Hotels in The Berkshires

Of all the hotels in The Berkshires, the most highly regarded hotel by momondo users is The Williams Inn, which received a rating of 9,3. Following The Williams Inn was Lakehouse Inn with a rating of 9,3 and Brook Farm Inn with a rating of 9,3.

Out of all our users looking for a hotel in The Berkshires in the past 12 months, 6% booked a room at The Yankee, Trademark Collection by Wyndham, making it the most popular hotel in The Berkshires. 1 309 of our users gave The Yankee, Trademark Collection by Wyndham a rating of 8,5 out of 10.

For a double room in The Berkshires during the month of December, you can expect rates to be around R3 119 per night on average. The cheapest double room in The Berkshires in December was R938 per night in the city of Lee.

At just R1 186 per night, Lee has hotel room rates that are 64% less than other cities in The Berkshires.

If you’re looking to book a hotel in The Berkshires that’s perfect for the whole family, then consider staying at either The Red Lion Inn, The Yankee, Trademark Collection by Wyndham or Holiday Inn Club Vacations Oak N Spruce Resort Berkshires By IHG. These are the preferred hotels for families in The Berkshires according to our user data. Rooms at The Red Lion Inn average R4 212 per night, while a room at The Yankee, Trademark Collection by Wyndham is R1 351 per night, and staying at Holiday Inn Club Vacations Oak N Spruce Resort Berkshires By IHG is around R2 021 per night.

The following hotels are perfect for couples looking to stay somewhere in The Berkshires: The Red Lion Inn (R4 212 per night), The Yankee, Trademark Collection by Wyndham (R1 351 per night) and Holiday Inn & Suites Pittsfield-Berkshires By IHG (R1 521 per night).

As of December 2025, there are 984 operators available to choose from for hotels in The Berkshires.

Prices for hotels in The Berkshires were last updated today.