Ashland B&B: Find the Best Bed and Breakfast from CA $187

Q: 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. Meadowood Inn : 5 rooms. 17.7 mi (28.6 km) from the downtown core. Enjoy the local cuisine breakfast and unique décor. Albergo Allegria Hotel : 21 rooms. 6.6 mi (10.6 km) from the heart of downtown. Enjoy the unique décor and library. Mountain Treasure B&B : 6 rooms. Located 8.9 mi (14.3 km) from the core of Ashland. Enjoy the free full breakfast and unique décor.

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Our top choices for Ashland bed & breakfast

1. Antique Rose Inn Windham

Windham

David

CA $203 total

includes taxes & fees

Aug 11 - Aug 12

2. Mountain Treasure B&B

Maplecrest

cynthia

CA $220 total

includes taxes & fees

Aug 11 - Aug 12

3. Albergo Allegria Hotel

Windham

Roy

CA $262 total

includes taxes & fees

Aug 9 - Aug 10

4. Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

Maplecrest

"Agnes was an amazing host! Our stay was incredibly smooth and convenient. The drive to Hunter Mountain was just a short 15 minutes, making it so easy to get there. Breakfast was absolutely delicious, and it was a special touch knowing the eggs were from their own farmed chickens. When it was time to check out, they went above and beyond by helping us clear the snow off our car! We had such a great experience and will definitely be coming back for another visit!"

Tiffany J.

CA $239 total

includes taxes & fees

Aug 10 - Aug 11

5. Meadowood Inn

Arkville

richard

CA $187 total

includes taxes & fees

Aug 16 - Aug 17

6. Fairlawn Inn

Hunter

Rachel

CA $390 total

includes taxes & fees

Aug 9 - Aug 10

7. Shandaken Inn

Shandaken

Amit

CA $324 total

includes taxes & fees

Aug 10 - Aug 11

8. Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.

Maplecrest

CA $271 total

includes taxes & fees

Aug 10 - Aug 11

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Top Ashland Hotel Reviews

Hunter Lodge, a Bluebird by Lark

10/10 Excellent

"It was a nice surprise to find that our double queen room had a loft space with a trundle bed. Our kids loved using it as a hangout. The room was clean, and we enjoyed using the fire pit out back to make s’mores. The bar is only open Thursday-Sunday, but the room had wine glasses and a corkscrew available for your own wine bottles. Staff was very helpful."

Shandaken Inn

8/10 Good

"We loved the property. The grounds were gorgeous and had many activities. We really enjoyed the tennis court, pool, and corn hole, and appreciated how family- and dog-friendly it all was. The gym was also well stocked. While we weren’t there during their fine dining days, we did experience their burger night, and my partner said his was excellent. My salad was good as well. The room and bathroom were clean and cozy. We had a great time doing some nearby walks/hikes and exploring Woodstock. Areas for improvement: the breakfast pastries were clearly microwaved from frozen (and unfortunately on day two, one of ours had a dead spider in it.) Otherwise, breakfast was good, but I would caution others about sitting outside in the morning due to a large number of flies about! (Not the property’s fault and we didn’t have this problem in the evening). The pool liner was also coming up at the edge around the stairs, which should be repaired. Our only other concern was that we couldn’t find anyone to check us out when we left - we ended up dropping off the keys and leaving a post it note saying we were checking out."

The Graham & Co.

10/10 Excellent

"This was my family’s third time staying at the Graham & Co. and every single stay has been wonderful. My family has grown a lot since our first stay 10 years ago, so staying in the bungalow gave everyone enough space while keeping us close. The room and grounds are very clean and well kept. The staff were so attentive. We arrived very late and they were great about giving us an option of seamless access to our room. We will certainly be back soon."

Catskill Seasons Inn

8/10 Good

"This hotel was decent. It could use a bit of upkeep. The room was pretty clean and it was very pet friendly. The pool was clean and in good condition. Our kids were disappointed that there was no basketball hoop (as was described in the booking details) and there was also no waffle station (that was also in the description). Breakfast was only included on the weekend, not weekdays. Our son was also disappointed that the game room was locked after breakfast was over so he could not play pool. We did use the kitchen, so it was nice to have the option to cook in our room."

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!"

Find out more about Ashland

Ashland B&B information

Number of reviews	1,898
Accommodation	23 B&B
Lowest Price	CA $187
Highest Price	CA $390

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. Meadowood Inn: 5 rooms. 17.7 mi (28.6 km) from the downtown core. Enjoy the local cuisine breakfast and unique décor. Albergo Allegria Hotel: 21 rooms. 6.6 mi (10.6 km) from the heart of downtown. Enjoy the unique décor and library. Mountain Treasure B&B: 6 rooms. Located 8.9 mi (14.3 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. Windham Mountain Resort and Windham Country Club are also some sites to visit if you want to see more of the area.

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