Search Chalets in Ashland
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 49 Chalets in Ashland with updated reviews, rates, and availability.

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
10.0 out of 10, Exceptional, (7)
The price is AED 459
AED 727 total
includes taxes & fees
2 Apr - 3 Apr

Stunning Catskills Cabin Getaway, facing BelleAyre
Stunning Catskills Cabin Getaway, facing BelleAyre
9.8 out of 10, Exceptional, (123)

Mountain Chalet with Breathtaking Panoramic Views
Mountain Chalet with Breathtaking Panoramic Views
9.8 out of 10, Exceptional, (168)

Chalet w/Covered HOT TUB & OUTDOOR TV; fire pit, pool table, trail & playground!
Chalet w/Covered HOT TUB & OUTDOOR TV; fire pit, pool table, trail & playground!
10.0 out of 10, Exceptional, (20)

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Beautiful Windham Chalet 2 minutes to Town and the Mountain
10.0 out of 10, Exceptional, (2)

Rustic Mountain view Cabin 5 mins to Ski Area!
Rustic Mountain view Cabin 5 mins to Ski Area!
10.0 out of 10, Exceptional, (4)

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
9.6 out of 10, Exceptional, (46)

Beautiful Chalet, mins to Hunter/Windham slopes
Beautiful Chalet, mins to Hunter/Windham slopes
9.8 out of 10, Exceptional, (15)
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
Other property types in Ashland

Starlite Motel
Starlite Motel
9.2 out of 10, Wonderful, (250)
The price is AED 459
AED 530 total
includes taxes & fees
7 Apr - 8 Apr

Catskills Cabin with Hot Tub near Hiking located Minutes to Belleayre Mountain
Catskills Cabin with Hot Tub near Hiking located Minutes to Belleayre Mountain
8.4 out of 10, Very Good, (9)

The Cabin at Chichester in the Catskills Mountains
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (180)
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.
Recent reviews of Ashland hotels
Recent reviews of Ashland hotels

Shandaken Inn
5/5 Excellent
"Best little inn in the Catskills with plenty to do"
A verified traveler from Pelham stayed at Shandaken Inn
Posted 3 days ago