Search B&B in Ashland

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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Ashland bed & breakfast

Exterior
Mountain Treasure B&B

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (289)
"Great location, nice and peaceful"
United States
Noel
The price is AED 610
AED 658 total
includes taxes & fees
12 Jan - 13 Jan
Mountain Treasure B&B
Front of property
Meadowood Inn

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (270)
"Great experience. Highly recommend."
United States
Seweryn
The price is AED 448
AED 493 total
includes taxes & fees
8 Jan - 9 Jan
Meadowood Inn
Front of property
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
The price is AED 492
AED 531 total
includes taxes & fees
11 Jan - 12 Jan
Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Antique Rose Inn Windham

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
United States
Simona
The price is AED 496
AED 536 total
includes taxes & fees
12 Jan - 13 Jan
Antique Rose Inn Windham
Exterior
Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
3.0 star property
Margaretville
8.2 out of 10, Very Good, (207)
"Our stay at the Margaretville Mtn Inn was fantastic. The room was beautiful and very clean. The breakfast that was served was wholesome and delicious. I would definitely stay there again."
United States
Neal
The price is AED 496
AED 582 total
includes taxes & fees
22 Jan - 23 Jan
Margaretville Mtn Inn B&B and Village Suites
Front of property
The Queen of the Catskills B&B

The Queen of the Catskills B&B

The Queen of the Catskills B&B
3.0 star property
Stamford
9.2 out of 10, Wonderful, (75)
"Excellent stay! Would highly recommend. The hosts were very accommodating and very friendly. Everything about this B&B was a first class experience (room, hosts, breakfast). Would highly recommend! "
United States
Bruce
The price is AED 619
AED 680 total
includes taxes & fees
17 Jan - 18 Jan
The Queen of the Catskills B&B
Garden
Amaya Bed&Breakfast

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (7)
"We had a very relaxing weekend at the Amaya Bed & Breakfast. The host was super friendly and went above and beyond to make sure we were comfortable and had everything we needed. The breakfast was delicious and was the perfect way to start our mornings. The house itself is so beautifully decorated and the surrounding area was very peaceful. I look forward to staying again in the future. "
United States
Michaela
The price is AED 1,209
AED 1,305 total
includes taxes & fees
9 Jan - 10 Jan
Amaya Bed&Breakfast
Outdoor dining
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

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

Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Maplecrest
10.0 out of 10, Exceptional, (1)
"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!"
United States
Tiffany J.
The price is AED 511
AED 631 total
includes taxes & fees
15 Jan - 16 Jan
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
1 bedroom, WiFi, bed sheets
Book Village Inn Hemingway Room

Book Village Inn Hemingway Room

Book Village Inn Hemingway Room
Hobart
10.0 out of 10, Exceptional, (1)
"Restaurant bar on first floor was a lovely amenity but best feature by far is access to Catskills Scenic Trail just behind the inn. Great stay."
United States
Jamie C.
The price is AED 262
AED 511 total
includes taxes & fees
11 Jan - 12 Jan
Book Village Inn Hemingway Room
Exterior
Fairlawn Inn

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (436)
"Lovely stay"
United States
Deborah
The price is AED 951
AED 1,027 total
includes taxes & fees
25 Jan - 26 Jan
Fairlawn Inn
Exterior
Cozy bed & breakfast in delightful South Kortright with WiFi, AC

Cozy bed & breakfast in delightful South Kortright with WiFi, AC

Cozy bed & breakfast in delightful South Kortright with WiFi, AC
South Kortright
10.0 out of 10, Exceptional, (1)
"very cozy and peaceful,,,,,"
United States
Laurie
The price is AED 588
AED 840 total
includes taxes & fees
8 Jan - 9 Jan
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
Front of property
River Run Bed and Breakfast

River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (197)
"Excellent stay!!!"
United States
Donna
The price is AED 584
AED 642 total
includes taxes & fees
11 Jan - 12 Jan
River Run Bed and Breakfast
1 bedroom, WiFi, bed sheets
Book Village Inn -Dickinson Room

Book Village Inn -Dickinson Room

Book Village Inn -Dickinson Room
Hobart
9.0 out of 10, Wonderful, (2)
"Madeline could not have been more accommodating and communicative. The property was adorable and clean. Lovely stay! "
United States
Kimberly G.
The price is AED 289
AED 540 total
includes taxes & fees
11 Jan - 12 Jan
Book Village Inn -Dickinson Room
Interior
Book Village Inn - Twain Room

