Winery Hotels & Resorts in The Berkshires from NZ$240
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on The Berkshires Winery Hotels
Tonight
14 Sept - 15 SeptTomorrow
15 Sept - 16 SeptThis weekend
18 Sept - 20 SeptNext weekend
25 Sept - 27 SeptOur top choices for The Berkshires hotels with winery
1. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
Susan
NZ$240
includes taxes & fees
21 Sept - 22 Sept
NZ$285
includes taxes & fees
30 Sept - 1 Oct
NZ$340
includes taxes & fees
20 Sept - 21 Sept
4. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!Sherwood Forest
Sharon K.
NZ$630
includes taxes & fees
15 Sept - 16 Sept
5. Cozy. Clean. Free bagel shop. 3 Fireplaces.
Cozy. Clean. Free bagel shop. 3 Fireplaces.Great Barrington
Mary R.
NZ$942
includes taxes & fees
15 Sept - 16 Sept
NZ$567
includes taxes & fees
24 Sept - 25 Sept
NZ$285
includes taxes & fees
15 Sept - 16 Sept
NZ$377
includes taxes & fees
22 Sept - 23 Sept
View all properties
Top The Berkshires Hotel Reviews
Quality Inn Great Barrington
8/10 Good
"It was perfect for our weekend away, clean, comfortable bed and a decent breakfast, definitely worth the value:)"
The Yankee Inn
10/10 Excellent
"Loved the pond trail! What a nice shift after a long day on the road."
Best Western Plus Berkshire Hills Inn & Suites
8/10 Good
"Clean, staff was great, and ample parking"
Explore a world of travel with Expedia
- Lgbt Welcoming Hotels in Northampton
- Cheap Hotels in Northampton
- Luxury Hotels in Hampshire County
- Beach Hotels in Lee
- Lgbt Welcoming Hotels in Lee
- Pet Friendly Hotels in North Adams
- Luxury Hotels in North Adams
- Cheap Hotels in Lenox
- Luxury Hotels in The Berkshires
- Golf Hotels in The Berkshires
- Spa Hotels in Adams
- Hotels with Pool in Sheffield
- Lgbt Welcoming Hotels in Hadley
- Cheap Hotels in West Springfield
- Accor Hotels in Russell
- Lenox Hotels
- Great Barrington Hotels
- Stockbridge Hotels
- Peru Hotels
- Washington Hotels
- Becket Hotels
- Hotels near Berkshire Museum
- Hotels near Magnolia Bluffs Casino
- Chester Hotels
- Mount Washington Hotels
- Blandford Hotels
- Hotels near Tanglewood Music Center
- Pittsfield Hotels
- Hotels near Walter J. Koladza
- Sheffield Hotels
- Granville Hotels
- Hotels near Lake Mansfield Park
- New Marlborough Hotels
- South Egremont Hotels
- Russell Hotels
- Alford Hotels
- Tyringham Hotels
- Richmond Hotels
- Lee Hotels
- Huntington Hotels
- Monterey Hotels
- Otis Hotels
- Dalton Hotels
- Berkshire County Hotels
- West Stockbridge Hotels
- Hotels near Guido's Marketplace
- Westfield Hotels
- Hotels near Ashintully Gardens
- Southwick Hotels
- Resort in Hinsdale
- B&B in Great Barrington
- B&B in Ashuwillticook Rail Trail
- Resort in The Berkshires
- Cabin Rentals in The Berkshires
- B&B in The Berkshires
- Apartments in Southwick
- Country House in Western Massachusetts
- B&B in Western Massachusetts
- Apartments in Westfield
- Cottages in Mill River
- Motels in Becket
- Condo Rentals in Otis
- Resort in Granville
- Apartments in Granville
- B&B in Granville
- Cottages in Lenox
- B&B in Lenox
- Cottages in Southfield
- Goose Pond Reservation
- Otis Holidays
- Pittsfield Holidays
- Ski Butternut
- National Shrine of the Divine Mercy
- Norman Rockwell Museum
- Visit The Berkshires
- Visit Great Barrington
- Visit West Stockbridge
- Visit Middlefield
- Visit Tyringham
- Visit Otis
- All inclusive Holiday Packages Western Massachusetts
- Beach Holiday Packages Western Massachusetts