Ashland hotels from HK$762

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30 Dec - 31 Dec
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Our top choices for Ashland hotels

Restaurant
Urban Cowboy Lodge

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.2 out of 10, Wonderful, (189)
" Didn’t get the room shown on Expedia website so we were disappointed in that. Overall nice place and really enjoyed our stay. "
United States
Stuart
The price is HK$1,565
HK$1,752 total
includes taxes & fees
4 Jan - 5 Jan 2026
Urban Cowboy Lodge
Front of property – evening/night
Emerson Resort & Spa

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 HK$1,803
HK$2,222 total
includes taxes & fees
4 Jan - 5 Jan 2026
Emerson Resort & Spa
Front of property
Cave Mountain Motel

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (135)
"I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly."
United States
Alexander
The price is HK$1,081
HK$1,167 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cave Mountain Motel
Premium bedding, bed sheets
Hotel Mountain Brook

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (519)
"everything was excellent amazing place and great location"
United States
Grigoriy
The price is HK$1,158
HK$1,251 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Mountain Brook
Exterior
Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (327)
"Beautiful resort. "
United States
Kelly
The price is HK$1,703
HK$2,027 total
includes taxes & fees
12 Jan - 13 Jan 2026
Kaatskill Mountain Club & Condos by Vail Resorts
Exterior
Mountain Treasure B&B

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (288)
"Great location, nice and peaceful"
United States
Noel
The price is HK$1,236
HK$1,335 total
includes taxes & fees
4 Jan - 5 Jan 2026
Mountain Treasure B&B
View from property
Black Bear Lodge

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (131)
"A great place to stay in the Catskills at a reasonable price point. "
United States
Peter
The price is HK$1,158
HK$1,251 total
includes taxes & fees
4 Jan - 5 Jan 2026
Black Bear Lodge
Premium bedding, minibar, in-room safe, individually decorated
Deer Mountain Inn

Deer Mountain Inn

Deer Mountain Inn
2.0 star property
Haines Falls
9.2 out of 10, Wonderful, (5)
"I loved the guest room with the pool table and self attend bar."
United States
Chavez
The price is HK$2,740
HK$3,154 total
includes taxes & fees
12 Jan - 13 Jan 2026
Deer Mountain Inn
Front of property
Meadowood Inn

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (268)
"Room is spacious with mid- century modern pieces and a bunch of cool period country (and fish) artifacts, big leather sofa (with an antique table). Check in smooth with tour of the place and intro to the jacuzzi- which is in uncommonly good shape: Hot jacuzzi with powerfull jets. Take good csre in accommodating for breakfast, so may have to call ahead for the first tracks breakfast. Great experience. "
United States
Edward
The price is HK$949
HK$1,044 total
includes taxes & fees
8 Jan - 9 Jan 2026
Meadowood Inn
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (22)
"Amazing rustic getaway. They go above and beyond to ensure you are taken care of. Absolutely great experience, highly recommend."
United States
Mutasar
The price is HK$1,206
HK$1,350 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Graham & Co.
Outdoor pool
Moore's Motel

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 HK$933
HK$1,008 total
includes taxes & fees
1 Jan - 2 Jan 2026
Moore's Motel
Exterior
The Colonial Motel

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (407)
"Comfortable, quiet and good value vs other options in the region. "
United States
Karl
The price is HK$693
HK$762 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Colonial Motel
Mountain view
Catskill Seasons Inn

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (242)
"Great Stay would definitely recommend "
United States
Jay
The price is HK$1,158
HK$1,297 total
includes taxes & fees
4 Jan - 5 Jan 2026
Catskill Seasons Inn
Front of property
Antique Rose Inn Windham

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
United States
Simona
The price is HK$1,049
HK$1,133 total
includes taxes & fees
8 Jan - 9 Jan 2026
Antique Rose Inn Windham
Living area
Amaya Bed&Breakfast

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (7)
"We had a very relaxing weekend at the Amaya Bed & Breakfast. The host was super friendly and went above and beyond to make sure we were comfortable and had everything we needed. The breakfast was delicious and was the perfect way to start our mornings. The house itself is so beautifully decorated and the surrounding area was very peaceful. I look forward to staying again in the future. "
United States
Michaela
The price is HK$2,558
HK$2,763 total
includes taxes & fees
9 Jan - 10 Jan 2026
Amaya Bed&Breakfast
Exterior
Starlite Motel

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (275)
"Awesome place to stay!"
United States
Earl
The price is HK$960
HK$1,075 total
includes taxes & fees
6 Jan - 7 Jan 2026
Starlite Motel
Pet-friendly
Eastwind Windham

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.4 out of 10, Exceptional, (77)
"I loved our stay!"
United States
Erika
Eastwind Windham
Premium bedding, down duvets, individually decorated
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
The price is HK$1,041
HK$1,124 total
includes taxes & fees
4 Jan - 5 Jan 2026
Albergo Allegria Hotel & Breakfast Restaurant
Lobby sitting area
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (831)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is HK$1,031
HK$1,281 total
includes taxes & fees
8 Jan - 9 Jan 2026
Hunter Lodge, a Bluebird by Lark
Private kitchen
Suites on Main

Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (78)
"Good place to stay and reasonable "
Canada
Marney
The price is HK$847
HK$1,228 total
includes taxes & fees
4 Jan - 5 Jan 2026
Suites on Main
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.
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Stay near popular Ashland attractions

Ashland Town Hall

Ashland Town Hall is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels?
See properties

Top Ashland Hotel Reviews

SunView Motel

SunView Motel

10/10 Excellent
"It snowed a lot the day we checked in. When we returned to the hotel, the snow was already plowed from the parking lot. There entrance and stairs were also cleared. It continued to snow. The parking lot and stairs were still cleared the next morning. "
Cathy 2-night trip
Posted 2 days ago
SunView Motel

More cheap stays in Ashland

The Colonial Motel

The Colonial Motel

37283 NY-23 Grand Gorge NY
The price is HK$693 per night from 4 Jan to 5 Jan
HK$693
HK$762 total
4 Jan - 5 Jan 2026
includes taxes & fees
9.4/10 Exceptional! (407 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 & Condos by Vail Resorts. See all available top hotels, or vacation rentals in Ashland.
What are some of the best holiday rentals that Ashland has to offer?
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend: This holiday home rental outside of Ashland is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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 & Condos by Vail Resorts and Emerson Resort & Spa 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.

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