Book Cheap Hotels in Ashland

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Ashland

Tonight
Check prices in Ashland for tonight, Nov. 27 - Nov. 28
Nov. 27 - Nov. 28
Tomorrow night
Check prices in Ashland for tomorrow night, Nov. 28 - Nov. 29
Nov. 28 - Nov. 29
This weekend
Check prices in Ashland for this weekend, Nov. 29 - Dec. 1
Nov. 29 - Dec. 1
Next weekend
Check prices in Ashland for next weekend, Dec. 6 - Dec. 8
Dec. 6 - Dec. 8

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 $230 per night
CA $230
CA $279 total
includes taxes & fees
1 Dec - 2 Dec
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.
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 $237 per night
CA $237
CA $256 total
includes taxes & fees
7 Dec - 8 Dec
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.
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 $335 per night
CA $335
CA $376 total
includes taxes & fees
19 Dec - 20 Dec
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 Slide Mountain are located nearby.
The Roxbury

The Roxbury

3 out of 5
2258 Co Rd 41, Roxbury, NY
17.6 km from city centre
The price is CA $122 per night
CA $122
CA $163 total
includes taxes & fees
8 Dec - 9 Dec
Stay at this 3-star golf hotel in Roxbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Relay State Forest and Plattekill Mountain are located nearby.
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 $294 per night
CA $294
CA $317 total
includes taxes & fees
1 Dec - 2 Dec
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 Kaaterskill Falls 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 $266 per night
CA $266
CA $325 total
includes taxes & fees
29 Nov - 30 Nov
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.
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 $301 per night
CA $301
CA $395 total
includes taxes & fees
22 Dec - 23 Dec
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.
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23, Windham, NY
10.56 km from city centre
The price is CA $311 per night
CA $311
CA $347 total
includes taxes & fees
1 Dec - 2 Dec
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.
Shandaken Inn

Shandaken Inn

4 out of 5
1 Golf Course Road, Shandaken, NY
22.91 km from city centre
The price is CA $277 per night
CA $277
CA $310 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this B&B in Shandaken. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Copperhood Retreat & Spa and Belleayre Beach at Pine Hill Lake are located nearby.
Don't see what you're looking for?
See all available properties in Ashland
View all properties
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 $176 per night from Dec. 2 to Dec. 3
CA $176
CA $201 total
includes taxes & fees
2 Dec - 3 Dec
9.2/10 Wonderful! (244 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
1,453 hotels
Lowest Price
CA $122
Highest Price
CA $335
Popular hotels
Hunter Lodge, a Bluebird by Lark, Hotel Vienna, Urban Cowboy Lodge, The Roxbury, Hotel Mountain Brook, Kaatskill Mountain Club at Hunter Mountain, Wylder Hotel Windham, Eastwind Windham, Shandaken Inn

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 $122 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 1,453 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 2 days ago
Travelocity Verified Review
"Dog friendly, quiet and perfect for me and my two doodles. Will stay here again."
A verified traveller from Christiana stayed at Hotel Vienna
Hotel Vienna

Hotels near…

Areas of Ashland