Local Events & Attractions

Local Events & Attractions

Lenox is your stepping-stone to the heart of the Berkshires in western Massachusetts. Located just outside the charming town of Lenox, the beautiful Bellefontaine Mansion, built in 1897, offers a classic vacation destination in an area renowned for culture and scenic beauty.

No matter when you choose to visit, there’s always lots to do in the Berkshires – from the annual performing Arts Festival at Tanglewood and other cultural venues to local events with a New England flavor. Below are some of our favorites; for more details visit Berkshires.org or lenox.org. The local listings on these links are updated often, so keep checking for exciting new additions.


Norman Rockwell Museum – The museum is dedicated to education and art appreciation, inspired by the legacy of beloved artist and former Berkshires resident Norman Rockwell.

Berkshire Botanical Gardens – The public display gardens, on 15 acres of cultivated land, are among the oldest in the United States. They feature more than 3,000 species and varieties of plants to be found in the Berkshires.  Classes, workshops, lectures and special events are offered throughout the year.


Ski the Berkshires – The ski areas of the Berkshires have something for all the family. With noteworthy children’s and learning programs, as well as moguls and black diamond runs, it’s perfect for skiers of all ages and abilities.


10×10 Play Festival – A new play begins every 10 minutes! Join us at St. Germain Stage for an evening of ten 10-minute plays by 10 playwrights, featuring dynamite actors.


Annual Memorial Day Marathon Races – The races start and finish at the iconic Tanglewood Music Center. They include the Memorial Day Marathon and Half Marathon, the Berkshires 10k and 5k, the MDM 15k Trail Race, the MDM Trail-Road Challenge, the Berkshire Bank Kids’ Run and the MDM Pre-Race Expo at Tanglewood.


Wilco Solid Sounds Music Festival – Curated by Wilco, the Solid Sound Festival returns with a sparkling lineup of musicians, comedians and visual artists.

Berkshire International Film Festival – A world-class festival celebrating independent, feature, documentary and short films. Panel discussions, special events and more.


Opening Night at Tanglewood – Boston Symphony Orchestra performs.


Annual Berkshires Crafts Fair – The Berkshire Crafts Fair is a show of master artisans offering traditional and contemporary jewelry, furniture, ceramics, textiles, glassware, woodwork and more.


Annual Josh Billings Runaground Triathlon – Renowned humorist Josh Billings was better known in his day than his contemporary, Mark Twain. One of his sayings, “To finish is to win”  is the motto of his namesake Runaground Triathlon. “The Josh” is an event for all ages and abilities, fun both for participants and spectators.

Founder’s Weekend Celebration – This celebration of the 240-year-old town of Lee features a cornucopia of fun events, from bake sales, children’s activities and face painting to tap dancing on Main Street, live acoustic music, tours of a historic church and a pumpkin carving contest.

Historic Lenox Horse-Drawn Carriage “Tub” Parade – Experience the annual Tub Parade, a Berkshires tradition for more than a century. Small, open horse-drawn carriages known as “tubs” are decorated and driven by riders in period costumes.

Lenox Apple Squeeze, Harvest Festival – Enjoy all things apple during this annual celebration – including apple pies, apple cider and even apple pizza. There will also be hay and pony rides, a children’s dog show, craft demonstrations, sidewalk sales and more.


Traditional Shaker Supper – In a guided tour before supper, interpreters in period costume will introduce you to Shaker life as you view the village’s premier collection of Shaker furniture and artifacts. A cider and cheese reception precedes a candle-lit buffet supper featuring traditional Shaker fare.


Festival of Trees at Berkshire Museum – See 100+ dazzling holiday trees, each uniquely decorated by local businesses, schools and community organizations. Enjoy special events throughout the Festival, with a visit from Santa, cookie decorating, a family day, a performance of holiday music and more.


Gingerbread House Contest at Lenox Library – The sweetest event of the year at Lenox library – the Gingerbread House Contest attracts entries from some of the Berkshires’ most inspired amateur and professional chefs  in a festive display of edible architecture.

Lenox Caroling Festival – Catch the spirit of the season with the Lenox Caroling Festival – an old-fashioned New England gala weekend filled with holiday events.

Santa Arrives for Town Tree Lighting – Don’t miss the annual Christmas Tree Lighting ceremony. Following the lighting at Veterans Memorial Park, Santa will greet children at the Fire Station on Elm Street, where gifts and refreshments will be distributed. Children can also get their photos taken with Santa.

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