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Small Stages, BIG Sound

  • Mark Greenlaw
  • 3 days ago
  • 10 min read

THE BEST INTIMATE LIVE MUSIC VENUES ACROSS THE BERKSHIRES


By Mark Greenlaw


The Berkshires has long been celebrated as a premier destination for live music, attracting audiences from near and far to world-class venues like Tanglewood and festivals such as FreshGrass at MASS MoCA. While larger stages such as the Mahaiwe Performing Arts Center and the Colonial Theatre host nationally and internationally renowned artists, the region also boasts an extraordinary array of smaller, intimate venues that locals (like yours truly) adore. These spaces—whether showcasing the Berkshire’s own musical talent or welcoming regional and touring acts—provide an up-close concert experience. It’s this vibrant and personal aspect of the music scene that inspired me to create Music in the Berkshires, the digital sibling of Berkshire Magazine and your ultimate guide to live music in the county. I treasure the charm of small venues—the warmth, the impeccable sound, and the opportunity to connect with artists before and after a show. With over 70 venues regularly hosting performances, the Berkshire’s live music landscape is as diverse as it is dynamic. 


These venues fall into two categories, generally speaking: listening rooms, which prioritize the music, and bars and restaurants, where the music complements food, drink, and conversation. Here are a handful of my favorite intimate venues that make this region a haven for music lovers like me.


The Ostrich Room at 

Apple Tree Inn

10 Richmond Mountain Rd., Lenox

413-637-1910

This warm and inviting live music venue is a blend of history, hospitality, and a vibrant music scene. Originally a jazz hotspot, it was later owned by Alice Brock (of Alice's Restaurant fame) under the name Alice's at Avaloch. It’s within walking distance of Tanglewood and Kripalu. With a carefully curated lineup featuring jazz on Thursdays and a blend of folk, rock, bluegrass, and soul on weekends, the Ostrich Room provides a 50-seat setting where music lovers of all ages come together. Jenny Rubin, co-owner and operator of The Egremont Barn (currently closed but hoping to reopen), is booking the acts by tapping into her extensive network of talented musicians. The cozy, wood-paneled tavern offers an elevated Mediterranean-inspired menu, handcrafted cocktails, and a welcoming, house-party vibe. Outdoor seating and pre-Tanglewood music under the lights are featured in the summer. Local music enthusiasts Isabel Rose and Steve Stern appreciate what Apple Tree’s new owner, Claire Collery, has accomplished with the property since it reopened in June 2024. “Claire is lovely and really wants to share her inn with our community. The Ostrich Room has a great feel for music events, and the food and service don’t disappoint!” All events are free; arrive early for a good table. Upcoming performances include Rounders Revival (May 2), the Camellia Trio (May 16), the Evan Lanoue Trio (May 22), Wanda Houston (May 23), and the Andy Wrba Trio (May 31). 



The Dream Away Lodge

1342 County Rd., Becket

413-623-8725

Tucked away on October Mountain, this legendary restaurant, bar, and music venue is housed in a 200-year-old farmhouse. Steeped in history and folklore—Dylan famously stayed here during the Rolling Thunder Revue tour—The Dream Away has been a cornerstone of the Berkshire music scene since 1947. Rooted in folk and singer-songwriter traditions, it also welcomes country, jazz, blues, indie rock, and world music. The cozy and historic music room, which holds up to 40 guests, fosters an up-close connection between artists and audiences, while the adjacent restaurant and bar provide a welcoming space for music lovers of all generations. All events are free; early arrival is recommended for a spot in the music room. “We enjoy so much incredible talent within its humble walls,” says Cynthia Fletcher, a music lover from Otis. “The artists are so close that you can see exactly how Bobby Sweet coaxes his guitar, or Milton indulges his wry smile, or Billy Keane floats a new perspective on fresh flowers.” Co-owner Dan Giddings, who books the performers, is still finalizing the calendar for May and June, but listed performances include Dan Blakeslee (April 26), 5 Pound Horse (May 2 and June 14), Milton (May 10), Stomp Box Trio (May 16), Glori Wilder & The Moonflowers (May 30), Lisa Michelle Anderson (June 6), and Avi Jacob (June 19). 



The Foundry

2 Harris St., West Stockbridge

413-232-5222

The Foundry in West Stockbridge is a dynamic, multidisciplinary performing arts venue dedicated to amplifying underrepresented voices and fostering community through live performances. Since opening in 2019, this intimate 80-seat venue has built a reputation for presenting an eclectic mix of original music, from folk and indie singer-songwriters to classical ensembles, jazz, blues, Celtic, Quebecois, and experimental artists. The Foundry prioritizes unique and emerging talent over cover and tribute bands, offering audiences a fresh and diverse listening experience. Loyal patrons appreciate the venue’s inclusive and welcoming atmosphere, actively engaging LGBTQ+ and BIPOC communities through collaborations with local organizations. A true listening room, music lovers appreciate The Foundry’s excellent acoustics. They can grab beverages at the bar at the rear of the venue. Tickets are general admission. Upcoming performances include the Itay Dayan Quartet (May 8), Cantrip (May 18), Namoli Brennet (June 7), and Sean Dagher (June 25). See page 57 for more at The Foundry.



The Guthrie Center

2 Van Deusenville Rd., 

Great Barrington

413-528-1955

The Guthrie Center is more than just a music venue—it’s a cultural and community hub dedicated to artistic expression, education, and outreach. Housed in the historic Old Trinity Church in Great Barrington, the center fosters an intimate concert experience unlike any other in the Berkshires. Its renowned Troubadour Series, running from Memorial Day through Labor Day, has been a staple for over 20 years, showcasing a thoughtfully curated lineup of both national and local artists across various genres. While rooted in folk traditions, the Guthrie Center embraces a diverse range of musical styles, delivering unique performances to its loyal audience. With a cozy, up-close atmosphere, each show fosters a special connection between artist and listener. Given its 92-seat capacity, performances often sell out, making early ticket purchases or membership benefits highly recommended. Upcoming performances include Chris Smither (May 31), Cole Quest & The City Pickers (June 14), and Joe Crookston (June 21).



Knox Trail Inn

1898 E Otis Rd., East Otis

413-269-4400

This historic inn and lively music venue is celebrated for its inviting atmosphere, American comfort food, and vibrant weekend performances. Featuring an elevated stage, a spacious dance floor, and thoughtfully designed acoustics, The Knox offers an exceptional experience for both musicians and audiences. Hosting live music since the 1960s, this 150-seat venue features bands from across New England, providing an eclectic mix of classic rock, country, folk/Americana, blues, and energizing ’80s hair bands. Located near Otis Reservoir—the largest recreational lake in Massachusetts—the venue sees a surge of visitors in the summer, making reservations highly recommended on music nights. All events are free. Upcoming performances include local favorite bands like Liquid Courage (May 3), Rumours (May 10), Rock 201 (May 17), Generation X (May 24), The General Gist (May 31), D-Rod and the Uprising (June 7), Full Burn (June 14), and Even It Up (June 21). 



The Lion’s Den at Red Lion Inn

30 Main St., Stockbridge

413-298-1654

This historic speakeasy-style music venue offers craft cocktails, artisanal bites, and an intimate setting for live performances featuring rock, jazz, blues, and folk music. As a cornerstone of the Berkshire music scene, The Lion’s Den hosts nearly 200 performances each year—the most of any venue in the county—blending old-world charm with a dynamic lineup of talent that showcases both emerging artists and national acts. Over the years, the venue has welcomed legends like James Taylor and surprise performances from members of Wilco and Lyle Lovett. Located below The Red Lion Inn, it attracts loyal locals and hotel guests who discover world-class music just below their rooms. There's a $10 cover charge. Arrive early to grab a table for a popular act, especially on busy weekends. The food service is simple and accessible. (Their smashburger is my favorite!) Upcoming performances include Emmett Sky, Lost Film, Katherine Winston, South Pleasant Revival, and Ian O’Neil of Deer Tick. 



Race Brook Lodge

864 S Undermountain Rd., Sheffield

413-229-2916

Nestled at the base of Mount Washington and Race Brook Falls, Race Brook Lodge is a unique hospitality destination that features three dynamic performance spaces where live music, film, dance, and creative retreats blur the lines between artist and audience. The Barnspace and Down County Social Club function as true listening rooms, while the Stagecoach Tavern hosts a Sunday jazz brunch for diners. David Rothstein purchased and established the property in 1991, drawing on his years of experience managing the Music Inn in Lenox during the 1970s. Race Brook Lodge offers a diverse and sometimes eclectic range of music, from Tuvan throat singing and Día de los Muertos festivities to folk singer-songwriters. According to arts program director Alex Harvey, “At the heart of our arts programming is an open-frame philosophy—a space where music, cinema, dance, theater, and creative retreats unfold in a way that dissolves boundaries—between artist and audience, past and present, expression and participation.” With 32 guest rooms and a farm-to-table restaurant, Race Brook Lodge invites visitors to make a weekend of it, embracing the Berkshire’s natural beauty along with unforgettable performances. Tickets are general admission. Upcoming events include the May Day Dance Party with the Undertow Brass Band (May 2); Gail Ann Dorsey, Seamus Maynard, and Natalia Zukerman (May 8); and the Down County Jump Festival featuring Tony Trishka, Bruce Molsky, Michael Daves, and Jesse Lége (June 13 and 14).



Route 8 Pub

3235 Main St., Becket

413-623-5500

This welcoming, family-owned restaurant and pub offers great food, drinks, and live music in a cozy, relaxed setting. Since May 2023, it has quickly become a favorite gathering place for locals and regional visitors eager to enjoy top-notch Berkshire music talent. With a capacity of 50, Route 8 Pub focuses on booking solo artists, duos, and trios who perform jazz, folk, and light rock, occasionally booking larger bands. The venue cultivates a laid-back atmosphere, attracting a loyal crowd of music enthusiasts who appreciate quality live performances in an inviting space. Owner Mo Vandesteene’s tagline for the establishment is "Great Food…Great Music…Great People." All events are free; arrive early to get a good table. The summer schedule is being finalized, but you can look forward to performances by Razztime, Rounder’s Revival, Jack Waldheim, Tim Gallagher, The Ladies Diane, Bobby Sweet and Lara Tupper, Kilashandra, Awake At The Wheel, and The Mikes. 



Saint James Place

352 Main St., Great Barrington

413-528-1996

A premier performing arts venue in Great Barrington, Saint James Place is known for its breathtaking architecture and unparalleled acoustics. It provides a stunning setting where sound resonates with clarity and depth, making every performance an immersive experience. Since opening in 2017, Saint James Place has served as a venue for performance groups such as Crescendo Music, Aston Magna Music Festival, Vocalis Youth Choir, Close Encounters with Music, Jazz & Classics for Change, and Berkshires Jazz. The venue also welcomes dance, theater, and spoken word events. With a capacity ranging from 75 to 275 within its various spaces, Saint James Place offers an intimate yet grand atmosphere for artists and audiences alike. Tickets are general admission. Upcoming performances include Crescendo: Body & Soul - Cavalieri's Rapressentatione di Anima e di Corpo (May 11), Vocalis Youth Choir (June 7), A Jewish Journey Through Broadway Part I: 1980-2025 (June 27), and A Jewish Journey Through Broadway Part II: 1980-2025 (June 28).



The Stationery Factory

63 Flansburg Ave., Dalton

413-659-6299

The Stationery Factory in Dalton is a premier live music venue located in the heart of the Berkshires, providing an exceptional sound and lighting experience in a relaxed, welcoming environment. Featuring two versatile performance spaces, it hosts both intimate gatherings and larger shows, accommodating anywhere from 20 to 600 guests. Since 2017, The Stationery Factory has been a staple of the local music scene, showcasing a diverse lineup of original folk, rock, blues, Americana, indie, jazz, and bluegrass artists, along with popular tribute acts. A full bar service is available, and most performances offer two tiers of general admission seating. A large dance floor is situated up front, which often fills up during more dance-oriented performances. Co-owners Steve Sears and Maria Cruz, along with Abe and Lisa Guthrie, who book the performances, as well as the volunteers create a great experience for the guests. There’s a blend of original and tribute bands. “It’s a wonderful venue with excellent acoustics and a great atmosphere,” shares Rich Rowe, a fan of the venue who lives in Dalton. Upcoming performances include Dead Collective (May 8), The Refrigerators (May 17), Crazy Train (May 31), Will Evans (May 2), Reed Foehl (May 30), DIAMOND - The Songs of Neil Diamond (June 7), Grateful Dread (June 12), and Whiskey City and Friends (June 21). Chris Merenda of Picky Bastards and The Whiskey Treaty Roadshow performs on the 2nd and 4th Wednesdays of each month. 



