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-Events & locations subject to change-
LENOX FARMERS MARKET Fridays, May 26-Sept 15 80 Church Street
LENOX WINE FÊTE June 3, Saturday Pizzeria Boema
SPRING ART WALK June 10 & 11, Sat & Sun Downtown Lenox
CONCERTS IN THE PARK Wed. July & August Lilac Park
LENOX LOVES MUSIC! Sundays June & Sept Lilac Park
FALL ART WALK Sept 9 & 10, Sat & Sun Downtown Lenox
LENOX JAZZ STROLL Sept 15 & 16, Fri & Sat Gateways Inn, Roche Reading Park, Lilac Park
ARTWEEK BERKSHIRES October 14-22 Galleries, Events, Artists
LENOX APPLE SQUEEZE September 23, Sat Main Street
LENOX WINTERLAND EVENTS Starts December 2 Tree Lighting, Jolly Poker Run, Restaurant Walk
HOLIDAY ARTIST’S MARKET December 8 & 9 Ventfort Hall

Upcoming Events from Lenox Chamber Members

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Lenox Wine Fête

6/3. Celebrate the small wine maker! 80+ wines, food, music (with Blue Grass band The Juckets!) & wine talk! Sample wines by makers true to the craft, who are kind to the earth. A portion event proceeds will benefit The Lenox Library Association, and Dare’s Libraries are Magical raffle will donate 100% to the LLA. The Fête is at Pizzeria Boema, sponsored by Dare. Limited space, click here for tickets.

Lenox Farmer’s Market

The Lenox Farmer’s Market is coming back to town starting FRIDAY, May 26! We’ll have produce, baked goods, cheeses & more throughout the season. Berkshire Busk will provide musical entertainment each week. On 5/26 we welcome musician Brian Hailes. The market will be open every Friday between 11-3 at 80 Church Street, Lenox (the red building across from Firefly) through September 15. To see updates & music acts, click here.

Jazz at Gateways Inn, 6-9 pm:
5/26, Michael Junkins Duo
5/27, Karen Tchougourian

Apple Tree Inn (7 & 8 pm start times)
5/25, Latin Night: Natalia Bernal & Jason Ennis
5/26, Milton
5/27, Clare Maloney & The Great Adventure

Tours at The Mount

The Mount, Edith Wharton’s Home, Now Open for Tours! The tour explores the history of The Mount and Wharton’s life & legacy. Self-guided & guided tours of the house start at 10 am, with the last tour of the day at 4 pm. The Terrace Café is open 11-3, and the Bookstore, 10-5. Advance tickets recommended for tours. Click here to book tickets. The beautiful gardens & grounds are free and open daily to the public from dawn to dusk.

Norman Rockwell’s Studio

Rockwell’s Studio is Open for the Season! A great Mother’s Day idea! Tour the historic studio where Rockwell painted for more than 20 years! Archival materials, photographs offer a step back in time. The building was originally located in the backyard of his home on South Street in Stockbridge. In 1976, he left the studio and its contents to the museum. Tours offered daily (except Wednesdays). Online reservations recommended, for 20-minute tours.

What The Constitution Means to Me

By Heidi Schreck, directed by Kristen van Ginhoven. A hilarious, hopeful, and achingly human play. Schreck resurrects her teenage self, tracing the profound relationship between four generations of women and the founding document that shaped their lives. A Co-Production of WAM Theatre and Berkshire Theatre Group at BTG’s Unicorn Theatre, Stockbridge, through June 3. Get tickets now.

Ghost Tours at Ventfort Hall

May and June. Oakes, author of “Ghosts of the Berkshires,” leads you through the rooms and halls of the historic estate, sharing tales of its hauntings. Stand in the places where the eerie encounters occurred, listen to the first-hand accounts of those who experienced them, and maybe even experience something unusual yourself! Reservations required: 413-637-3206.

Escape Route Jewelry Exhibit

“Escape Route” at Sienna Patti Gallery: On view through 6/11. The gallery is proud to present Leslie Shershow’s first solo exhibit! Her work explores kitsch with an awareness that sentimentality alone may not be enough to sustain us. Materials include copper, iridescent film, resin, and cord. Hours: Wed-Sat, 11-5, by appointment or chance. (Open daily in July & August). 80 Main St, Lenox. 413.637.8386. Pictured: Endless Ride #3, necklace by Leslie Shershow.

Walk & Talk Support Group
for Families with Children
with Special Needs

Walk & Talk Support Group for Families with Children with Special Needs. Ongoing, Fridays at noon in Great Barrington. Come find your community in this weekly support group! Stroll and discuss the joys and challenges of raising a child with special needs. The walk ends at the CHP Family Services building, for lunchtime in the shaded play area. Please pack a lunch. Adults & children welcome. RSVP with Rania at

CHP Mobile Health Clinics

CHP, Berkshires brings health care to you! CHP mobile health clinics offer wellness visits, chronic disease management, sick visits, nutrition referrals, and vaccines/boosters, Monday through Friday at various locations in the Berkshires. Walk-ins welcome, appointments preferred. 413.528.0457. Click here to see the full schedule.

Berkshire Humane Society’s
Wellness Clinics

Berkshire Humane Society’s Wellness Clinics: Offering accessible and affordable preventative health care for your cat or dog. Services include health exams, rabies and distemper vaccines, parasite testing and treatment and more. No surgical or emergency services. By appointment only; book today at 413-203-4330. The clinic Is at the former Allen Heights Veterinary Hospital, 289 Dalton Avenue in Pittsfield.

Lenox Tree Crawl

Trees on Walker and Main Streets in Lenox have been identified and permanently tagged with QR codes so that the public can learn about each of the trees. This project was spearheaded by Patty Spector, a founding member of the Lenox Land Trust, in cooperation with Chris Ketchen, Lenox Town Manager. You can also view the tour on the Explore Lenox phone app!

Lenox Loves Music!

Lenox Loves Music! Sunday Series in Lilac Park returns for its 3:30 pm time slot on the following dates:  5/28 / 6/4 / 6/18 / 6/25 & in the Fall 9/3 / 9/24 / 10/1 / 10/8. On May 28 we welcome Susan Dillard, Dave Bartley & Dan Broad (Cabaret/Jazz). On 6/4, Jason Ennis & Natalia Bernal (Latin Fusion) will entertain, and on 6/18 we’ll have Wintergreen (Traditional Folk). Watch here for more acts TBA soon. Free. Bring a lawn chair or blanket, and enjoy!

Dear Jack, Dear Louise

Ken Ludwig’s Dear Jack, Dear Louise at Shakespeare & Company. Directed by Ariel Bock, with David Gow and Zoya Martin. May 26 – July 30 in The Roman Garden Theatre. Tony Award-winning playwright Ken Ludwig’s play is the story of two strangers introduced through letters, kept apart by war, and drawn together through shared stories of their lives, hopes, and fears. Book your tickets now. Shakes & Co. is located at 70 Kemble Street, Lenox.

The Wit Gallery

Open daily, Mon-Fri, 11-5, & 10-5 Sat & Sun, at 27 Church Street, Lenox. The gallery’s name is an acronym for Wonders in Time. They show a diverse range of talent from both established & emerging artists in various media, including paintings, glass, works on paper, photography, and indoor & outdoor sculpture. Now through June 3rd, save 15% off all unframed prints by Elisabeth Ladwig! Below, detail of Ladwig’s Once Upon a Time.

Hado-Mark Gallery

They are excited to be exhibiting new sculptors, woven fiber artists, and jewelry designers from Illinois, California, Florida, New Mexico, Maine, Connecticut, & New Jersey, as well as favorites from past seasons. The gallery hours for June are 10:00 am-8:00 pm, Thursday-Sunday. Hado-Mark Gallery is located at 62 Church St., Lenox. Click here to view their online shop.

BMD Summer Food Series

Berkshire Mountain Distillers’ BMD Summer Food Series: 356 South Main St., Sheffield. Saturdays, Memorial Day weekend through Labor Day, with a rolling roster of vendors including BB’s Hot Spot, Roberto’s Pizza, Jimmy’s Hot Dogs and Fat Frog’s Outdoor Eatery. Food is available Saturdays in Summer from 1 – 5 pm, rain or shine. BMD’s signature Cultural Cocktails are available for purchase at their outdoor bar. Starts 5/27! See full schedule.

Bubbles & Bagels at Concepts of Art

Bubbles & Bagels at Concepts of Art-Lenox Judaica Gallery Annual Schmear-a-bration! Stop by Saturday, May 27, between 6-9:30 pm to enjoy complimentary Prosecco & Rosé , bagel-themed hors d’oeuvres to nosh on, and a chance to win 2 James Taylor concert tickets! Start the summer season off right at the gallery, located at 65 Church Street, Lenox!

Naumkeag at Night

Naumkeag at Night Summer Concert Series: For the perfect end to a Berkshires summer day, join them for live music & stunning views! BYO food or purchase light refreshments at their café! The season kicks off June 1st with Trio Candela. The series includes folk, jazz, Afropop, blues, and more. Click here to see the full schedule. Naumkeag House & Gardens is located at 5 Prospect Hill Road, Stockbridge.

Berkshire Country Day Visit Days

June 2, 5 & 6, with multiple tour times. BCD invites all families to sign up for an Open Visit of Berkshire Country Day School. Come hear about the curriculum and vibrant offerings for the 2023-2024 academic year, and enjoy a tour of the historic campus with the Director of Admissions and Student Life, Melissa Kruse.
Click here for more info and to register.

Spring Fling Children’s Resource Fair

Spring Fling Children’s Resource Fair, 6/3. CHP Family Services is excited to host a resource fair for families, with a visit by Wingmasters! Get valuable info on summer camps, CHP family programs, playgroups, ParentChild+ school readiness, nutrition programs (WIC, SNAP, & CHP Nutrition Club), health insurance, housing, family support groups, & special needs programs. Great Barrington. For info: (413) 528-0457.

Sunday Teas at Wheatleigh

Sunday Tea at Wheatleigh! 11 am – 2 pm every Sunday, served in the Portico or on the terrace at the beautiful Italianate villa-inspired luxury hotel. Guests can select their own tea cups from 30 different choices. $85 pp + tax & service. Be sure to ask about their Summer BBQ Series, for cocktails & dinner. Available dates remaining are Aug 9, 16, 23 & 30. $135 pp, all inclusive. Wheatleigh is located at 11 Hawthorne Road, Lenox. 1.844.704.8337.

Tanglewood Popular Artist Series

Jackson Browne at Tanglewood, Aug. 31, at 7 pm. A member of both the Rock & Roll and the Songwriters Halls of Fame, Browne is a perennial Tanglewood favorite! He will perform in the Koussevitzky Music Shed with his full band. Tickets to Browne’s show go on public sale on Thursday, June 1 at 10 a.m. at or by calling 888-266-1200. This is a high-demand show and it is recommended that you secure tickets soon.

Lenox Art Walk

Save these Dates! Summer Lenox Art Walk, June 10 & 11. A family-friendly, welcoming town event that has something for everyone! We’ll have 50+ artists downtown, excellent local galleries, and music & food to make your visit to our beautiful town extra sweet. For art lovers: A unique selection of juried paintings, drawings, photographs, ceramics, textiles, jewelry & more. Sat. 10-5 & Sun. 11-4. Lenox Art Walks are presented by The Lenox Chamber of Commerce, The Lenox Cultural District & Gordon Fine Arts.

Pride Concert at The Mount

Pride Concert with Pamela Means Jazz Project at The Mount, June 4, 5:30-7:30 pm. Hear Jazzed-up classics for a slinky set including Lester Young, Led Zeppelin, The Beatles, Billie Holiday & more! The concert is on the Terrace, with limited covered seating; visitors are encouraged to sit on the lawns. Picnics are welcome! Adult beverages will be available for purchase. No outside alcohol is permitted. Leashed pets welcome! 2 Plunket St, Lenox.

Musical Romanticism Concert at Ventfort Hall, with Ventfort Vesper Cultural Cocktail

Musical Romanticism in the Gilded Age Concert at Ventfort Hall: 6/4 at 4 pm. A cocktail reception will follow with light hors d’oeuvres and a cash bar. Beer, wine and the new signature Cultural Cocktail, in collaboration with Berkshire Mountain Distillers, will be served! Tenor David Guzman and Pianist Anastasia Dedik will perform works by Hahn, Ives, McCrae, Turina, De Falla & De Fuentes. Tickets $40-$45-Book Here.

A Thin Veneer: The Sordid
Underbelly of the Gilded Age

“A Thin Veneer: The Berkshires’ Sordid Underbelly in the Gilded Age” at Ventfort Hall, with Andrew Amelinckx: 6/20, 4 pm. Amelinckx, journalist, author & former crime & courts reporter for The Berkshire Eagle, will speak about the Berkshires’ will present three Gilded Age tales of crime, tragedy & bedlam from his book, Gilded Age Murder & Mayhem in the BerkshiresSee the Tea & Talk lineup here & register for 6/20.

Nejaime’s Summer Wine Tastings

6/24, 1-5 pm. Free tastings at both stores! Get ready to indulge in their incredible selection of exquisite wines from around the world – from crisp whites to bold reds, they have something for every palate, and are perfect for the season! Expert sommeliers will provide insights into the unique flavor profiles and characteristics of each wine. Perfect for wine lovers of all levels!

Wild Thing Race for Mass Audubon

Mass Audubon’s 5th annual Wild Thing 5k/10k Trail Race! Sunday, June 25. The starts & ends at Mass Audubon’s Pleasant Valley Wildlife Sanctuary. Kennedy Park has 15 miles of trails with scenic views. The 5K course is great for both runners& walkers. This fundraiser supports Mass Audubon’s conservation & environmental education programs. Meet a 9 am at Pleasant Valley, 472 W. Mountain Rd, Lenox. Learn more & register here.

Million Dollar Quartet

Million Dollar Quartet at The Colonial, Pittsfield. This Three-time Tony Award–nominated musical brings you into a 1956 recording studio with icons Elvis Presley, Johnny Cash, Jerry Lee Lewis & Carl Perkins! Million Dollar Quartet follows the four legends as they come together for one monumental night. Hear classics “Blue Suede Shoes,” “Fever,” “Walk the Line,” “Who Do You Love?,” “Great Balls of Fire,” & more! Preview 6/27. Get tickets.

BMD’s Berkshire Busk! Roadside

Berkshire Mountain Distillers Presents Berkshire Busk! Roadside: in Sheffield. Saturdays, July 1 through Sept. 2 on the satellite stage adjacent to its outdoor covered pavilion at the distillery, 356 South Main St., rain or shine! BMD’s Cultural Cocktails will be available for purchase at the outdoor bar. Music is free, 2-4 pm. See the full schedule here. The tasting room is open Daily 11-5 pm, Fri + Sat until 6 pm (through Labor Day).

LuluFest Lenox Jazz Festival

July 14-15. “Where the traditions meet the progressives, and all the leaders are women.” Featuring brilliant women-led bands: The Suzi Stern QuintetMary Ann McSweeney’s Urban Fado ProjectThe Peggy Stern Quartet, and The Sara Caswell Quintet. LuluFest features women in leadership roles presenting their concepts of jazz. Performances at Gateways Inn & Shakespeare & Company. Visit

WAM’s Fresh Takes

WAM’s Fresh Takes Play Reading Series: Three new works by women explore complex and intersectional American identities. Each play stands on its own; taken together they weave a tapestry that will evoke exciting post-performance conversation! All readings will take place at The Mount, Edith Wharton’s Home, at 2 pm in Lenox. Learn more & get tickets. The first reading, hollow roots by Christina Anderson, is July 16.

Berkshire Edge Event CalendarEvents from Berkshire Macaroni KidsEvents from 1Berkshire Members

Enjoy Some Memories-
2022 Lenox Jazz Crawl

Film by Justin Allen.

Enjoy Some Memories-
2022 Lenox Jazz Stroll

Film by Justin Allen.