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We are not like the others - we include taxes and fees

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Check prices for these dates, December 12 – 13, 2026

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Our top choices for Ashland bed & breakfast

1. Albergo Allegria Hotel

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

Location: Windham
Guest rating: 9.6/10 (Exceptional, 289 reviews)
Price: $174 nightly, $188 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Ashland bed & breakfast
Review: Amazing hotel, very clean and comfortable beds., by Roy

2. Antique Rose Inn Windham

A two-story house with a wrap-around porch, a steeply pitched roof, and a small tower-like structure on the roof.

Location: Windham
Guest rating: 9/10 (Wonderful, 138 reviews)
Price: $135 nightly, $146 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Ashland bed & breakfast
Review: A fantastic stay!, by David

3. Mountain Treasure B&B

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

Location: Maplecrest
Guest rating: 9.4/10 (Exceptional, 307 reviews)
Price: $166 nightly, $179 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Ashland bed & breakfast
Review: Service and breakfast were very good, by Daniel

4. Shandaken Inn

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

Location: Shandaken
Guest rating: 10/10 (Exceptional, 335 reviews)
Price: $158 nightly, $177 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Ashland bed & breakfast
Review: Beautiful Inn. Every detail was so well thought out!, by Nancy Joan

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

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

Location: Maplecrest
Guest rating: 10/10 (Exceptional, 2 reviews)
Price: $151 nightly, $163 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Ashland bed & breakfast
Review: 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!, by Tiffany J.

6. Margaretville Mtn Inn B&B and Village Suites

A large, multi-story house with a snow-covered roof and a prominent tower.

Location: Margaretville
Guest rating: 8.4/10 (Very good, 234 reviews)
Price: $133 nightly, $146 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Ashland bed & breakfast
Review: Loved it, by Glenn

7. Meadowood Inn

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

Location: Arkville
Guest rating: 9.6/10 (Exceptional, 306 reviews)
Price: $145 nightly, $159 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Ashland bed & breakfast
Review: Delicious breakfast and host was very knowledgeable about local things to do, by Catherine

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

A house entrance with a red door, a sign reading "Entrance," and a hanging flower basket.

Location: Maplecrest
Price: $161 nightly, $174 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Ashland bed & breakfast

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

A wooden deck with a bench, planters with flowers, and a view of a house and trees in the background.

Location: Maplecrest
Price: $172 nightly, $186 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Ashland bed & breakfast

10. Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast

Location: Maplecrest
Price: $181 nightly, $195 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Ashland bed & breakfast

11. The Queen of the Catskills B&B

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

Location: Stamford
Guest rating: 9.4/10 (Exceptional, 89 reviews)
Price: $238 nightly, $262 total, Nov 13 - Nov 14, Total with taxes and fees, for Our top choices for Ashland bed & breakfast
Review: The beauty and unique history of the property, by Robin

12. GREENE MTN VIEW INN - SLEEPS 28 - FULL INN RENTAL

Location: Tannersville
Guest rating: 9/10 (Wonderful, 2 reviews)
Price: $1,520 nightly, $1,642 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Ashland bed & breakfast
Review: "Weekend bachelor party with a group of 35+ year olds. The Inn was just right, everyone had their own room with bathroom and shower, nice feature. This is not the Waldorf or some high end resort, but it didn’t need to be. Five minutes walk to town and the great apple cider donuts at the country K store. We walked across the street to the boat house restaurant and hiking trails for some day time activity. The yard was large so we played corn hole, badminton, and had a camp fire. Overall, we..., by Robert C.

13. River Run Bed and Breakfast

A house with a porch and a sign that reads "Kroer Kun bed & breakfast".

Location: Fleischmanns
Guest rating: 9.2/10 (Wonderful, 211 reviews)
Price: $159 nightly, $175 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Ashland bed & breakfast
Review: enjoyed our stay. breakfast was nice., by Parag

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 reviews in Ashland

Albergo Allegria Hotel

Address: 43 State Route 296, Windham, NY, 12496, US
Location: Windham
Star rating: 3.5/5
Guest rating: 9.6/10 (289 reviews)
Review: This is the third time we have stayed here over Thankgiving while visiting relatives in the area. it is such a quiet lovely old house and the owners are very accomodating and exteemly nice. Lots of room, very comfy living room with fireplace and big chairs. The included breakfast is fantastic. The kitchen is always open for tea and homemade cookies. Scent free linens and towels a huge plus., by NH couple, November 26, 2016, rated 10/10 Excellent

Antique Rose Inn Windham

Address: 326 State Route 296, Windham, NY, 12496, US
Location: Windham
Star rating: 3/5
Guest rating: 9/10 (138 reviews)
Review: Was a very pleasant stay and the proprietor is very kind., by Anonymous traveler, July 10, 2015, rated 10/10 Excellent

Shandaken Inn

Address: 1 Golf Course Road, Shandaken, NY, 12480, US
Location: Shandaken
Star rating: 4/5
Guest rating: 10/10 (335 reviews)
Review: The Shandaken Inn is a gem of a property! Our room was spacious, spotless and so inviting. And the staff, particularly Marissa, made us feel so welcome and at home with her warm personality. The breakfasts were outstanding and the entire property is just beautiful! There are also great hiking options close by. We wouldn’t hesitate to book a room here again!, by Anonymous traveler, March 23, 2021, rated 10/10 Excellent

Mountain Treasure B&B

Address: 408 County Route 40, Maplecrest, NY, 12454, US
Location: Maplecrest
Star rating: 3/5
Guest rating: 9.4/10 (307 reviews)
Review: We had stayed for two nights at this hotel . Place is Nice and Cozy makes you feel like you at home ) The owner is Very friendly and cooks delicious breakfast 😋 I would defently stay there again, by Alina, September 21, 2015, rated 10/10 Excellent

Meadowood Inn

Address: 50 Hornbeck St, Arkville, NY, 12406, US
Location: Arkville
Star rating: 3/5
Guest rating: 9.6/10 (306 reviews)
Review: A really nice stay and a friendly host. Tanya had good suggestions for places to eat, visit, etc. and made delicious breakfasts. She even lent me an extension cord when the venue where my band was playing didn’t have one. The rooms were great and we had our own private bath. Highly recommend!, by John, June 24, 2024, rated 10/10 Excellent

The Queen of the Catskills B&B

Address: 157 W Main St, Stamford, NY, 12167, US
Location: Stamford
Star rating: 3/5
Guest rating: 9.4/10 (89 reviews)
Review: fireplace in room, by Andrew, September 1, 2023, rated 10/10 Excellent

Margaretville Mtn Inn B&B and Village Suites

Address: 1478 Margaretville Mtn Road, Margaretville, NY, 12455, US
Location: Margaretville
Star rating: 3/5
Guest rating: 8.4/10 (234 reviews)
Review: Pete, owner, was extremly helpful in the check in process, dinner suggestions, and wonderful breakfast in the morning. Highly recommended and will be back for sure., by Rob, January 25, 2015, rated 10/10 Excellent

Frequently Asked Questions

What is the nightly rate for a Bed & Breakfast in Ashland?

Prices for B&Bs in Ashland often vary, but you can find a great deal from $145 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Ashland B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.

What is the difference between a Ashland Bed & Breakfast and a hotel?

Every Ashland B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Ashland B&Bs.