Book Cheap Hotels in Ashland
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Most frequently booked Ashland hotels

Hunter Lodge, a Bluebird by Lark
7433 Main St, Hunter, NY
Free cancellation
Reserve now, pay when you stay
18.45 km from city centre
The price is CA $192 per night
CA $192
CA $238 total
includes taxes & fees
Apr 22 - Apr 23
Stay at this 3-star hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hunter Mountain and H Ski Lift are located nearby.
Breakfast included
Pet-friendly

Urban Cowboy Lodge
37 Alpine Rd, Big Indian, NY
30.61 km from city centre
The price is CA $382 per night
CA $382
CA $428 total
includes taxes & fees
Apr 20 - Apr 21
Stay at this 5-star luxury lodge in Big Indian. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions Catskill Mountains and Belleayre Mountain Ski Center are located nearby.
Spa
Pet-friendly

Hotel Vienna
107 State Route 296, Windham, NY
10.83 km from city centre
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

Hotel Mountain Brook
57 Route 23c, Tannersville, NY
22.74 km from city centre
The price is CA $248 per night
CA $248
CA $268 total
includes taxes & fees
May 1 - May 2
Stay at this 4-star hotel in Tannersville. Enjoy free breakfast, free parking, and cable TV channels. Our guests praise the helpful staff in our reviews. Popular attractions Hunter Mountain and Mountain Trails Cross Country Ski and Snowshoe Center are located nearby.
Breakfast included
Pet-friendly

Eastwind Windham
5088 NY-23, Windham, NY
10.56 km from city centre
The price is CA $266 per night
CA $266
CA $297 total
includes taxes & fees
Apr 22 - Apr 23
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Pet-friendly
Parking included

The Roxbury at Stratton Falls
48 Co Rd 41, Roxbury, NY
20.68 km from city centre
The price is CA $136 per night
CA $136
CA $187 total
includes taxes & fees
Apr 22 - Apr 23
Stay at this hotel in Roxbury. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Plattekill State Forest and Plattekill Mountain are located nearby.
Pool
Breakfast included

Kaatskill Mountain Club at Hunter Mountain
61 LIFTSIDE DR, Hunter, NY
Free cancellation
Reserve now, pay when you stay
17.05 km from city centre
The price is CA $241 per night
CA $241
CA $298 total
includes taxes & fees
Apr 20 - Apr 21
Stay at this hotel in Hunter. Enjoy free WiFi, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Hunter Mountain and D Ski Lift are located nearby.
Pool
Free WiFi

Wylder Hotel Windham
19 New York 296, Windham, NY
Free cancellation
Reserve now, pay when you stay
10.52 km from city centre
The price is CA $237 per night
CA $237
CA $325 total
includes taxes & fees
Apr 22 - Apr 23
Stay at this 3.5-star hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Pool
Pet-friendly
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.
Top hotels in Ashland for Extended Stay

The ultimate resort experience. Pool, hot tub, sauna, steam room, exercise room.
Hunter
10/10 Exceptional! (5 reviews)
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.
Ashland hotels essential information
Accommodation | 1,517 hotels |
---|---|
Lowest Price | CA $136 |
Highest Price | CA $382 |
Popular hotels | Hunter Lodge, a Bluebird by Lark, Urban Cowboy Lodge, Hotel Vienna, Hotel Mountain Brook, Eastwind Windham, The Roxbury at Stratton Falls, Kaatskill Mountain Club at Hunter Mountain, Wylder Hotel Windham, Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year |
Frequently asked questions
Recent Ashland hotel reviews by fellow wanderers

The Roxbury at Stratton Falls
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"This unique hotel is such a gem. The attention to detail and amenities are suberb. We stayed in the fabulous firkin and loved the soaking tub. Previously we stayed in the final frontier and genies bottle suites, both were so fun. Also love the free steam room, jacuzzi and sauna. We're already planning our next stay. "
A verified traveller stayed at The Roxbury at Stratton Falls
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