The cultural hub of the beautiful Berkshires, Lenox is a gorgeous destination for history buffs and lovers of the great outdoors. Particularly popular with couples, Lenox boasts an array of historic inns, as well as indulgent retreats on expansive estates. The best places to stay in Lenox also include some fantastic, family-friendly properties, bursting with activities for guests of all ages to enjoy.

Charming and tranquil, this New England gem was once the summer retreat of wealthy industrialists, and Lenox's leafy streets are lined with striking period properties — some of which have become intimate hotels. Pop into chic boutiques, delectable eateries and many marvellous museums for a sense of Lenox’s cultural past. Author Edith Wharton’s home makes for fascinating visiting, as does the lovely Scenic Railway Museum.

Venture across to Stockbridge for Mission House and the Norman Rockwell Museum, filled with the illustrator’s work. The Hancock Shaker Village Museum offers a quirky, immersive experience, whilst some of the area’s gorgeous country estates are also open to visitors — some have excellent restaurants, or have been turned into grand hotels. Kick back by the pool, hit the golf course or the tennis courts, and unwind in blissful spas with glorious views stretching in every direction. Outdoorsy explorers will love hiking through 1300-acre Pleasant Valley Wilderness Sanctuary or the enormous October Mountain State Forest. Expect picturesque panoramas and wildlife-spotting aplenty.

The region’s biggest draw is the annual Tanglewood Music Festival — book your stay well in advance if coming at this time, as the best places to stay in Lenox fill up fast!

The Best Places to Stay in Lenox

For central Lenox

• 33 Main is a hip, eight-bedroom inn created by local interior design entrepreneur Annie Selke in a Federal-style residence from 1836. Pint-sized and pretty, this is a top boutique pick for a romantic Lenox getaway.
• Kemble Inn promises an exquisite fusion of Gilded Age grandeur and contemporary indulgence. Think chic interiors with warm, rich fabrics and crackling fires, as well as a small gourmet eatery tucked behind a striking blue-and-white façade. Real opulence: a brilliant wedding or honeymoon choice in Lenox.
• Gateways Inn is a grand, 11-bedroom hotel set in a 1912 mansion in the heart of Lenox. Pick this place for its lovely bedrooms and the live music performed in the appealing restaurant.
• Garden Gables Inn is an acclaimed small hotel with 14 rooms and suites featuring traditional country house decor. Kick back with spa treatments or laid-back pool afternoons after days of hiking in Kennedy Park and exploring Lenox Village. The property also owns a nearby winery — perfect for tours and tastings. Old-school style.
• Hampton Terrace Inn is a charming period property with indulgent rooms and suites perfect for a couples' escape. Think roaring fires, four-poster beds, quirky antiques and sumptuous textiles. There's an outdoor swimming pool and downtown Lenox is a five-minute walk away. A gorgeous 1897 mansion.

For Families

• Seven Hills Inn is a brilliant family pick with spacious rooms and suites offering stacks of flexible options for little ones. The leafy gardens are great for exploring, there are lawn games aplenty, a swimming pool and bikes to ride. Cosy up around the firepit for s'mores in the evenings. A laid-back countryside B&B.
• Wyndhurst Manor & Club promises swish, contemporary interiors in an imposing Tudor Revival mansion set amidst 380 acres of verdant grounds. Stay here for myriad activities and facilities for guests of all ages, including a huge pool, soothing spa, an 18-hole golf course and delightful eateries. Book a cottage if travelling as a family.

For Country Estate Luxury

• Blantyre is an intimate retreat with 23 elegant rooms, suites and cottages on a 110-acre estate close to Lenox. Built in 1902, the castle-like residence features classically elegant interiors with a soothing colour palette and gorgeous views. There's tennis, hiking, a splendid spa and an exquisite restaurant headed by Michelin-starred Chef Daniel Boulud. Very romantic.
• Wheatleigh is a magnificent Italianate mansion with 19 sophisticated suites featuring antique pieces and impressive artwork. Stay here for the sense of grandeur, the beautifully-landscaped grounds and on-site eatery The Portico by Jeffery Thomson, which showcases modern French gastronomy. A honeymoon favourite.

For a Wellness Retreat

• Canyon Ranch Lenox offers an extensive wellness programme in a striking lakeside location. Take dance classes, guided canoeing excursions or nature walks before tucking into nutritious fare and enjoying restorative spa treatments. Set in the Bellefontaine Mansion, this property has a dedicated wellness ethos, intended to rejuvenate mind, body and soul.

FOR AN APARTMENT OR HOLIDAY COTTAGE

• If you'd prefer a self-catering option, we suggest that you visit our online partner Booking.com.

TRAVEL INFORMATION

• Fly to Albany International Airport, an hour's drive away, or to Boston's Logan International Airport, which is just over two hours from Lenox.
• Massachusetts is great for a road trip! Contact our online partner Rentalcars if you would like to hire a car.
• Travel during the summer months (June to August) for the warmest weather, but do be aware that this is peak season. Come in the spring (April - May) or autumn (September - October) for fewer crowds and great hotel deals. Expect bitterly cold winters!

STILL NOT SURE?

• Browse our list of the best places to stay in Boston.
• Expand your search to include all the best places to stay in Massachusetts.
• Or contact one of our friendly Gurus for advice.

Weather

Monthly Weather in Lenox