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  • Check prices for these dates

    Check prices for these dates, December 14 – 15, 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.

    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.

    3. Mountain Treasure B&B

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

    4. Shandaken Inn

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

    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.

    6. Meadowood Inn

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

    7. Margaretville Mtn Inn B&B and Village Suites

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

    8. The Queen of the Catskills B&B

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

    9. 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.

    10. 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.

    11. 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

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

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

    Bar (on property)

    13. River Run Bed and Breakfast

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

    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

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

    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.

    Mountain Treasure B&B

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

    Shandaken Inn

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

    Meadowood Inn

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

    The Queen of the Catskills B&B

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

    Margaretville Mtn Inn B&B and Village Suites

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

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