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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

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

Meadowood Inn
Room

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (225)
"It is a delightful location. I was planning to keep moving but stayed extra day after skiing at nearby ski resort. The bed was very comfortable and the home cooked breakfast very tasty. It is a historic location with deeply knowledgeable hostess."
The price is AED 448
AED 493 total
includes taxes & fees
27 Jan - 28 Jan
Meadowood Inn
Shandaken Inn
Front of property

Shandaken Inn

4.0 star property
10.0 out of 10, Exceptional, (232)
"Wonderful place "
The price is AED 668
AED 748 total
includes taxes & fees
27 Jan - 28 Jan
Shandaken Inn
Antique Rose Inn Windham
Front of property

Antique Rose Inn Windham

3.0 star property
9.0 out of 10, Wonderful, (118)
"Laureen was very hospitable. She accomodated us every step of the way. There were clean sheets, comforters, pillows and sets of towels arranged in the room. The bathroom was also clean and there was hot water. Laureen checked in on us to see how we slept and if our needs were met. She made a delicious hot breakfast consisting of blueberry pancakes and eggs how we like them served with tea, coffee or water. Lastly, the landlord/hostess, Laureen, always had positive vibes and friendly at all...
The price is AED 496
AED 536 total
includes taxes & fees
27 Jan - 28 Jan
Antique Rose Inn Windham
Albergo Allegria Hotel & Breakfast Restaurant
Front of property

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (253)
"Excellent "
The price is AED 545
AED 588 total
includes taxes & fees
27 Jan - 28 Jan
Albergo Allegria Hotel & Breakfast Restaurant
River Run Bed and Breakfast
Front of property

River Run Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (182)
"It was fine. Nice enough place to crash for a night if a bit "tired" and rickety. Breakfast was perfect for skiers headed out to the slopes not, something to linger over. "
The price is AED 547
AED 602 total
includes taxes & fees
27 Jan - 28 Jan
River Run Bed and Breakfast
Fairlawn Inn
Miscellaneous

Fairlawn Inn

3.0 star property
8.8 out of 10, Excellent, (414)
"Sandy made our stay extra special, telling us history of the property as well as giving recommendations of sites to see. We slept well and it was cozy. "
The price is AED 951
AED 1,027 total
includes taxes & fees
1 Feb - 2 Feb
Fairlawn Inn
Breezy Hill Inn
Exterior

Breezy Hill Inn

3.0 star property
10.0 out of 10, Exceptional, (22)
"Very beautiful home and nice owners - would have liked a little more privacy and flexibility with scheduling breakfast or means to communicate re: scheduling changes. So convenient for Belleayre skiing!"
Breezy Hill Inn
Margaretville Mtn Inn B&B and Village Suites
Aerial view

Margaretville Mtn Inn B&B and Village Suites

3.0 star property
8.2 out of 10, Very Good, (191)
"Super cool staff good breakfast great vibes thank you "
The price is AED 422
AED 485 total
includes taxes & fees
27 Jan - 28 Jan
Margaretville Mtn Inn B&B and Village Suites
Arts Inn
Exterior

Arts Inn

3.0 star property
10.0 out of 10, Exceptional, (23)
"Beautiful old house built in 1901. Owners made me feel most welcome. I was there for a Ski Instructor seminar and needed to get to Belleyre Mountain early and they accommodated me with an earlier than usual excellent breakfast. Very close to the mountain!"
Arts Inn
Mountain Treasure B&B
Front of property

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (263)
"This place was so cute and cozy! Owner is so nice and welcoming and the breakfast was amazing. Would definitely stay there again!"
The price is AED 485
AED 524 total
includes taxes & fees
27 Jan - 28 Jan
Mountain Treasure B&B
The Bavarian Manor Hotel
Exterior

The Bavarian Manor Hotel

2.5 star property
8.0 out of 10, Very Good, (411)
"The hotel is very old and charming! It adds to the atmosphere of the area. If you’re looking for all the modern amenities this would not be the best choice. Internet was sporadic and there was no TV service which was a reminder of how old the hotel is. I thought it was a wonderful break from 2024!"
The Bavarian Manor Hotel
The Queen of the Catskills B&B
Front of property

