Find All Bennington Hotels
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Find All Bennington Hotels
We have found 765 Bennington Hotels
- North Shire Lodge
- The Engel House
- Cozy Benedict Farm House by South Village Pond
- Mount Snow Lodging
- SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
- The Trail in Adams - Berkshires’ Art Hotel
- Blue Gentian Lodge at Magic Mountain
- Ski SouthernVermont Getaway.
- Pinnacle Lodge
- New! remodeled Barn. min from Lake, Ski, Hot tub
- The Hermitage Inn Vermont
- The Inn at Ormsby Hill
- Charming & Private Farm House
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- Country Getaway Lodge/Ranch
- Palmer House Resort - Deluxe King Bed 4
- 5 Bedroom Family Home on Okemo with A.C. mini-splits for the Summer Season
- Williamstown Motel
- King & Queen Suite in Historic Inn Circa 1780
- Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow.
- Eddington House Inn
- Room in Historic Inn! 20 Minutes to Okemo!
- Palmer House Resort - Deluxe King Bed 3
- All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
- Serene dog-friendly guest house with mountain views, fireplace, & firepit
- 200 Yr old Farmhouse on 45 acres
- Waterfront Modern Farmhouse with WiFi near Saratoga Track, Vermont and more!
- Honeymoon Suite with Jacuzzi Tub in Historic Inn
- Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
- The Grafton Lodge, Rustic Luxury, sleeps 20, Hot Tub, Sauna, Fire pit
- Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub
- Palmer House Resort - Deluxe King Bed 1
- Main and Mountain Bar & Motel
- Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
- Renovated guest house. Min from Lake and Skiing.
- Palmer House Resort - Deluxe King Bed 2
- Equinox Resort Residences
- Golden Stage Inn B&B
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- The Preserve Battenkill River
- Harbour House Inn
- Historic Stone Church in The Berkshires
- Sparkle on the Rocks is a Sanctuary of Comfort and Artistic Inspiration
- Exceptionally beautiful and spacious country home
- Charming In Village Farmhouse - steps to Historic Grafton Inn
- Rustic 150-year-old farmhouse, Jacuzzi included
- Modern Country Farmhouse, Walking Distance to Lake
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
- Aerie Inn of Vermont
- 3 bdrm Stillwater Farmhouse near 4 ski resorts
- 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
- Palmer House Resort - Deluxe Two Double Beds 4
- Ski Jiminy Peak - Lg 1 Bd - Vacation Village in the Berkshires
- 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
- Rest - a Modern Motel
- 5 miles to Okemo/Ludlow, 25 Acre Playground, Great Ski or Summer Rental
- Cozy Farmhouse Retreat - Ram Dass Room
- Brook Bound Inn - Queen Bedroom - First Floor - Room 101
- Grafton Inn
- Arlington's West Mountain Inn
- The Farmhouse at Saratoga - H1 Vintage - King Bed
- Play Area, Crib, 11 Acre Farmhouse
- The Farmhouse at Saratoga - H2
- Stay Berkshires
- Deerfield Valley Inn, 5min. to M.Snow Room Entire Inn
- The Orchards Hotel
- Stunning farmhouse-Historic village-Mins to Skiing
- Secluded Luxury Lodge On Stratton w/ Mtn Views!
- Charming, Fully Restored, Greek Revival House, Farmland Setting
- The Lodge at Mount Snow
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Cozy Retreat in historic Farmhouse - Tranquility Room
- The Governor's Rock Motel DF ROCKLLC