. See all available top hotels, or vacation rentals in Ashland.

What are some of the best holiday rentals that Ashland has to offer?

A world where time stands still, close to Belleayre Ski & Wedding venues. : This holiday home rental outside of Ashland is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 1 hot tub. See all 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 Wylder Hotel Windham 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia