Gateways Inn & Restaurant  

In the heart of historic Lenox, MA, this boutique hotel sits steps from Lenox Library, Ventfort Hall and the Tanglewood Music Center. Minutes from Shakespeare & Company, The Bookstore and local galleries, it’s wedding-friendly and family-friendly for Berkshire escapes.

Housed in the former summer cottage of Harley Procter, the property keeps a refined historic vibe across its intimate 11–12 guestrooms. Rooms are air-conditioned and include flat-screen TVs, private bathrooms with rainfall showerheads and bathrobes, plus conveniences like irons and complimentary bottled water; rollaway beds and limited housekeeping are available on request.

Expect an in-house 5-star restaurant, an exceptionally stocked bar and a piano bar with live music. Complimentary Wi-Fi, a terrace, a library, an arcade/game room, gift shop/newsstand, concierge services and free self-parking make for easy, comfortable stays—wake up to Berkshire mornings and stroll to nearby sights.

Event-ready with conference space, meeting rooms and a business center, the hotel supports intimate weddings, reunions and corporate gatherings. On-site parking and concierge services simplify planning.

Dine at the hotel's on-site restaurant and unwind at the bar/lounge where live piano music adds atmosphere. The team caters to intimate wedding dinners and private events.