See all 1252 hotels in Sheffield
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- Prospect Berkshires
- Element Lenox Berkshires
- Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
- The Whitlock
- Troutbeck
- The Millerton Inn
- Locust Tree Bed and Breakfast LLC
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- The Dewey
- Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
- Experience Timeless Elegance in The Edith Wharton Room!
- Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
- Farm House Getaway on beautiful horse farm!
- 5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres