Ashland B&B: Find the Best Bed and Breakfast from CA $205

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. Situated 6.6 mi (10.6 km) from the heart of Ashland. Enjoy the unique décor and library. Mountain Treasure B&B : 6 rooms. 8.9 mi (14.3 km) from the heart of downtown. Enjoy the free full breakfast and unique décor.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Ashland bed & breakfast

A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

1. Antique Rose Inn Windham

Windham

David

CA $205 total

includes taxes & fees

Sep 28 - Sep 29

A large, two-story house with multiple porches and string lights.

2. Albergo Allegria Hotel

Windham

Roy

CA $263 total

includes taxes & fees

Oct 14 - Oct 15

A park with Adirondack chairs and a table, surrounded by trees.

3. Mountain Treasure B&B

Maplecrest

Daniel

CA $252 total

includes taxes & fees

Oct 21 - Oct 22

A wooden deck with outdoor furniture, a barbecue grill, and a large planter with flowers.

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 $242 total

includes taxes & fees

Sep 28 - Sep 29

A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

5. Shandaken Inn

Shandaken

Karina

CA $319 total

includes taxes & fees

Oct 1 - Oct 2

A large two-story house with a snow-covered roof and a front porch.

6. Meadowood Inn

Arkville

Heidi

CA $224 total

includes taxes & fees

Oct 1 - Oct 2

A large, multi-story house with a prominent tower, surrounded by a well-maintained lawn and trees.

7. Fairlawn Inn

Hunter

Rachel

CA $393 total

includes taxes & fees

Oct 11 - Oct 12

A large, white, two-story building with a symmetrical facade, central entrance, and columns.

8. The Queen of the Catskills B&B

Stamford

john

CA $240 total

includes taxes & fees

Oct 24 - Oct 25

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Ashland Hotel Reviews

Hunter Lodge, a Bluebird by Lark

10/10 Excellent

"I love how rustic the decor is, the dog friendly policy was my ultimate favorite. My puppy, boyfriend and I had a marvelous time and stay. The staff was wonderful helped me with trails, the restaurant food was delightful and so was the bar. Will be coming back!!"

Jimmy OConnors Windham Mountain Inn

10/10 Excellent

"Cool little spot with the inn at the back of the property and the restaurant at the front. It’s been passed down through the family and I met the owner inside during a quick dinner, down to earth guy. The room is very vey clean and still sporting the original textures and fixtures, real retro feeling, I loved it."

Emerson Resort & Spa

10/10 Excellent

"If you are looking for a very peaceful, serene getaway to completely reset, book this place immediately. The quiet, beautiful atmosphere makes it a true sanctuary.The hospitality here is next level. Jackie was incredibly nice and welcoming from start to finish. Jonathan went out of his way to take gorgeous birthday pictures for me the second I asked. The absolute hero of my trip was Kristine, who literally saved me when I found myself stranded in the middle of nowhere!This team protects your peace of mind, I am telling everyone about this gem, and I am definitely coming back to the Emerson!"

Shandaken Inn

8/10 Good

"The hotel staff is very friendly and provides excellent service . The room is clean and comfortable. The breakfast is not really good. The potatoes are too spicy. We asked the waitress if we could change. She rejected directly and didn’t give us any choices. However, when we had the breakfast in second day morning, we required to change too spicy potatoes. The waitress was very nice and helped change to fruit after she talked with supervisor. If the breakfast could give more choices, the hotel would be more attractive."

Find out more about Ashland

Ashland B&B information

Number of reviews	1,148
Accommodation	23 B&B
Lowest Price	CA $205
Highest Price	CA $393

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. Situated 6.6 mi (10.6 km) from the heart of Ashland. Enjoy the unique décor and library. Mountain Treasure B&B: 6 rooms. 8.9 mi (14.3 km) from the heart of downtown. 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.

Explore a world of travel with Expedia

Windham Vacation Rentals

Book B&B in Ashland on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates