Lenox, MA

Lenox, MA is a charming town in the Berkshires that offers something for everyone. From its stunning natural beauty to its rich history and culture, Lenox is a great place to visit for a weekend getaway or a longer vacation.

33 Main

An epitome of refined elegance in Lenox. Crafted by home décor maven Annie Selke, this haven showcases eight exquisitely designed rooms, each echoing her cherished global journeys. A must-visit for the discerning traveler.

Alta

Alta is a unique wine bar and restaurant. Creative, casual food, more than 20 wines by the glass, over 80 wines by the bottle. Simple, fresh American food with a California flair and local ingredients. Open daily for lunch and dinner.

Alta Restaurant & Wine Bar

Mediterranean Oasis: Dive into Mediterranean flavors at this acclaimed eatery. Enjoy alfresco dining on a quaint covered porch.

Apple Tree Inn and Restaurant

The Apple Tree Inn’s main house was built in 1885 as a private residence it has been an inn since 1937. The main house contains a large parlor with a fireplace, a tavern, a restaurant, and 13 inn style guest rooms, including 3 suites.

Arcadian Shop

Arcadian Shop specializes in everthing outdoors - Hiking - Bicycle - Ski - Snowshoes - Clothing - Rentals - Patagonia - North Face - Trek bicycles - Kayaks and paddle sports - Trail head for Kennedy Park.

Arizona Pizza – Lenox, Massachusetts

Arizona Pizza in Lenox is Serving Lunch & Dinner, Open 7 Days A Week, Party Size Takeout Orders, TV's In Our Booths, Curbside Takeout, Gift Certificates, Call Ahead Seating.

Art & Chocolate Gallery

Alexis Ann Rosasco's Artistic Abode: A Tufts University and Museum of Fine Arts alumnus, Alexis has an enchanting art gallery in Lenox, MA. A visit promises a visual feast, captivating art lovers in the heart of the Berkshires.

Aspinwell

Aspinwell is a unique outdoor shopping mall with plenty of room and a lovely atmosphere to walk in. Chocolate, pastries, coffees, teas, organic cafe, handcrafted leather goods, handcarved, imported home and garden goods, American handcrafted furniture, unique gift items.

Bagel & Brew

A New York Nook in the Berkshires: Crafted NY-style bagels, diverse toppings, draft beers, and a welcoming beer garden await.

Balloons at Villager Gifts

Balloons at Villager Gifts creates excitement in balloon bouquets and decorations for birthdays, weddings and other special events.

Berkshire Canoe Tours

Berkshire Canoe Tours offers fun filled guided canoe trips on the Housatonic River. Each trip runs approximately 1 ½ - 2 hours.

Berkshire Classic Leather & Silver

Berkshire Classic Leather & Silver offers a great selection of jackets, handbags and jewelry - A wonderful blend of contemporary and eclectic items.

Berkshire Scenic Railway Museum

Berkshire Scenic Railway Museum will take you on a 90 minute scenic railway tour between the towns of Lenox and Stockbridge; you will get to experience a part of the Berkshires unable to be seen by car.

Betty’s Pizza Shack

Berkshire's Beachy Pizzeria Haven: Dive into a slice of the coast with this hip "surf shack" pizzeria nestled in the Berkshires. Serving up delectable slices, hearty burritos, sandwiches, and a curated beer list, it's the go-to spot for those craving a coastal culinary experience inland.

Birchwood Inn

At the Birchwood Inn each guestroom has luxurious, freshly ironed sheets, a private bath, air-conditioning, outgoing telephones, toiletries, and hairdryers. WiFi is available throughout the mansion.

Bistro Zinc

Since opened in 1999, Bistro Zinc has been a favorite gathering spot for locals and visitors alike. They are open for lunch and dinner 7 days a week and the bar is open until 1 a.m.

Blantyre

Blantyre is a small luxury resort nestled in the heart of the Berkshires. When the main house was built in 1901 it was furnished in the English style with all the furniture being brought over from England.

Brava

Step into an intimate wine and beer bar in Sheffield, serving culinary delights like artisanal pizza and charcuterie, all set in a cozy ambiance.

Brook Farm Inn

The Berkshires’ Brook Farm Inn is a short walk from the center of Lenox, MA and a mile from the Boston Symphony Orchestra’s Tanglewood. A Select Registry inn, Brook Farm Inn offers unsurpassed New England bed and breakfast hospitality.

Brothers Trail Trailhead – Yokun Ridge

Shadowbrook Reservoir: Lose yourself in the serenity of Lenox Mountain views. Ideal for running, biking, or skiing.

Café Lucia

Café Lucia features regional Italian preparations, local organic produce, natural & organic meats, excellent wines, full bar, intimate dining in former 1840’s farmhouse, A/C, alfresco dining on covered Mahogany deck, private parties. Chef owned & operated.

Canyon Ranch

Delve into unparalleled luxury and wellness at Canyon Ranch in Sheffield. A realm where every moment is crafted for your well-being and joy.

Canyon Ranch in the Berkshires

Canyon Ranch in the Berkshires is a place where you can relax, refresh and rejuvenate with the ultimate in spa vacations at Canyon Ranch in Lenox, Massachusetts. Savor award-winning cuisine, take advantage of cultural and outdoor activities in the Berkshires and discover how to lead a healthier, more fulfilled life.

Casablanca

19 years offering designer clothing and accessories for women and men, Casablanca is a shopping experience like none other.

Charles Flint Art & Antiques

The Heartbeat of the Berkshires. Explore a curated collection of fine art and antiques, celebrating the Berkshires' rich cultural tapestry on an international scale.

Chesapeake Inn of Lenox

The Chesapeake Inn of Lenox prides itself on the personal services provided to its guests. For example, your full "Whatever You Want and Whenever You Want" breakfast will include your personal selections. Snacks are provided throughout the day and evening.

Chocolate Springs Cafe

Chocolate Springs Cafe offers delicious pastries • truffles • mousse cakes • ice cream and sorbet • coffee • tea • pastry picnic boxes • amazing chocolate sculptures.

Christmas Shop at Villager Gifts

Experience the magic at Christmas Shop at Villager Gifts where you can enjoy Christmas in the Berkshires year-round.

Church on the Hill

The Church on the Hill is a historical building that has been sitting high on the hill overlooking the beautiful town of Lenox for over 200 years. Summer concerts and an annual craft fair are held at this simple yet striking church.

Church Street Cafe

Organic Berkshire Eats at Church Street Cafe. Experience the allure of local ingredients in a charming bistro setting. Winter closure, but memories last a lifetime.

Clearwater Natural Foods

Clearwater Natural Foods offers Groceries - Vitamins - Organic produce - Macrobiotic - Take-out - Photocopier - Great sales! Mon-Sat 9:15-6, Sun 11-3.

Cliffwood Inn

At Cliffwood Inn, you will find a welcoming spirit and wonderful hospitality. Built in the Stanford White style for an ambassador to France, the polished, inlaid hardwood floors, high ceilings and spacious rooms evoke memories of gracious living.

Colorful Stitches

Colorful Stitches is "Most Inspirational Yarn Store in the Nation" says Vogue Knitting Int'l. Natural fiber designer yarns including vicuna, qiviuk, cashmere, camel, alpaca, merino wool, silk & bamboo.

Concepts of Art – Lenox Judaica

Concepts of Art - Lenox Judaica is a gallery and shop featuring handcrafted Israeli and American Judaica as well as unique jewelry and gifts. On display is a special selection of art including original paintings, photography, sculpture, mixed media and calligraphy by Jewish artists.