Book Village Inn - Twain Room

Book Village Inn - Twain Room
Hobart
8.0 out of 10, Very Good, (1)
"Quiet, near my travel objective, no interferences. "
United States
Patricia Anne T.
The price is AED 270
AED 519 total
includes taxes & fees
11 Jan - 12 Jan
Book Village Inn - Twain Room
Interior
Book Village Inn Fitzgerald Room

Book Village Inn Fitzgerald Room

Book Village Inn Fitzgerald Room
Hobart
9.4 out of 10, Exceptional, (3)
"The inn was everything that was advertised. The bed was comfortable. Considerate details included the coffee machine, seltzer waters and popcorn. I liked the locally made soap products in the bathroom. The bar had a cozy pub vibe and a great meal. Highly recommended!"
Canada
Holly B.
The price is AED 270
AED 519 total
includes taxes & fees
11 Jan - 12 Jan
Book Village Inn Fitzgerald Room
1 bedroom, WiFi, bed sheets
Book village Inn - Austen Room

Book village Inn - Austen Room

Book village Inn - Austen Room
Hobart
10.0 out of 10, Exceptional, (2)
"Was great, loved our time jere"
United States
Steve
The price is AED 437
AED 667 total
includes taxes & fees
13 Jan - 14 Jan
Book village Inn - Austen Room
Exterior
Cozy B&B with WiFi and AC in welcoming South Kortright

Cozy B&B with WiFi and AC in welcoming South Kortright

Cozy B&B with WiFi and AC in welcoming South Kortright
South Kortright
10.0 out of 10, Exceptional, (3)
"Came for Hobart Women Writers Festival. Will come again and stay here."
United States
Leslie N.
The price is AED 588
AED 840 total
includes taxes & fees
8 Jan - 9 Jan
Cozy B&B with WiFi and AC in welcoming South Kortright
Exterior
Cozy B&B with WiFi and AC in charming South Kortright

Cozy B&B with WiFi and AC in charming South Kortright

Cozy B&B with WiFi and AC in charming South Kortright
South Kortright
10.0 out of 10, Exceptional, (2)
"Lovely place., lovely owners. Very accomadating. Clean, well appointed. Excellent restaurant as well. We would be happy to be there again."
United States
Laura H.
The price is AED 661
AED 949 total
includes taxes & fees
8 Jan - 9 Jan
Cozy B&B with WiFi and AC in charming South Kortright
Exterior detail
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.

Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.

Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
Maplecrest
The price is AED 544
AED 674 total
includes taxes & fees
15 Jan - 16 Jan
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
Exterior
Cozy B&B with WiFi and AC in peaceful South Kortright

Cozy B&B with WiFi and AC in peaceful South Kortright

Cozy B&B with WiFi and AC in peaceful South Kortright
South Kortright
8.0 out of 10, Very Good, (1)
The price is AED 588
AED 840 total
includes taxes & fees
8 Jan - 9 Jan
Cozy B&B with WiFi and AC in peaceful South Kortright
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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Top Ashland Hotel Reviews

Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

10/10 Excellent
"Excellent location , great staff and clean room. Very happy with our stay. "
Jennifer 2-night trip
Posted 1 day ago
Kaatskill Mountain Club at Hunter Mountain

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: Mountain Treasure B&B: 6 rooms. 8.9 mi (14.3 km) from the heart of Ashland. Enjoy the free full breakfast and unique décor. Albergo Allegria Hotel & Breakfast Restaurant: 21 rooms. 6.6 mi (10.6 km) from the downtown core. Enjoy the unique décor and library. Antique Rose Inn Windham: 3 rooms. Situated 7.2 mi (11.7 km) from the heart of Ashland. Enjoy the free full breakfast and unique décor. Meadowood Inn: 5 rooms. 17.8 mi (28.6 km) from the heart of downtown. Enjoy the local cuisine breakfast and unique décor. Shandaken Inn: 15 rooms. Located 14.2 mi (22.9 km) from the core of Ashland. Enjoy the local cuisine breakfast and 24-hour fitness center.
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.