Ashland Cottages

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Recommended hotels in Ashland

1. Cave Mountain Motel

Windham

Sarah

includes taxes & fees

18 Aug - 19 Aug

2. Hotel Vienna

Windham

Laszlo

includes taxes & fees

11 Aug - 12 Aug

3. Moore's Motel

Prattsville

Cory

includes taxes & fees

10 Aug - 11 Aug

4. The Colonial Motel

Grand Gorge

Juerg

includes taxes & fees

10 Aug - 11 Aug

5. The Winwood Condominiums

Windham

Nicoletta

includes taxes & fees

9 Aug - 10 Aug

6. Black Bear Lodge

Prattsville

Arlene

includes taxes & fees

16 Aug - 17 Aug

7. Albergo Allegria Hotel

Windham

Roy

includes taxes & fees

18 Aug - 19 Aug

8. Antique Rose Inn Windham

Windham

David

includes taxes & fees

10 Aug - 11 Aug

9. Xenia Resort

Jewett

Andrew

10. Jimmy OConnors Windham Mountain Inn

Windham

Amy

includes taxes & fees

19 Aug - 20 Aug

11. Eastwind Windham

Windham

Marta

includes taxes & fees

10 Aug - 11 Aug

12. Wylder Hotel Windham

Windham

Linda

includes taxes & fees

23 Aug - 24 Aug

Two-Bedroom Deluxe Chalet with Full Kitchen | Terrace/patio

13. Hunter Lodge, a Bluebird by Lark

Hunter

Yessenia

includes taxes & fees

1 Sept - 2 Sept

14. Mountain Treasure B&B

Maplecrest

cynthia

includes taxes & fees

10 Aug - 11 Aug

15. Windham NY Escape

Hensonville

Miguel

includes taxes & fees

12 Aug - 13 Aug

16. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Reina

includes taxes & fees

12 Aug - 13 Aug

17. Hotel Mountain Brook

Tannersville

Michael

includes taxes & fees

25 Aug - 26 Aug

18. The Perch Hotel

East Windham

Jason

includes taxes & fees

13 Aug - 14 Aug

19. Shadowcrest

Fleischmanns

Maria

includes taxes & fees

13 Aug - 14 Aug

20. SunView Motel

Tannersville

Deborah

includes taxes & fees

1 Sept - 2 Sept

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Top Ashland Hotel Reviews

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!"

The Hidden Inn

8/10 Good

"I was touring upstate NY. This Inn was a god send. I was in unfamiliar territory. After driving for hours I needed a restroom. I had to wait until 3pm check in to use a restroom. So although this Inn was lovely, and the first floor restaurant was delicious, there is nothing much to do or see. 7 miles to the closest gas station."

Kaatskill Mountain Club & Condos by Vail Resorts

8/10 Good

"It was so rainy the week we stayed at Kaatskill Mountain Club that we were basically confined to our room or the very nice lounge off the lobby. We entertained ourselves with good books, tablets, crosswords, art supplies, etc. The constant rain kept us out of the pool. We tried the steam room and sauna. But they were a little complicate to operate and staff weren't around. Because of the rain, there was a "boil water" warning. So the staff put a water fountain in the lobby. We'd return to the hotel after checking the long range weather forecast."

Shandaken Inn

8/10 Good

"The property was lovely, and although our room was quite small, it was clean and the bed was very comfortable. The staff we encountered were friendly, pleasant, and helpful. My only complaint was that no Wi-Fi information was provided at check-in or anywhere in the room, which for the nightly price of the room seemed like a ridiculous oversight."

Wylder Hotel Windham

10/10 Excellent

"Our room had a sweet porch with two rocking chairs! Loved the vibe in beautifully restored historic buildings with a modern refresh but old moldings and walls intact. Pool was fun with lunch offerings and the Babbler bar was hopping, great place for a bite and a drink. Went to a wedding nearby so it was our first time to the area, beautiful scenery!"

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