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Compare 22 B&B in Ashland with updated reviews, rates, and availability.

AutoCamp Catskills
Room

AutoCamp Catskills

5.0 star property
9.0 out of 10, Wonderful, (336)
"Overall nice Loved the love music in the evening and staff is friendly and helpful. but a few things to consider for the property management: 1) clubhouse is a little cold. People are wearing their coats in the clubhouse. Maybe consider increasing the heat 2) free breakfast is basically coffee, some granola and milk. It really isn’t a breakfast. For the additionalresort fee being asked, I think adding some sort of free pastry, orange juice etc would give guests much better experience. "
The price is SAR 710
SAR 927 total
includes taxes & fees
5 Jan - 6 January 2025
AutoCamp Catskills
Hunter Lodge, a Bluebird by Lark
Room

Hunter Lodge, a Bluebird by Lark

3.0 star property
9.2 out of 10, Wonderful, (543)
"Overall very good "
The price is SAR 698
SAR 835 total
includes taxes & fees
6 Jan - 7 January 2025
Hunter Lodge, a Bluebird by Lark
Hotel Vienna
Exterior

Hotel Vienna

2.5 star property
9.2 out of 10, Wonderful, (483)
"Me and my wife stayed here for our anniversary and Thanksgiving dinner, the place is a paradise but the manager was a nightmare, everywhere we went he showed up, all we want it was some time alone that's what hotels are for."
The price is SAR 522
SAR 564 total
includes taxes & fees
1 Jan - 2 January 2025
Hotel Vienna
Urban Cowboy Lodge
Interior detail

Urban Cowboy Lodge

5.0 star property
9.4 out of 10, Exceptional, (102)
"Super cozy. "
The price is SAR 1,037
SAR 1,162 total
includes taxes & fees
6 Jan - 7 January 2025
Urban Cowboy Lodge
Hampton Inn Kingston
Reception

Hampton Inn Kingston

2.5 star property
9.0 out of 10, Wonderful, (1005)
"The room was clean the staff was friendly. The hot breakfast was more than I thought it would be and had something for everyone."
The price is SAR 412
SAR 461 total
includes taxes & fees
5 Jan - 6 January 2025
Hampton Inn Kingston
Diamond Mills Resort
Terrace/patio

Diamond Mills Resort

3.5 star property
9.6 out of 10, Exceptional, (270)
"This is our second trip to the Diamond Mill, we absolutely love it! The hotel and restaurant are top notch, excellent service, and everyone is friendly. The room we had was awesome, with a great view of the waterfall and Esopus Creek. "
The price is SAR 910
SAR 1,113 total
includes taxes & fees
24 Dec - 25 Dec
Diamond Mills Resort
Woodstock Way Hotel
Exterior

Woodstock Way Hotel

4.0 star property
9.6 out of 10, Exceptional, (127)
"Stay here when you go to Woodstock. "
The price is SAR 1,259
SAR 1,557 total
includes taxes & fees
24 Dec - 25 Dec
Woodstock Way Hotel
voco James Newbury Hudson Valley, an IHG Hotel
Exterior

voco James Newbury Hudson Valley, an IHG Hotel

3.5 star property
9.2 out of 10, Wonderful, (226)
"Love everything about this hotel! We’ll be back again. "
The price is SAR 518
SAR 560 total
includes taxes & fees
1 Jan - 2 January 2025
voco James Newbury Hudson Valley, an IHG Hotel
Best Western Plus Kingston Hotel And Conference Center
Exterior

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
8.0 out of 10, Very Good, (1001)
"Staff was professional, accommodating and helpful with restaurant suggestions. "
The price is SAR 460
SAR 515 total
includes taxes & fees
5 Jan - 6 January 2025
Best Western Plus Kingston Hotel And Conference Center
Courtyard by Marriott Kingston
Exterior

Courtyard by Marriott Kingston

3.0 star property
8.8 out of 10, Excellent, (908)
"It was a good stay a few loud kids but that is it "
The price is SAR 426
SAR 478 total
includes taxes & fees
6 Jan - 7 January 2025
Courtyard by Marriott Kingston
Howard Johnson by Wyndham Saugerties
Room

Howard Johnson by Wyndham Saugerties

2.0 star property
7.4 out of 10, Good, (1003)
"Phenomenal"
The price is SAR 417
SAR 467 total
includes taxes & fees
6 Jan - 7 January 2025
Howard Johnson by Wyndham Saugerties
The Wick, Hudson, A Tribute Portfolio Hotel
Reception

The Wick, Hudson, A Tribute Portfolio Hotel

4.0 star property
8.6 out of 10, Excellent, (507)
"As always, the staff was helpful and attentive. Having a bar in a cozy, warm environment for a nightcap was wonderful. "
The price is SAR 731
SAR 819 total
includes taxes & fees
5 Jan - 6 January 2025
The Wick, Hudson, A Tribute Portfolio Hotel
Hotel Kinsley
Room

Hotel Kinsley

3.5 star property
9.0 out of 10, Wonderful, (279)
"The small square within 1 to 2 blocks around the hotel was quaint and beautiful. The staff was exceptional and welcoming. Room was very clean and overal a wonderful experience. The hotel restaurant for dinner was delicious and included breakfast was also scrumptious with pastries being the star. However escaping the gem like area the surrounding neighborhood lacks in the bucolic and historic feel."
The price is SAR 808
SAR 999 total
includes taxes & fees
1 Jan - 2 January 2025
Hotel Kinsley
The Roxbury
Exterior

The Roxbury

3.0 star property
9.8 out of 10, Exceptional, (99)
"Great place!"
The price is SAR 447
SAR 567 total
includes taxes & fees
5 Jan - 6 January 2025
The Roxbury
Holiday Inn Express & Suites Kingston-Ulster, an IHG Hotel
Exterior

Holiday Inn Express & Suites Kingston-Ulster, an IHG Hotel

2.5 star property
9.4 out of 10, Exceptional, (877)
"Convenient location to Lake Katrine and Kingaron"
The price is SAR 451
SAR 505 total
includes taxes & fees
5 Jan - 6 January 2025
Holiday Inn Express & Suites Kingston-Ulster, an IHG Hotel
Residence Inn by Marriott Kingston
Exterior

Residence Inn by Marriott Kingston

3.0 star property
8.8 out of 10, Excellent, (628)
"big and clean room .. spotless.. "
The price is SAR 503
SAR 564 total
includes taxes & fees
3 Jan - 4 January 2025
Residence Inn by Marriott Kingston
Hotel Mountain Brook
Exterior

Hotel Mountain Brook

4.0 star property
9.8 out of 10, Exceptional, (452)
"Quiet and peaceful- this is a very nice place to get away from the daily grind. The service is amazing and the innkeeper Chloe is very attentive and knowledgeable as well as the rest of the staff. Breakfasts were awesome! "
The price is SAR 635
SAR 686 total
includes taxes & fees
20 Jan - 21 January 2025
Hotel Mountain Brook
St. Charles Hotel
Exterior

St. Charles Hotel

2.0 star property
6.8 out of 10, (687)
"Good place to stay "
The price is SAR 412
SAR 461 total
includes taxes & fees
26 Dec - 27 Dec
St. Charles Hotel
Kaatskill Mountain Club at Hunter Mountain
Exterior

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
9.2 out of 10, Wonderful, (198)
"The restaurant was excellent "
The price is SAR 785
SAR 949 total
includes taxes & fees
6 Jan - 7 January 2025
Kaatskill Mountain Club at Hunter Mountain
Super 8 by Wyndham Kingston
Exterior

Super 8 by Wyndham Kingston

2.5 star property
6.4 out of 10, (1003)
"Better breakfast selection if you're going to advertise free breakfast at least have something that resembles food that's my only complaint"
The price is SAR 300
SAR 336 total
includes taxes & fees
31 Dec - 1 January 2025
Super 8 by Wyndham Kingston
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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Other property types in Ashland

Starlite Motel
Terrace/patio

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (244)
"Cosy room, clean bathroom, useable kitchen with all useful appliances. Loved the back yard with the fire pit. A little bit of a drive from our home but it was worth the effort. I would come again."
The price is SAR 470
SAR 536 total
includes taxes & fees
6 Jan - 7 January 2025
Starlite Motel
Tuscan Year Round Beauty - Pickleball Court
Exterior

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (97)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Dancing Horse Farm Lodge | Spring

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (144)
"We had another fun stay at the Dancing Horse Farm! The house has been upgraded with a new stove and other amenities. Huge home, to house several large families. Very well maintained and clean. We also visited the near by town for coffee and a nice brisk walk. Overall great time and look forward to coming again!"
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
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.

Frequently asked questions

Searching for B&Bs in Ashland?
If you want to find an accommodation with fewer rooms than a hotel and a more personalized environment, a bed and breakfast might be a great fit for your vacation to Ashland. When you want to explore some of the destination’s attractions, Ashland Town Hall is worth a visit.
How do you know if a B&B is the right choice for you?
With attentive service, opportunities to mingle with other guests, and breakfast served on site, B&Bs all have a truly one-of-a-kind environment.
What are the best bed and breakfasts in Ashland?
Here are some B&Bs in the surrounding area: Shandaken Inn: 15 rooms. 14.2 mi (22.9 km) from the heart of Ashland. Enjoy the local cuisine breakfast and 24-hour fitness center. River Run Bed and Breakfast: 9 rooms. 14.2 mi (22.9 km) from the downtown core. Enjoy the unique décor and fireplace in the lobby. Meadowood Inn: 5 rooms. Situated 17.8 mi (28.6 km) from the heart of Ashland. Enjoy the local cuisine breakfast and unique décor. Antique Rose Inn Windham: 3 rooms. Located 7.2 mi (11.7 km) from the core of Ashland. Enjoy the free full breakfast and unique décor.
What's the best time of year to stay at a B&B in Ashland?
When you’re planning your trip to Ashland, be sure to take into account the year-round temperatures. 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.
What is there to do in Ashland?
When you want to explore some things to do in Ashland, consider a visit to Ashland Town Hall. Hunter Mountain and Windham Vineyards and Winery are also some sites to visit if you want to see more of the area.