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.

Shaker Mill Inn features free WiFi in public areas and a library. 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 tours or tickets, securing valuables, and luggage storage. 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, luggage storage, and dry cleaning/laundry. 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 a picnic area. 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 barbecue grills.

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. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.

Guests of Quality Inn Great Barrington 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.

The Cornell Inn, Lenox & The Berkshires features free WiFi in public areas, coffee in a common area, and microwave in a common area. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with concierge services and luggage storage. Additional amenities include a refrigerator in a common area, a computer station, and a library.

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 a fireplace in the lobby.

The Yankee Inn features an indoor pool, an outdoor pool, and a 24-hour gym. 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 free WiFi in public areas, a hot tub, and a seasonal outdoor pool.

At The Dewey, guests have access to free WiFi in public areas, a meeting room, and a library. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include express check-out, free newspapers, and a terrace.

Gateways Inn & Restaurant features free WiFi in public areas, conference space, and a business center. If you drive, put free parking to good use. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include a terrace, a TV in a common area, and wedding services.