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Dec 20 - Dec 21
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Our top choices for Ashland Park hotels

Front of property
Cave Mountain Motel

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
4 km from Ashland Park
9.4 out of 10, Exceptional, (134)
"Great stay"
United States
Greg
The price is ₩205,371
₩221,801 total
includes taxes & fees
Dec 22 - Dec 23
Cave Mountain Motel
Exterior
Hotel Vienna

Hotel Vienna

Hotel Vienna
3.0 star property
9 km from Ashland Park
9.4 out of 10, Exceptional, (721)
"Great place to stay with family room it's very clear 👌"
United States
jaisson
Hotel Vienna
Room 15 | Premium bedding, down comforters, individually decorated
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
8.8 km from Ashland Park
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
The price is ₩197,792
₩213,631 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Albergo Allegria Hotel & Breakfast Restaurant
View from property
Black Bear Lodge

Black Bear Lodge

Black Bear Lodge
2.5 star property
6.5 km from Ashland Park
9.0 out of 10, Wonderful, (131)
"Great place. Would definitely stay again."
United States
Ryan
The price is ₩220,146
₩237,758 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Black Bear Lodge
Pet-friendly
Eastwind Windham

Eastwind Windham

Eastwind Windham
2.0 star property
8.8 km from Ashland Park
9.4 out of 10, Exceptional, (74)
"I loved our stay!"
United States
Erika
The price is ₩358,454
₩431,575 total
includes taxes & fees
Dec 22 - Dec 23
Eastwind Windham
Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
8 km from Ashland Park
8.8 out of 10, Excellent, (344)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is ₩279,319
₩301,659 total
includes taxes & fees
Dec 22 - Dec 23
Winwood Condominiums by Windham Mountain Club
Outdoor pool
Moore's Motel

Moore's Motel

Moore's Motel
2.5 star property
8.2 km from Ashland Park
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 ₩177,299
₩191,483 total
includes taxes & fees
Dec 22 - Dec 23
Moore's Motel
Front of property
Antique Rose Inn Windham

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
9.7 km from Ashland Park
9.0 out of 10, Wonderful, (125)
"Well kept historical home. Convenient location. Comfortable bed. Good breakfast. Exceptional host."
United States
thomas
The price is ₩199,461
₩215,418 total
includes taxes & fees
Dec 22 - Dec 23
Antique Rose Inn Windham
Exterior
Mountain Treasure B&B

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
12.2 km from Ashland Park
9.4 out of 10, Exceptional, (287)
"Great location, nice and peaceful"
United States
Noel
The price is ₩219,156
₩236,679 total
includes taxes & fees
Dec 23 - Dec 24
Mountain Treasure B&B
Presidential Duplex, Fireplace, Mountain View | Premium bedding, down comforters, memory foam beds, free WiFi
The Haüs Windham

The Haüs Windham

The Haüs Windham
2.0 star property
9 km from Ashland Park
8.6 out of 10, Excellent, (19)
"Very good"
United States
Sophia
The price is ₩268,076
₩409,200 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Haüs Windham
The Windham Mountain View King with Balcony | In-room safe, iron/ironing board, free cribs/infant beds, rollaway beds
Wylder Hotel Windham

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
8.8 km from Ashland Park
8.6 out of 10, Excellent, (89)
"Spotless room and great staff "
United States
Josue
The price is ₩281,440
₩377,829 total
includes taxes & fees
Dec 22 - Dec 23
Wylder Hotel Windham
Porch
Beds on Clouds

Beds on Clouds

Beds on Clouds
3.0 star property
7.3 km from Ashland Park
7.4 out of 10, Good, (68)
"Great spot for a weekend getaway"
United States
Bertrand
The price is ₩278,655
₩300,936 total
includes taxes & fees
Dec 22 - Dec 23
Beds on Clouds
Exterior
The Colonial Motel

The Colonial Motel

The Colonial Motel
2.5 star property
14.3 km from Ashland Park
9.4 out of 10, Exceptional, (406)
"Comfortable, quiet and good value vs other options in the region. "
United States
Karl
The price is ₩131,644
₩144,794 total
includes taxes & fees
Dec 22 - Dec 23
The Colonial Motel
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
16.1 km from Ashland Park
9.2 out of 10, Wonderful, (827)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is ₩227,859
₩278,003 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hunter Lodge, a Bluebird by Lark
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
14.8 km from Ashland Park
9.2 out of 10, Wonderful, (322)
"Beautiful resort. "
United States
Kelly
The price is ₩323,570
₩385,315 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Kaatskill Mountain Club & Condos by Vail Resorts
Lobby sitting area
The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
7.9 km from Ashland Park
8.0 out of 10, Very Good, (3)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is ₩369,373
₩398,923 total
includes taxes & fees
Dec 24 - Dec 25
The Outpost by Windham Mountain Club
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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Top Ashland Park Hotel Reviews

Hotels near other Ashland Park 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

Windham Vineyards and Winery

4.7/5 (10 reviews)
You can enjoy a tasting or tour at Windham Vineyards and Winery during your travels to Windham. Discover the mountain views in this relaxing area, or seek out the ski slopes.
See properties

Frequently asked questions

What's the area like around Ashland Park?
Ashland Park is located in Windham. Travelers like the surrounding area for its mountain views, coffeehouses, and skiing. If you're looking for a convenient place to stay, check out the 9 hotels and other accommodations you'll find within a mile.
Where is the best place to stay near Ashland Park?
Located 2.5 mi (4 km) from Ashland Park, Cave Mountain Motel is one of the top choices for your stay based on our traveler data.
How many hotels should I expect to find close to Ashland Park?
Expedia has 9 hotels and other accommodations within a mile from Ashland Park.
If I need to cancel the hotel reservation for my stay near Ashland Park, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within 24 hours of booking. Put your dates in and click on "Search", then filter by "fully refundable" to get top deals close to Ashland Park.
Where can I learn more about changing or cancelling my trip in the area near Ashland Park?
To access more information about changing or cancelling your stay near Ashland Park, go to https://www.expedia.com/service/.
What can I see and do near Ashland Park?
You'll want to browse the exhibits at Pratt Museum and Zadock Pratt Museum. If you're looking for something to do, plan a visit to Windham Vineyards and Winery, Windham Mountain Resort, and Huntersfield State Forest while you're in the area. Ashland Town Hall and Prattsville Town Hall are both worth a visit while you're checking out the area.