Romantic Hotels in The Berkshires, MA

Shaker Mill Inn features free WiFi in public areas and a library. There's free parking if you drive.

Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with access to locker space and concierge services. Other amenities at this family-friendly condo building include a gym, free WiFi in public areas, and a business center.

Guests of Holiday Inn & Suites Pittsfield-Berkshires by IHG have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and dry cleaning/laundry. Additional amenities include a conference center, a 24-hour business center, and a computer station.

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.

At Chestnut Lodge, guests have access to free WiFi in public areas, a hot tub, and a terrace. A stay here includes free parking. This smoke-free guesthouse also has a picnic area.

Guests of Kemble Inn enjoy free WiFi in public areas, a hot tub, and meeting rooms. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with luggage storage and concierge services. Other amenities at this boutique inn include coffee/tea in a common area, a library, and free newspapers.

Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.

Guests of The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood enjoy access to free WiFi in public areas, conference space, and a seasonal outdoor pool. Free parking is included with your stay. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this luxury bed & breakfast include coffee/tea in a common area, a computer station, and a library.

The Ponds at Foxhollow features an indoor pool, an outdoor pool, and a gym. Free parking is available if you drive. Helpful staff is there to provide a safe deposit box at the front desk, as well as offer insight about the area. Additional amenities include a sauna, free WiFi in public areas, and a hot tub.