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Find All Bennington Hotels
We have found 749 Bennington Hotels
- Mount Snow Lodging
- 5 Bedroom Family Home on Okemo with A.C. mini-splits for the Summer Season
- Beautifully decorated large private log home 10 minutes from the mountain.
- The Inn at Ormsby Hill
- Country Getaway Lodge/Ranch
- Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
- SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
- 200 Yr old Farmhouse on 45 acres
- Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
- Cozy Retreat in historic Farmhouse - Tranquility Room
- Aerie Inn of Vermont
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- Palmer House Resort - Deluxe King Bed 5
- Cozy Farmhouse Retreat - Judy’s Room
- Harbour House Inn
- Serene dog-friendly guest house with mountain views, fireplace, & firepit
- Palmer House Resort - Deluxe King Bed 4
- Cozy Benedict Farm House by South Village Pond
- King & Queen Suite in Historic Inn Circa 1780
- Palmer House Resort - Deluxe King Bed 1
- Palmer House Resort - Deluxe King Bed 3
- 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
- Golden Stage Inn B&B
- Beautiful farmhouse minutes to Okemo. Lots of room. Spacious hot tub.
- The Springs Motel
- Room in Historic Inn! 20 Minutes to Okemo!
- All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
- The Buckmaster Inn
- Honeymoon Suite with Jacuzzi Tub in Historic Inn
- Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow.
- Sparkle on the Rocks is a Sanctuary of Comfort and Artistic Inspiration
- Ski SouthernVermont Getaway.
- Exceptionally beautiful and spacious country home
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Cozy Farmhouse Retreat in the Berkshires - Chocolog Room
- The Preserve Battenkill River
- Modern Country Farmhouse, Walking Distance to Lake
- Historic Stone Church in The Berkshires
- The Farmhouse at Saratoga - H2
- Arlington's West Mountain Inn
- Charming In Village Farmhouse - steps to Historic Grafton Inn
- 3 bdrm Stillwater Farmhouse near 4 ski resorts
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Cozy Retreat in the Berkshires - Apple Room in Orchard Guest House
- Palmer House Resort - Deluxe King Bed 2
- Stay Berkshires
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Ski Season! Play Area, Crib, 11 Acre Farmhouse
- Equinox Resort Residences
- Waterfront Modern Farmhouse with WiFi near Saratoga Track, Vermont and more!
- Cozy Farmhouse Retreat in the Berkshires - Gabriel’s Room
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR
- Great Ski or Summer Rental - 5 miles to Okemo/Ludlow, 25 Gorgeous Acres
- Charming, Fully Restored, Greek Revival House, Farmland Setting
- Rustic 150-year-old farmhouse, Jacuzzi included
- Palmer House Resort - Deluxe Two Double Beds 3
- Brook Bound Inn - Queen Bedroom - First Floor - Room 101
- The Governor's Rock Motel DF ROCKLLC
- Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub
- Deluxe 2xQueen- 2nd floor in Historic Inn
- Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
- The Farmhouse at Saratoga - H1 Vintage - King Bed
- The Little Farmhouse at Adams Farm just minutes to skiing, golf and lakes
- Grafton Inn
- 5 miles to Okemo/Ludlow, 25 Acre Playground, Great Ski or Summer Rental
- Majestic Suite • Sleeps Four • Mountain Views • Bed and Breakfast • Vermont
- Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Charming restored Log Cabin in Hoosick Falls NY on the Vermont border
- Ski Jiminy Peak - Lg 1 Bd - Vacation Village in the Berkshires
- Beautiful Historic 4-Season Country Estate in Okemo Valley