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Find All Bennington Hotels
We have found 751 Bennington Hotels
- Cozy Benedict Farm House by South Village Pond
- 200 Yr old Farmhouse on 45 acres
- Palmer House Resort - Deluxe King Bed 5
- North Shire Lodge
- Wilburton Inn
- Honeymoon Suite with Jacuzzi Tub in Historic Inn
- Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
- Blue Gentian Lodge at Magic Mountain
- The Engel House
- Sugar Maple Inn
- Golden Stage Inn B&B
- Historic Stone Church in The Berkshires
- Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
- Harbour House Inn
- The Hermitage Inn Vermont
- Echo Lake Inn
- Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow.
- The Farmhouse at Saratoga - H2
- Hike, Swim Little Rock Pond, AP-LT, H Stone. Minutes to VSF, Manchester
- Charming & Private Farm House
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- Room in Historic Inn! 20 Minutes to Okemo!
- Serene dog-friendly guest house with mountain views, fireplace, & firepit
- Out On a Limb — A Magical Treehouse Experience
- Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
- King & Queen Suite in Historic Inn Circa 1780
- Beautiful farmhouse minutes to Okemo. Lots of room. Spacious hot tub.
- UU Rowe Camp and Conference Center
- Equinox Resort Residences
- Modern Country Farmhouse, Walking Distance to Lake
- 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
- Waterfront Modern Farmhouse with WiFi near Saratoga Track, Vermont and more!
- SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
- Arlington's West Mountain Inn
- Charming In Village Farmhouse - steps to Historic Grafton Inn
- The Governor's Rock Motel DF ROCKLLC
- Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub
- Exceptionally beautiful and spacious country home
- The Buckmaster Inn
- Stay Berkshires
- New! remodeled Barn. min from Lake, Ski, Hot tub
- Charming, Fully Restored, Greek Revival House, Farmland Setting
- Grafton Inn
- The Little Farmhouse at Adams Farm just minutes to skiing, golf and lakes
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Rustic 150-year-old farmhouse, Jacuzzi included
- Great Ski or Summer Rental - 5 miles to Okemo/Ludlow, 25 Gorgeous Acres
- Palmer House Resort - Deluxe King Bed 3
- Palmer House Resort - Deluxe King Bed 4
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Palmer House Resort - Deluxe Two Double Beds 3
- Ski Season! Play Area, Crib, 11 Acre Farmhouse
- Cozy 2-bedroom farmhouse in charming Greenwich with WiFi, AC
- Charming restored Log Cabin in Hoosick Falls NY on the Vermont border
- Beautiful Historic 4-Season Country Estate in Okemo Valley
- Sutton's Place
- The Farmhouse at Saratoga - H1 Vintage - King Bed
- Majestic Suite • Sleeps Four • Mountain Views • Bed and Breakfast • Vermont
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Palmer House Resort - Deluxe King Bed 1
- Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
- Ski Jiminy Peak - Lg 1 Bd - Vacation Village in the Berkshires
- Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR
- Four Columns Inn
- Deluxe King Room w/fireplace and separate entrance
- Palmer House Resort - Deluxe Two Double Beds 4
- 3 bdrm Stillwater Farmhouse near 4 ski resorts
- Timber Inn Motel
- Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
- Deluxe King, kitchenette, fireplace
- Palmer House Resort - Deluxe King Bed 2