The Berkshires Hotels

Our travel experts have picked the best hotels in The Berkshires so you can be sure you’re staying in top accommodations.

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1. Brook Farm Inn

$ | 15 Hawthorne St., Lenox, Massachusetts, 01240, USA

Tucked away in a wooded glen a short distance from Tanglewood, this 1880s inn often has classical music playin... Read More

2. Chambery Inn

$ | 199 Main St., Lenox, Massachusetts, 01238, USA

A converted 19th-century country schoolhouse houses these unique accommodations in downtown Lee. Large guest r... Read More

3. Country Inn at Jiminy Peak

$ | 37 Corey Rd., Hancock, Massachusetts, 01237, USA

Massive stone fireplaces in the lobby and lounge lend this hotel a ski-lodge atmosphere, and the condo-style s... Read More

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4. Guest House at Field Farm

$ | 554 Sloan Rd., Williamstown, Massachusetts, 02167, USA

Built in 1948, this guesthouse contains a fine collection of art on loan from Williams College and the Whitney... Read More

5. River Bend Farm

$ | 643 Simonds Rd., Williamstown, Massachusetts, 02167, USA

Listed on the National Register of Historic Places, this 1770 Georgian Colonial is neither on a river nor is i... Read More

6. Wainright Inn

$ | 518 S. Main St., Great Barrington, Massachusetts, 01230, USA

Built in 1766 as the Troy Tavern & Inn, this well-run lodging has wraparound porches on two levels; the gr... Read More

7. Whistler's Inn

$ | 5 Greenwood St., Lenox, Massachusetts, 01240, USA

Antiques adorn the parlor of this 1870s Tudor-style mansion, alongside items picked up on the innkeepers' worl... Read More

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8. Egremont Inn

$ | 10 Old Sheffield Rd., South Egremont, Massachusetts, 01258, USA

The public rooms in this 1780 stagecoach inn are enormous, and each has a fireplace. Bedrooms are on the small... Read More

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