See all 770 hotels in Bennington
- Cozy farmhouse in Manchester - short drive to multiple ski mountains!
- Alpine 5, cozy Vermont retreat
- Enjoy the views and Vermont Vibes
- Harbour House Inn
- COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
- Zen 10, relax and retreat in the heart of Vermont
- Charming & Private Farm House
- Waterfront Modern Farmhouse with WiFi near Saratoga Track, Vermont and more!
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Room in Historic Inn! 20 Minutes to Okemo!
- 200 Yr old Farmhouse on 45 acres
- Honeymoon Suite with Jacuzzi Tub in Historic Inn
- Sparkle on the Rocks is a Sanctuary of Comfort and Artistic Inspiration
- Cloud 9 family double sleeps 4
- Out On a Limb — A Magical Treehouse Experience
- 6 Bam Boo Cozy escape in the heart of Vermont
- Greek Revival Farmhouse w/salt water hot tub near Stratton Mountain
- Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
- King & Queen Suite in Historic Inn Circa 1780
- Palmer House Resort - Deluxe King Bed 4
- Quaint Queen room at the Chester Inn
- Room 4 - Prickly Pear double room
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Bentley Brook the perfect home base for exploring nearby Berkshire County