Winery Hotels in The Berkshires, MA

The Old Inn On The Green features free WiFi in public areas, a seasonal outdoor pool, and a meeting room. If you drive, take advantage of free parking. Additional amenities include a terrace and a garden.

At Shaker Mill Inn, guests have access to free WiFi in public areas. There's free parking if you drive.

Guests of Best Western Plus Berkshire Hills Inn & Suites enjoy a gym, free WiFi in public areas, and conference space. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with luggage storage, tours or tickets, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.

Guests of Pleasant Valley Motel West Stockbridge enjoy features like free WiFi in public areas. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide front-desk service during limited hours.

At Chesapeake Inn of Lenox, guests have access to an outdoor pool, free WiFi in public areas, and an outdoor tennis court. You can take advantage of free parking, along with a free area shuttle. Front-desk staff can answer questions 24/7, and assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this adults-only bed & breakfast include a business center, a meeting room, and free newspapers.

Monument Mountain Motel features free WiFi in public areas and barbecue grills. If you decide to drive, there's free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. This smoke-free motel also has a picnic area.

Guests staying at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and securing valuables. Other amenities at this family-friendly hotel include a business center, coffee/tea in a common area, and a meeting room.

Guests of Quality Inn enjoy a gym, free WiFi in public areas, and coffee in a common area. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a microwave in a common area, free newspapers, and a water dispenser.

Guests of Lantern House Motel enjoy free WiFi in public areas, a seasonal outdoor pool, and a garden. If you decide to drive, there's free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. This motel also has a picnic area.

Guests of The Barrington enjoy access to free WiFi in public areas, meeting rooms, and coffee in a common area. A stay here includes free parking. Front-desk staff can assist with luggage storage and concierge services. Additional amenities include express check-in and express check-out.

Guests of Garden Gables Inn enjoy access to free WiFi in public areas, a seasonal outdoor pool, and a meeting room. If you drive, take advantage of free parking. Front-desk staff can assist with tours/tickets and luggage storage. Additional amenities include a library, a terrace, and a TV in a common area.

The Cornell Inn, Lenox features free WiFi in public areas, meeting rooms, and a business center. If you drive, put free parking to good use. Front-desk staff can assist with luggage storage and concierge services. Additional amenities include coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area.

Whistler's Inn Bed & Breakfast features free WiFi in public areas, coffee in a common area, and a meeting room. Free parking is included with your stay. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. Additional amenities include a library, a terrace, and wedding services.

Guests staying at The Yankee, Trademark Collection by Wyndham enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with tours or tickets, and answer any questions about the area. Additional amenities include a spa tub, meeting rooms, and conference space.

Gateways Inn & Restaurant features free WiFi in public areas, conference space, and a business center. If you drive, put free parking to good use. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Additional amenities include an arcade/game room, a library, and a terrace.