Studio 9

18 Veazie St., North Adams

Located on the The Porches Inn campus. Studio 9 is a recording studio and intimate performance venue. With seating for up to 85 and a standing capacity of 100, it provides an exceptional listening experience in a visually stunning space. Since 2019, it has hosted an expanding lineup of performances, artist showcases, and collaborative events, including the Railway Café series supported by the FreshGrass Foundation. Audiences can look forward to an eclectic mix of roots, Americana, bluegrass, experimental classical, and electronic music. Studio 9 also hosts a popular open mic series. Tickets are available online in advance, with prices increasing on the day of the show. Upcoming performances include the G Rockwell Band (April 25), Mary Ann Palermo and Dave Smith’s In the Night Album Release Performance (May 3), and High Horse with Kat Wallace (May 10).



Tourists

915 State Rd., North Adams

413-347-4995

Tourists, a modern motor hotel in North Adams, offers a unique live music experience through its Sing for Your Slumber program. The hotel provides a welcoming retreat for touring musicians, inviting them to stay and enjoy great food in exchange for performing a 75-minute set in the listening room or outdoors during the summer. Curated and produced by partner and co-founder Eric Kerns, who leverages the connections of co-partner John Stirratt, bassist for Wilco, this 50-seat venue attracts touring artists who typically perform in much larger venues, such as Rachael Price of Lake Street Dive and J Mascis of Dinosaur Jr. Arrive early (shows begin at 8 p.m.), as there are no tickets—just a donation bucket and merch for sale. The audience comprises a diverse mix of dedicated regulars, hotel guests, and locals. Tourists embraces a wide array of genres, from rock and Americana to jazz and classical, offering an unforgettable listening experience. “Enjoying music at Tourists is one of Northern Berkshire’s coziest pleasures,” says Williamstown music lover Elizabeth Whitney. “The excellent musical offerings are eclectic, offered in an intimate setting reminiscent of someone’s living room. If a casual, hip vibe with simple food offerings is your thing, these shows are worth adding to your rotation.” Upcoming performances include Charlotte Cornfield & Sima Cunningham (May 4), Mike Frazier (May 10), Butter Bird (May 18), Sisi Berry (June 1), Blue Cactus (June 23), and Rich Hinman vs. Adam Levy (June 29).


These are just some of the many incredible live music venues that make Berkshire County a vibrant destination for music lovers. Other noteworthy spots include the new Indigo Room at the Mahaiwe Performing Arts Center in Great Barrington; Antimony Brewing in Lenox; Balderdash Cellars in Richmond, where guests can enjoy live music every weekend afternoon against the stunning backdrop of Richmond Pond; Dottie’s Coffee Lounge in Pittsfield, known for its lively Sunday brunch performances; and Methuselah Bar and Lounge, also in Pittsfield, which regularly hosts talented musicians in an intimate setting. No matter your taste, there’s a venue and sound for everyone. Most importantly, remember to support these spaces and the artists who bring them to life—by attending shows, spreading the word, and celebrating the rich, diverse music scene that makes the Berkshires so special. 


Mark Greenlaw is creator and content director of Music in the Berkshires, an Old Mill Road Media online publication. musicintheberkshires.com

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Founded in 2012, Berkshire Magazine is your go-to guide to Western Massachusetts. The high-quality publication explores the arts, homes, happenings, personalities, and attractions with an informed curiosity, exceptional editorial content, and beautiful photography. Berkshire Magazine reaches thousands of readers via subscriptions, newsstand sales, a robust social media following, and in-room at area inns and hotels.

Berkshire Magazine is published by Old Mill Road Media.

Based in East Arlington, VT, Old Mill Road Media is also the publisher of Vermont Magazine, Vermont News Guide, Stratton Magazine, Manchester Life Magazine, and Music in the Berkshires. The award-winning magazines and websites showcase the communities, people and lifestyle of the region.

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