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Our top choices for Ashland bed & breakfast

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (129 reviews)
"Cool historic home with a nice host. Great breakfast. "
United States
Jim
The price is AED 496
AED 536 total
includes taxes & fees
11 May - 12 May
Antique Rose Inn Windham

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
"The room was clean and comfortable, the breakfast was great. We had a good stay. "
United States
cynthia
The price is AED 621
AED 670 total
includes taxes & fees
11 May - 12 May
Mountain Treasure B&B

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (281 reviews)
"Cozy place, kind host & the best breakfast"
United States
Jessy
The price is AED 448
AED 493 total
includes taxes & fees
11 May - 12 May
Meadowood Inn

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (278 reviews)
"Amazing stay"
United States
Alice
The price is AED 658
AED 737 total
includes taxes & fees
12 May - 13 May
Shandaken Inn

Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
3.0 star property
Margaretville
8.4 out of 10, Very Good, (215 reviews)
"Delicious warm breakfast served in the beautiful dining room. "
United States
Eleanor
The price is AED 426
AED 505 total
includes taxes & fees
10 May - 11 May
Margaretville Mtn Inn B&B and Village Suites

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 reviews)
"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 715
AED 787 total
includes taxes & fees
24 May - 25 May
The Queen of the Catskills B&B

Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (278 reviews)
"Room is very clean, staff is extremely friendly, very close to ski mountain "
United States
Valery
The price is AED 597
AED 645 total
includes taxes & fees
12 May - 13 May
Albergo Allegria Hotel

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 review)
"very cozy and peaceful,,,,,"
United States
Laurie
The price is AED 588
AED 848 total
includes taxes & fees
8 May - 9 May
Cozy bed & breakfast in delightful South Kortright with WiFi, AC

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (12 reviews)
"Our stay at Amaya was incredible. The home is impeccably designed, the rooms were very comfortable, breakfast was delicious, and Johnny is the most kind and welcoming host. He went above and beyond to make it a memorable experience. The hot tub is a luxurious perk and the home feels private even with other guests. The location is convenient for exploring the Catskills. I can’t recommend this place enough, it’s a 10/10."
United States
Michael
The price is AED 1,443
AED 1,558 total
includes taxes & fees
8 May - 9 May
Amaya Bed&Breakfast

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 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!"
United States
Tiffany J.
The price is AED 511
AED 631 total
includes taxes & fees
10 May - 11 May
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

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 reviews)
"Came for Hobart Women Writers Festival. Will come again and stay here."
United States
Leslie N.
The price is AED 588
AED 848 total
includes taxes & fees
8 May - 9 May
Cozy B&B with WiFi and AC in welcoming 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 reviews)
"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 945 total
includes taxes & fees
8 May - 9 May
Cozy B&B with WiFi and AC in charming South Kortright

River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (203 reviews)
"Such a quaint bed and breakfast. Of course it’s old house, but very clean. Breakfast was delicious and staff is very friendly and accommodating. "
United States
Sandra
The price is AED 584
AED 642 total
includes taxes & fees
10 May - 11 May
River Run Bed and Breakfast

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 review)
The price is AED 588
AED 848 total
includes taxes & fees
8 May - 9 May
Cozy B&B with WiFi and AC in peaceful 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
The price is AED 551
AED 804 total
includes taxes & fees
8 May - 9 May
Cozy B&B with WiFi and AC in charming South Kortright

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 666 total
includes taxes & fees
10 May - 11 May
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.

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

Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
Maplecrest
The price is AED 580
AED 714 total
includes taxes & fees
10 May - 11 May
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.

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

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
Maplecrest
The price is AED 609
AED 749 total
includes taxes & fees
10 May - 11 May
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

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

Cozy B&B with WiFi and AC in Terrific South Kortright
South Kortright
The price is AED 551
AED 808 total
includes taxes & fees
21 May - 22 May
Cozy B&B with WiFi and AC in Terrific South Kortright

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

Cozy bed & breakfast in marvelous South Kortright with WiFi, AC
South Kortright
The price is AED 918
AED 1,257 total
includes taxes & fees
8 May - 9 May
Cozy bed & breakfast in marvelous South Kortright with WiFi, AC
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

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. Albergo Allegria Hotel: 21 rooms. 6.6 mi (10.6 km) from the downtown core. Enjoy the unique décor and library. Fairlawn Inn: 9 rooms. Situated 10.4 mi (16.7 km) from the heart of Ashland. Enjoy the arcade game room and library. Amaya Bed&Breakfast: 7 rooms. 12.3 mi (19.8 km) from the heart of downtown. Enjoy the free cooked breakfast and hot tub. Meadowood Inn: 5 rooms. Located 17.7 mi (28.6 km) from the core of Ashland. Enjoy the local cuisine 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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