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Find All Bennington County Hotels
We have found 618 Bennington County Hotels
- Beautiful Historic Country Estate – Modern Comfort in Okemo Valley
- The Lodge At West River
- Great Ski or Summer Rental - 5 miles to Okemo/Ludlow, 25 Gorgeous Acres
- Charming restored Log Cabin in Hoosick Falls NY on the Vermont border
- Salt Ash Inn
- Deluxe King Room w/fireplace and separate entrance
- The Farmhouse at Saratoga - H1 Vintage - King Bed
- Room in Historic Inn! 20 Minutes to Okemo!
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- UU Rowe Camp and Conference Center
- Charming 4-bedroom farmhouse with WiFi, AC in Enchanting Middletown Springs
- Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
- Majestic Suite • Sleeps Four • Mountain Views • Bed and Breakfast • Vermont
- Vermont Rustic Retreat
- Luxury King with balcony
- 5 miles to Okemo/Ludlow, 25 Acre Playground, Great Ski or Summer Rental
- Motel in the Meadow
- Deluxe King, kitchenette, fireplace
- Beautifully decorated large private log home 10 minutes from the mountain.
- Perfect VT getaway - great for two families! Starlink Internet, Large Yard
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Deluxe King - 2nd floor in Historic Inn
- Airstream Glamping in The Adirondack Foothills
- Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
- Charming, Fully Restored, Greek Revival House, Farmland Setting
- Summer Ready! Play Area, Crib, 11 Acre Farmhouse
- Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR
- COZY CABIN IN BERKSHIRES RESORT - LABOR DAY SALE
- Deluxe 2xQueen- 2nd floor in Historic Inn
- Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
- Private bedroom in the Green River Bridge Inn. A full breakfast is included.
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
- Dalem's Chalet
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- 3 bdrm Stillwater Farmhouse near 4 ski resorts
- The Little Farmhouse at Adams Farm just minutes to skiing, golf and lakes
- King with Bunk Bed- 2nd floor in Historic Inn
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Secluded 19th century Farmhouse with mountain views
- Deluxe Queen Suite with pull-out love seat, private entrance
- Homestyle Hotel Inn & Restaurant
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
- Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi
- Cooper Hill Inn
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Bentley Brook at Jiminy Peak ^ Studio
- Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort
- Deluxe King - 2nd floor in Historic Inn
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- The Brattleboro
- Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
- Deluxe 2xQueen & fireplace
- Snow Goose Inn
- Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
- Spring Motor Inn
- Farmhouse on Star lake. 10 minutes to OKEMO