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Tonight
Check prices in Ashland for tonight, May 19 - May 20
May 19 - May 20
Tomorrow night
Check prices in Ashland for tomorrow night, May 20 - May 21
May 20 - May 21
This weekend
Check prices in Ashland for this weekend, May 23 - May 25
May 23 - May 25
Next weekend
Check prices in Ashland for next weekend, May 30 - Jun. 1
May 30 - Jun. 1

Most frequently booked Ashland hotels

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St, Hunter, NY
Free cancellation
Reserve now, pay when you stay
18.45 km from city centre
The price is CA $208 per night
CA $208
CA $255 total
May 20 - May 21
includes taxes & fees
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.
The Roxbury at Stratton Falls

The Roxbury at Stratton Falls

2 out of 5
48 Co Rd 41, Roxbury, NY
20.68 km from city centre
The price is CA $137 per night
CA $137
CA $189 total
May 26 - May 27
includes taxes & fees
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.
Urban Cowboy Lodge

Urban Cowboy Lodge

5 out of 5
37 Alpine Rd, Big Indian, NY
30.61 km from city centre
The price is CA $250 per night
CA $250
CA $280 total
May 20 - May 21
includes taxes & fees
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.
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23, Windham, NY
10.56 km from city centre
The price is CA $309 per night
CA $309
CA $345 total
May 20 - May 21
includes taxes & fees
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
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296, Windham, NY
Free cancellation
Reserve now, pay when you stay
10.52 km from city centre
The price is CA $213 per night
CA $213
CA $299 total
May 26 - May 27
includes taxes & fees
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.
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
61 LIFTSIDE DR, Hunter, NY
Free cancellation
Reserve now, pay when you stay
17.05 km from city centre
The price is CA $257 per night
CA $257
CA $307 total
Jun 17 - Jun 18
includes taxes & fees
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
Hotel Mountain Brook

Hotel Mountain Brook

4 out of 5
57 Route 23c, Tannersville, NY
22.74 km from city centre
The price is CA $250 per night
CA $250
CA $270 total
May 29 - May 30
includes taxes & fees
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.
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Free cancellation
Reserve now, pay when you stay
10.83 km from city centre
The price is CA $203 per night
CA $203
CA $219 total
Jun 1 - Jun 2
includes taxes & fees
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.
Pool
Breakfast included
Eastwind Oliverea Valley

Eastwind Oliverea Valley

2 out of 5
212 McKenley Hollow Rd, Big Indian, NY
29.03 km from city centre
The price is CA $310 per night
CA $310
CA $405 total
May 20 - May 21
includes taxes & fees
Stay at this hotel in Big Indian. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Belleayre Mountain Ski Center and Slide Mountain are located nearby.
Pet-friendly
Parking included
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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

Starlite Motel

Starlite Motel

8722 Route 28, Big Indian, NY
The price is CA $153 per night from May 21 to May 22
CA $153
CA $172 total
May 21 - May 22
includes taxes & fees
9.2/10 Wonderful! (252 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
1,539 hotels
Lowest Price
CA $137
Highest Price
CA $310
Popular hotels
Hunter Lodge, a Bluebird by Lark, The Roxbury at Stratton Falls, Urban Cowboy Lodge, Eastwind Windham, Wylder Hotel Windham, Kaatskill Mountain Club at Hunter Mountain, Hotel Mountain Brook, Hotel Vienna, Eastwind Oliverea Valley

Frequently asked questions

What are the top kid-friendly hotels in Ashland?
Take some of the challenges out of traveling with young ones by booking a family-friendly Ashland hotel. From well-thought-out amenities to services that bring a smile, these properties feature perks that’ll make your trip run like a dream: Holly Lodge - Ski Windham, Hunter, Catskills will help make your adventure the best one yet. It comes with a range of nice touches, such as a king bed and pet-friendly facilities. Alternatively, spend your Ashland trip at Sutton Hollow Lodge - Catskills, Windham Mountain. Take advantage of a king bed, pet-friendly facilities and more here.
Where can I find cheap hotels in Ashland?
At Travelocity you’ll find really nice hotels in Ashland at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Ashland rather than in Ashland. We may find you even better rates, too.
How do I find the best Ashland hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Ashland then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Ashland?
The cheapest hotel in Ashland is CA $137 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Ashland?
There are 1,539 hotels in Ashland on Travelocity.
What are the best hotels in Ashland?
Ashland has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Ashland for you!
When is the best time to visit Ashland?
If you want the joy of a fun-filled trip in peak season, visit Ashland during January, August and December. If you’d prefer the peace of off-season, book a stay during quieter months, such as March, April and June.
When is the cheapest time to stay in Ashland?
Based on historic data is usually the cheapest month to visit Ashland. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Ashland?
There are multiple hotels in Ashland that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Ashland. We have plenty of kid-friendly hotels in Ashland to choose from on Travelocity!
Why book a hotel in Ashland through Travelocity?
Because we have the top hotels in Ashland! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Ashland on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Ashland hotel reviews by fellow wanderers

Hotel Vienna

Hotel Vienna

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Just what the doctor ordered. Would definately stay again."
A verified traveller stayed at Hotel Vienna
Hotel Vienna

Hotels near…

Areas of Ashland