Ashland Hotels from S$115

Check prices for these dates

Tonight
13 Jul - 14 Jul
Tomorrow
14 Jul - 15 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Ashland hotels

Albergo Allegria Hotel & Breakfast Restaurant
Enjoy a meal at the dining table, with a view of the surrounding landscape through the large window.

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (265)
"Friendly, clean, beautiful setting"
The price is S$201
includes taxes & fees
14 Jul - 15 Jul
Albergo Allegria Hotel & Breakfast Restaurant
Meadowood Inn
Stunning two-story house with a central entrance and gabled roof, set amidst a serene winter landscape.

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (247)
"excellent breakfast, friendly hostess, and clean facility. "
The price is S$172
includes taxes & fees
14 Jul - 15 Jul
Meadowood Inn
Kaatskill Mountain Club at Hunter Mountain
Relax by the pool surrounded by comfortable lounge chairs and a small table.

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
9.2 out of 10, Wonderful, (251)
"We had great stay ! "
The price is S$288
includes taxes & fees
12 Aug - 13 Aug
Kaatskill Mountain Club at Hunter Mountain
Hunter Lodge, a Bluebird by Lark
Cozy library space with a central table and bookshelves, perfect for reading or small gatherings.

Hunter Lodge, a Bluebird by Lark

3.0 star property
9.2 out of 10, Wonderful, (684)
"Excellent staff, spacious, clean"
The price is S$203
includes taxes & fees
14 Jul - 15 Jul
Hunter Lodge, a Bluebird by Lark
Silas House
Relax in this inviting living room with a central sofa, side table, and armchair.

Silas House

3.0 star property
10.0 out of 10, Exceptional, (12)
"Loved this quaint Inn and my husband and I had the best time staying here for his birthday weekend. Perfect weekend getaway/retreat, for some good rest and restoration!"
The price is S$250
includes taxes & fees
14 Jul - 15 Jul
Silas House
Emerson Resort & Spa
Experience the charm of country living at this inviting hotel, featuring a rustic entrance with a covered porch and modern amenities.

Emerson Resort & Spa

3.5 star property
9.2 out of 10, Wonderful, (34)
"Beautiful place to relax and enjoy your time with family and friends! We loved the fresh breeze in the air as well! "
The price is S$467
includes taxes & fees
20 Jul - 21 Jul
Emerson Resort & Spa
Antique Rose Inn Windham
Stunning two-story house with a charming porch and tower, surrounded by a serene winter landscape.

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
16 Jul - 17 Jul
Antique Rose Inn Windham
Starlite Motel
Enjoy al fresco dining in a serene garden setting with picnic tables and benches surrounded by lush greenery.

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (256)
"Quaint little place in the mountains, quiet. Beds were comfortable."
The price is S$171
includes taxes & fees
14 Jul - 15 Jul
Starlite Motel
Cave Mountain Motel
Stunning two-story home with a charming porch and beautifully manicured yard.

Cave Mountain Motel

2.5 star property
9.4 out of 10, Exceptional, (127)
"We were happy with the room. The location was pretty convenient as well!"
The price is S$192
includes taxes & fees
14 Jul - 15 Jul
Cave Mountain Motel
Winwood Condominiums by Windham Mountain Club
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Winwood Condominiums by Windham Mountain Club

3.0 star property
8.6 out of 10, Excellent, (324)
"Great location and great property"
Winwood Condominiums by Windham Mountain Club
The Colonial Motel
Step into the charm of The Colonial Motel, where a cozy porch with a swing invites relaxation.

The Colonial Motel

2.5 star property
9.4 out of 10, Exceptional, (362)
"Great place to stay with your pet! "
The price is S$120
includes taxes & fees
14 Jul - 15 Jul
The Colonial Motel
The Hidden Inn
Enjoy a serene view of the lush landscape from the large window, framed by clean lines and a modern aesthetic.

The Hidden Inn

4.0 star property
9.4 out of 10, Exceptional, (31)
"Beautiful renovated inn with good dining on premises."
The Hidden Inn
Wylder Hotel Windham
Relax in this stylish room with two armchairs and a round table, offering a view of the outdoors through the large window.

Wylder Hotel Windham

3.5 star property
8.6 out of 10, Excellent, (61)
"I loved all the activities and amenities—great quiet rooms. "
The price is S$299
includes taxes & fees
3 Aug - 4 Aug
Wylder Hotel Windham
Fairlawn Inn
Stately building with a prominent tower and multiple windows, set amidst a well-manicured lawn.

Fairlawn Inn

3.0 star property
8.8 out of 10, Excellent, (419)
"IT WAS FAR FROM SHOPS AND SIGHTSEENS THE MANAGER WAS A VERY NICE LADY"
The price is S$275
includes taxes & fees
18 Jul - 19 Jul
Fairlawn Inn
Urban Cowboy Lodge
Enjoy a traditional dining experience in our rustic restaurant with a cozy ambiance, wooden beams, and a large chandelier.

Urban Cowboy Lodge

5.0 star property
9.4 out of 10, Exceptional, (147)
"Amazing property with beautiful views, very kind and funny staff. Will definitely be returning! "
The price is S$340
includes taxes & fees
14 Jul - 15 Jul
Urban Cowboy Lodge
The Perch Hotel
1 bedroom, premium bedding, desk, cots/infant beds

The Perch Hotel

2.0 star property
9.8 out of 10, Exceptional, (7)
"Wonderful hotel i will recommend "
The price is S$229
includes taxes & fees
17 Jul - 18 Jul
The Perch Hotel
The Graham & Co.
Relax by the serene pool surrounded by lush greenery and lounge on the wooden deck.

The Graham & Co.

3.0 star property
9.6 out of 10, Exceptional, (7)
"Great place, great staff. Only thing is bathroom could be better. Overall pretty good. "
The price is S$209
includes taxes & fees
27 Jul - 28 Jul
The Graham & Co.
SunView Motel
Stroll through the serene winter landscape, surrounded by snow-covered trees and a charming building with a cozy balcony.

SunView Motel

2.5 star property
8.6 out of 10, Excellent, (537)
"Best motel "
The price is S$173
includes taxes & fees
15 Jul - 16 Jul
SunView Motel
Hotel Vienna
Escape to a serene retreat amidst lush greenery, with a spacious deck perfect for relaxation or entertaining.

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (588)
"good place to stay at"
Hotel Vienna
Deer Mountain Inn
Relax by the fire pit surrounded by Adirondack chairs on this deck with a forest view.

Deer Mountain Inn

2.0 star property
9.0 out of 10, Wonderful, (4)
"👍"
The price is S$922
includes taxes & fees
14 Jul - 15 Jul
Deer Mountain 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.
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

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.

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 The Roxbury at Stratton Falls 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.