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Search Resort Hotels in Ashland from CA $133

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Check prices for these dates

Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23
In one month
Sep 4 - Sep 6
In two months
Oct 2 - Oct 4
No exact matches found, but these alternatives could be just right

Recommended hotels in Ashland

Front of property

1. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (146 reviews)
"Staff was friendly and helpful. While the property was dated, it was clean and comfortable. Would definitely stay again at this place should I return to Windham"
United States
Sarah
The price is CA $195
CA $210 total
includes taxes & fees
Aug 10 - Aug 11
Cave Mountain Motel
View from room

2. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (836 reviews)
"The property was super clean , friendly staff and great amenities! Can wait to get back there ."
United States
Laszlo
The price is CA $187
CA $226 total
includes taxes & fees
Aug 9 - Aug 10
Hotel Vienna
Outdoor pool

3. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (175 reviews)
"Great accommodations for the price. The room was quiet and comfortable. Great value, and I'll definitely be staying here again."
United States
Cory
The price is CA $168
CA $182 total
includes taxes & fees
Aug 10 - Aug 11
Moore's Motel
Property entrance

4. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (468 reviews)
"Had a great stay!"
United States
Juerg
The price is CA $121
CA $133 total
includes taxes & fees
Aug 18 - Aug 19
The Colonial Motel
View from property

5. Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (148 reviews)
"Clean and owners very friendly also pet friendly and we definitely will be back"
United States
Arlene
The price is CA $209
CA $225 total
includes taxes & fees
Aug 10 - Aug 11
Black Bear Lodge
Free self parking

6. Xenia Resort

Xenia Resort
2.5 star property
Jewett
9.2 out of 10, Wonderful, (68 reviews)
"Beautiful place and setting, lovely owners. "
United States
Andrew
Xenia Resort
Double Room, Mountain View | Exterior

7. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
8.8 out of 10, Excellent, (3 reviews)
"What a gem of a property! The brother and sister that own and operate this place are so sweet and hospitable, and the bar and motel are quaint and charming in a cozy, woodsy way. If I’m ever in the area I would absolutely stay here again."
United States
Amy
The price is CA $149
CA $161 total
includes taxes & fees
Aug 18 - Aug 19
Jimmy OConnors Windham Mountain Inn
Exterior

8. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (359 reviews)
"It was so comfortable to stay there, we skied and was the perfect place to stay for a couple nights. "
United States
Nicoletta
The price is CA $234
CA $253 total
includes taxes & fees
Aug 9 - Aug 10
The Winwood Condominiums
Front of property

9. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (133 reviews)
"A fantastic stay!"
United States
David
The price is CA $189
CA $204 total
includes taxes & fees
Aug 10 - Aug 11
Antique Rose Inn Windham
Dinner served

10. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1,012 reviews)
"It was great and cozy"
United States
Yessenia
The price is CA $166
CA $209 total
includes taxes & fees
Sep 1 - Sep 2
Hunter Lodge, a Bluebird by Lark
Property amenity

11. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (296 reviews)
"The room was clean and comfortable, the breakfast was great. We had a good stay. "
United States
cynthia
The price is CA $205
CA $221 total
includes taxes & fees
Aug 10 - Aug 11
Mountain Treasure B&B
Lushna Cabin

12. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (112 reviews)
"The place is perfect for couples, very quiet and relaxing. The cabin was clean and well mantained, the property has bikes that you can use. They welcome you with a smores kit. I recommend this place a lot!"
United States
Marta
The price is CA $253
CA $313 total
includes taxes & fees
Aug 12 - Aug 13
Eastwind Windham
Exterior

13. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (284 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is CA $243
CA $263 total
includes taxes & fees
Aug 10 - Aug 11
Albergo Allegria Hotel
Exterior

14. Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
The price is CA $133
CA $219 total
includes taxes & fees
Aug 10 - Aug 11
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Interior

15. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.8 out of 10, Good, (33 reviews)
"Can’t complain one bit"
United States
Christopher
The price is CA $263
CA $284 total
includes taxes & fees
Sep 1 - Sep 2
The Haüs Windham
Exterior

16. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (111 reviews)
"It’s our favorite place, third summer we have been here. It’s heavenly!!"
United States
Linda
The price is CA $306
CA $400 total
includes taxes & fees
Aug 13 - Aug 14
Wylder Hotel Windham
Exterior

17. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (62 reviews)
"Good size space in a great location. Would definitely stay here again "
United States
Michael C.
The price is CA $182
CA $306 total
includes taxes & fees
Aug 10 - Aug 11
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Panoramic Single Room, Valley View

18. The Perch Hotel

The Perch Hotel
2.0 star property
East Windham
9.6 out of 10, Exceptional, (35 reviews)
"Really well kept friendly staff and was overall a joy to stay at The Perch! No complaints what so ever."
United States
Jason
The price is CA $230
CA $248 total
includes taxes & fees
Aug 13 - Aug 14
The Perch Hotel
Exterior

19. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (403 reviews)
"I like the place, the staff are very nice"
United States
Reina
The price is CA $291
CA $346 total
includes taxes & fees
Aug 19 - Aug 20
Kaatskill Mountain Club & Condos by Vail Resorts
Premium House, Kitchen, Mountain View | Private kitchen

20. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (308 reviews)
"Very nice for the price. The full kitchen was great stocked with plates, glasses, pans etc. The beds seemed new and very comfortable and the bathroom was brand new and exceptionally nice. They have definitely been putting effort into updating the rooms and it shows. I would definitely stay there again."
United States
Sean
The price is CA $175
CA $196 total
includes taxes & fees
Aug 10 - Aug 11
Starlite Motel
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 Hotel Reviews

The Graham & Co.

The Graham & Co.

10/10 Excellent
"We had a wonderful stay at Graham & Co. The staff was incredibly friendly, welcoming, and helpful. They provided great recommendations for exploring the town, which made our trip even more enjoyable. The property was very clean, well maintained, and had a relaxing atmosphere. There were also plenty of activities to enjoy right on the property. We would definitely stay here again and highly recommend it!"
Melanie 2-night trip
Posted 11 hours ago
The Graham & Co.

Find out more about Ashland

Ashland Resorts information

Number of reviews
4,250
Accommodation
0 Resorts
Lowest Price
CA $133
Highest Price
CA $400

Frequently asked questions

What is Ashland like for a resort vacation?
You deserve a break, and a resort is the perfect place to pamper yourself with the services and amenities you need for a relaxing time in Ashland. One of the comfortable resorts in the area might be just what you're searching for, whether you want an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.
What can I do in Ashland?
Ashland Town Hall, Windham Mountain Resort, and Windham Country Club are a few interesting places to visit nearby. Other attractions in the area include Hunter Mountain and Zoom Flume.
What's the seasonal weather like in Ashland?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Ashland are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

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