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Find All Bennington County Hotels
We have found 623 Bennington County Hotels
- Rustic 150-year-old farmhouse, Jacuzzi included
- Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR
- 5 miles to Okemo/Ludlow, 25 Acre Playground, Great Ski or Summer Rental
- The Farmhouse at Saratoga - H2
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Grafton Inn
- Beautiful Historic 4-Season Country Estate in Okemo Valley
- Cozy Farmhouse Retreat in the Berkshires - Chocolog Room
- Charming, Fully Restored, Greek Revival House, Farmland Setting
- Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
- Great Ski or Summer Rental - 5 miles to Okemo/Ludlow, 25 Gorgeous Acres
- The Farmhouse at Saratoga - H1 Vintage - King Bed
- Tourists
- Vermont Rustic Retreat
- Brook Bound Inn - Queen Bedroom - First Floor - Room 101
- Farmhouse on Star lake. 10 minutes to OKEMO
- Ski Jiminy Peak - Lg 1 Bd - Vacation Village in the Berkshires
- The Orchards Hotel
- Stay Berkshires
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Magical Retreat Cottage - 15 min to Mt Snow - Ideal workcation
- Xmas in Hancock @ Jiminy Premier Ski-In/Ski-Out Resort
- Deluxe 2xQueen- 2nd floor in Historic Inn
- Majestic Suite • Sleeps Four • Mountain Views • Bed and Breakfast • Vermont
- Timber Inn Motel
- The Lodge at Mount Snow
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Starry Nights at Comet Farm: A Scenic Haven Near Woodstock and Okemo
- Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
- Deluxe King Room w/fireplace and separate entrance
- Berkshire Mountain House
- The Little Farmhouse at Adams Farm just minutes to skiing
- Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
- Four Columns Inn
- Stunning farmhouse-Historic village-Mins to Skiing
- Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
- Charming restored Log Cabin in Hoosick Falls NY on the Vermont border
- Cozy Retreat in the Berkshires - Apple Room in Orchard Guest House
- Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
- Cozy Retreat in the Berkshires - Prue Berry Room in Orchard Guest House
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- King with Bunk Bed- 2nd floor in Historic Inn
- The Springs Motel
- Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort
- Deluxe King Room w/pull-out love seat and fireplace
- Deluxe King - 2nd floor in Historic Inn
- Perfect VT getaway - great for two families! Starlink Internet, Large Yard
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Deerfield Valley Inn, 5min. to M.Snow Room Entire Inn
- Cozy Retreat in the Berkshires - Cherry Room in Orchard Guest House
- Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
- Deluxe King, kitchenette, fireplace
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Quintessential Vermont farmhouse
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Deluxe King- 2nd floor in Historic Inn
- Winterplace AT Okemo
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- Luxury King w/balcony, accessible
- Homestyle Hotel Inn & Restaurant
- Salt Ash Inn
- Northside Motel
- Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
- Motel in the Meadow
- Airstream Glamping in The Adirondack Foothills
- The Brattleboro
- Luxury King with balcony
- Cozy Farmhouse Retreat for One - Lagniappe Room
- Vacation Village in the Berkshires 5 Star Resort - Suite A
- Deluxe 2xQueen & fireplace
- Cozy Farmhouse Retreat - Monk’s Room
- Bentley Brook at Jiminy Peak ^ Studio