The Queen of the Catskills B&B

3.0 star property
9.2 out of 10, Wonderful, (70)
"Rooms were good size and comfortable. Breakfast was delicious and any time from 6-11 am. Hosts were friendly and accommodating."
The price is AED 769
AED 845 total
includes taxes & fees
31 Jan - 1 Feb
The Queen of the Catskills B&B
Georgian Garden Inn
Room

Georgian Garden Inn

3.0 star property
9.0 out of 10, Wonderful, (28)
"We had a comfortable and lovely stay. The hostesses Viktoria and Irina were very hospitable, friendly and helpful, if you have any questions feel free to ask them. The property has a great location, it is close to the center of Windhem. Our room was clean, comfortable, with beautiful view and excellent internet service. Glad we chose Georgian Garden, highly recommended."
Georgian Garden Inn
Cozy B&B with WiFi and AC in peaceful South Kortright
Room

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

8.0 out of 10, Very Good, (1)
The price is AED 588
AED 815 total
includes taxes & fees
27 Jan - 28 Jan
Cozy B&B with WiFi and AC in peaceful South Kortright
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
Room

Charming 2-bedroom B&B located in South Kortright with AC, WiFi

The price is AED 1,102
AED 1,447 total
includes taxes & fees
27 Jan - 28 Jan
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
Room

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

The price is AED 588
AED 815 total
includes taxes & fees
27 Jan - 28 Jan
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
Cozy B&B with WiFi and AC in welcoming South Kortright
Room

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

10.0 out of 10, Exceptional, (2)
"Came for Hobart Women Writers Festival. Will come again and stay here."
The price is AED 588
AED 815 total
includes taxes & fees
27 Jan - 28 Jan
Cozy B&B with WiFi and AC in welcoming South Kortright
Cozy B&B with WiFi and AC in charming South Kortright
Room

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

10.0 out of 10, Exceptional, (1)
"Lovely place., lovely owners. Very accomadating. Clean, well appointed. Excellent restaurant as well. We would be happy to be there again."
The price is AED 661
AED 909 total
includes taxes & fees
27 Jan - 28 Jan
Cozy B&B with WiFi and AC in charming South Kortright
Cozy B&B with WiFi and AC in charming South Kortright
Room

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

The price is AED 551
AED 771 total
includes taxes & fees
27 Jan - 28 Jan
Cozy B&B with WiFi and AC in charming South Kortright
Cozy B&B with WiFi and AC in Terrific South Kortright
Room

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

The price is AED 551
AED 771 total
includes taxes & fees
27 Jan - 28 Jan
Cozy B&B with WiFi and AC in Terrific 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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Other property types in Ashland

Starlite Motel
Terrace/patio

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (247)
"Cozy,excellent cable package…"
The price is AED 459
AED 524 total
includes taxes & fees
27 Jan - 28 Jan
Starlite Motel
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Exterior

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (38)
"Beautiful setting with this home. Kitchen appliances and amenities were great. Bedrooms slightly sparse, but very functional. Bathrooms clean and seemed to be recently updated. "
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
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, (148)
"We went with 3 families (kids 4-14) and had the best time !! Great house for a group. We were 18 total. Awesome location. The kids loved playing in the snow and visiting with the cows! The grounds were really beautiful. The house had plenty of room. The bunk rooms were awesome for kids. Upstairs master has a tiny room a one single bed off of it, perfect for a toddler or baby. Two living rooms for multiple sports game watching. Short drive to the mountain and restaurants. We even brought food...
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. Meadowood Inn: 5 rooms. 17.8 mi (28.6 km) from the downtown core. Enjoy the local cuisine breakfast and unique décor. 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. Albergo Allegria Hotel & Breakfast Restaurant: 21 rooms. 6.6 mi (10.6 km) from the heart of downtown. Enjoy the unique décor and library. River Run Bed and Breakfast: 9 rooms. Located 14.2 mi (22.9 km) from the core of Ashland. Enjoy the unique décor and fireplace in the lobby.
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 Mountain Resort are also some sites to visit if you want to see more of the area.