Wyndham Extra Holidays, The Berkshires hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Tonight
15 Oct - 16 OctTomorrow
16 Oct - 17 OctThis weekend
16 Oct - 18 OctNext weekend
23 Oct - 25 Oct
Save an average of 15% on thousands of hotels when you're signed in
Top The Berkshires Hotel Reviews
Berkshire Mountain Lodge
10/10 Excellent
"The bath tub and the wash basin had some water clogging"
Prospect Berkshires
10/10 Excellent
"Peaceful place. Quiet and relaxing. Minimalistic luxury"
The Red Lion Inn
10/10 Excellent
"Wonderful"
Hotel On North
10/10 Excellent
"The hotel is charming in the heart of Pittsfield. The rooms were large and clean. It’s a great boutique hotel with 35 rooms. There is a restaurant attached to the hotel that had great food and drinks! Will definitely be back."
Courtyard by Marriott Lenox Berkshires
10/10 Excellent
"Sitting around the fire pit after a long day of leaf peeping was glorious..."
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"New hotel with clean"
The Cornell Inn, Lenox & The Berkshires
8/10 Good
"Our room was very nice with a comfortable bed, but the door to the room did not fit properly so lots of light came through the edges. Also we could hear the guests above us ( we were on first floor in carriage house) tramping around at 6:00 am. It would help to carpet the floors. The breakfast, which was much hyped, was only okay. The ingredients were nothing special, for example the bread used for toast appeared to be off the grocery store shelf."
The Yankee Inn
10/10 Excellent
"Clean room. Special thank you to the cleaning and breakfast staff. Great balcony view. We will come back again."
Quality Inn Great Barrington
10/10 Excellent
"good location, friendly helpful staff"
Explore a world of travel with Expedia
- Adams Hotels
- Agawam Hotels
- Becket Hotels
- Gay friendly Hotels in Cheshire
- Cheshire Hotels
- Chester Hotels
- Chesterfield Hotels
- Budget Hotels in Chicopee
- Cummington Hotels
- Dalton Hotels
- Resorts in Dalton
- Condo Rentals in Drury
- Drury Hotels
- Florida Hotels
- Goshen Hotels
- Great Barrington Hotels
- Marriott Hotels & Resorts in Greenfield
- Hadley Hotels
- Hancock Hotels
- Hatfield Hotels
- Holyoke Hotels
- Huntington Hotels
- B&B in Indian Orchard
- Indian Orchard Hotels
- Lanesborough Hotels
- Lee Hotels
- Lenox Hotels
- Longmeadow Hotels
- Ludlow Hotels
- Hotels near MGM Springfield
- Monterey Hotels
- Hotels near Mount Greylock State Reservation Visitor Center
- Cottages in New Ashford
- Hotels with Swimming Pools in Northampton
- Hotels with smoking rooms in Northampton
- Luxury Hotels in Northampton
- Otis Hotels
- Red Roof Inn Hotels in Palmer
- Savoy Hotels
- Sheffield Hotels
- Hotels with Air Conditioning in South Egremont
- Hotels with Restaurants in South Egremont
- Pet friendly Hotels in South Egremont
- South Egremont Hotels
- South Hadley Hotels
- Southampton Hotels
- Southwick Hotels
- Budget Hotels in Springfield
- Springfield Hotels
- Hotels with Swimming Pools in Stockbridge
- Stockbridge Hotels
- B&B in Sunderland
- Hotels near Tanglewood Music Center
- Apartments in The Berkshires
- Hotels with Waterparks in The Berkshires
- Pet friendly Hotels in The Berkshires
- Motels in The Berkshires
- Resorts in The Berkshires
- Hotels with kitchenette in West Springfield
- West Springfield Hotels
- Business Hotels in West Stockbridge
- Apartments in Western Massachusetts
- Condo Rentals in Western Massachusetts
- Hotels with Hot Tubs in Western Massachusetts
- Hotels with kitchenette in Western Massachusetts
- Hotels with Swimming Pools in Western Massachusetts
- Westfield Hotels
- Windsor Hotels