Best Ashland Hotels in 2026 from HK$768 - Fully Refundable Options

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Go beyond your typical stay in Ashland

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Our top choices for Ashland hotels

1. Hotel Vienna

Windham

mordechai

HK$910

HK$1,119 total

includes taxes & fees

27 Aug - 28 Aug

2. Moore's Motel

Prattsville

Dylan

HK$941

HK$1,016 total

includes taxes & fees

24 Aug - 25 Aug

3. The Colonial Motel

Grand Gorge

Juerg

HK$699

HK$768 total

includes taxes & fees

24 Aug - 25 Aug

4. The Winwood Condominiums

Windham

Abdul

HK$1,306

HK$1,410 total

includes taxes & fees

25 Aug - 26 Aug

5. Black Bear Lodge

Prattsville

Gerald

HK$1,168

HK$1,262 total

includes taxes & fees

24 Aug - 25 Aug

6. Hunter Lodge, a Bluebird by Lark

Hunter

sarah

HK$993

HK$1,242 total

includes taxes & fees

7 Sept - 8 Sept

7. Wylder Hotel Windham

Windham

Shardei

HK$1,711

HK$2,240 total

includes taxes & fees

26 Aug - 27 Aug

8. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

jason

HK$1,440

HK$1,715 total

includes taxes & fees

26 Aug - 27 Aug

9. Eastwind Windham

Windham

Claire

HK$1,417

HK$1,750 total

includes taxes & fees

25 Aug - 26 Aug

10. Albergo Allegria Hotel

Windham

Roy

HK$1,362

HK$1,471 total

includes taxes & fees

24 Aug - 25 Aug

11. Jimmy OConnors Windham Mountain Inn

Windham

Amy

HK$1,164

HK$1,257 total

includes taxes & fees

24 Aug - 25 Aug

12. Mountain Treasure B&B

Maplecrest

Daniel

HK$1,145

HK$1,237 total

includes taxes & fees

24 Aug - 25 Aug

13. Antique Rose Inn Windham

Windham

David

HK$1,058

HK$1,143 total

includes taxes & fees

31 Aug - 1 Sept

14. The Perch Hotel

East Windham

Jason

HK$1,273

HK$1,375 total

includes taxes & fees

27 Aug - 28 Aug

15. The Haüs Windham

Windham

"Firstly I would like to say communication with the staff is extremely difficult. Constantly having to call multiple times to get to someone. For example, the code given for room wasn’t correct and communication took forever. There was no toiletries whatsoever and since communication was so hard it forced us to buy our own paper towels, towels, rags, etc. The property was nice but it was clear no housekeeping had been in there before we came. The nature was probably the only thing that made up...

Raven Jane

HK$653

HK$1,881 total

includes taxes & fees

21 Sept - 22 Sept

16. The Roxbury

Roxbury

Jennifer

HK$2,321

HK$2,710 total

includes taxes & fees

24 Aug - 25 Aug

17. Windham NY Escape

Hensonville

Miguel

HK$3,363

HK$4,252 total

includes taxes & fees

24 Aug - 25 Aug

18. Hotel Mountain Brook

Tannersville

Qiang

HK$1,403

HK$1,516 total

includes taxes & fees

14 Sept - 15 Sept

19. The Queen of the Catskills B&B

Stamford

john

HK$1,305

HK$1,436 total

includes taxes & fees

28 Aug - 29 Aug

20. Fairlawn Inn

Hunter

Rachel

HK$2,031

HK$2,193 total

includes taxes & fees

20 Sept - 21 Sept

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Top Ashland Hotel Reviews

The Colonial Motel

10/10 Excellent

"Homey, well maintained and reaponsive staff"

Hunter Lodge, a Bluebird by Lark

10/10 Excellent

"Nice and cozy room Room was so clean 😍"

The Graham & Co.

10/10 Excellent

"This recently renovated hotel is delightfully retro chic. Comfortable, clean, and well run. Three fire pits make for fun evenings with children eating s'mores. Coffee ready every morning (with real milk and cream) in the reception area and continental breakfasts delivered to your door on weekends. Lovely pool area. Short walk to downtown Phoenicia shops and restaurants. We enjoyed our stay!"

Hotel Mountain Brook

10/10 Excellent

"such a fun getaway! Staff were very helpful and showed a lot of care. Would recommend!!"

The Hidden Inn

10/10 Excellent

"Very clean. We chose a smaller room and it had everything we needed without losing character or feeling cramped. Restaurant was very good, albeit expensive. The continental breakfast was nice. Inn has been beautifully restored- a lot of care and time went into the choices. We really enjoyed the breakfast area view and sunshine. Nice trail behind the Inn- goes 14 miles if you have the time and energy!!"

Catskill Seasons Inn

8/10 Good

"My experience was very good as I stayed there for two nights as I was attending a wedding in that area. I didn't use lots of amenities they provided such as pool , bar, etc. The staff was very helpful over the phone and the rooms are very clean."

Phoenicia Lodge

10/10 Excellent

"Amazing spot!!!! Beautiful location in the mountains. You deffinetly feel like you're getting away from everything when you stay the night here. Peaceful. The lady Sandra at the front was so sweet and gave such great hospitality!!! 10/10!!! Their shower is hot and the bathrooms are clean. Bed had excellent amount of pillows.... Definitely making this a yearly stay!!!!"

Eastwind Windham

10/10 Excellent

"The staff was friendly and the room was clean and comfortable. Would love to come back again!"

Emerson Resort & Spa

8/10 Good

"The Emerson is a great resort/spa. Our room was just beautiful, clean , and comfortable. However, you will need to plan your stay well before you arrive since spa treatments book up quickly. My stay was spur of the moment so there was no availability, not even for a pedicure. Also be advised that there is no cell service (didn’t matter to me) but there is WiFi. I was aware that the restaurant was closed on the days of my stay so I can’t comment on the food. Even though this is a nice place, I don’t think I’ll be staying here again."