Events

Events Search and Views Navigation

Event Views Navigation

Today

  • WESTERN BRIM! Line dancing and Western Bands

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Thursdays open to public 5 PM  - BYOF and enjoy the evening with friends. June 5 & 12 : Line Dance lessons on Pavilion: Beginner class Instructor: Jenny Jones  6:30 - 7:30 $10 June 19: Southern Rain Band Country Band - All welcome June 26 & July 3rd  Lessons 6:30 Jen Jones & 7:30  ALICE […]

  • FRIDAY NIGHT CAR CRUISES!!

    BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

    JOIN Bruce Marshall at the Brimfield Winery for our Friday Cruise nights - Bruce will be blasting the Oldies for lots of fun. You may BYOF (but if possible, please support our rotating food trucks) - And don't forget to buy a bottle of wine to take home with you!! - No outside alcohol permitted. […]

  • Brimfield’s OLD HOME DAY!!

    BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

    Tickets are $17 in person or online thru Eventbrite (fees apply). Happening during Brimfield's annual Old Home Day event, the BBQ will be served from 4 to 6 pm. Dinner includes a half chicken, baked potato, salad, roll & drink. Pre-sales end on July 21. A limited # will be available the day of for […]

  • FRIDAY NIGHT CAR CRUISES!!

    BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

    JOIN Bruce Marshall at the Brimfield Winery for our Friday Cruise nights - Bruce will be blasting the Oldies for lots of fun. You may BYOF (but if possible, please support our rotating food trucks) - And don't forget to buy a bottle of wine to take home with you!! - No outside alcohol permitted. […]

  • WESTERN BRIM! Performance by Southern Rain!!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Thursdays open to public 5 PM  - BYOF and enjoy the evening with friends. August 7th!!!   Southern RAIN!!! - Band Night Free to everyone. Come practice those moves Winery garden open free to non-lesson public 5 - 9 - BYOF! *Will NOT be open Thursday July 4 or July 11th (Antique show) June7!!

  • FRIDAY NIGHT CAR CRUISES!!

    BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

    JOIN Bruce Marshall at the Brimfield Winery for our Friday Cruise nights - Bruce will be blasting the Oldies for lots of fun. You may BYOF (but if possible, please support our rotating food trucks) - And don't forget to buy a bottle of wine to take home with you!! - No outside alcohol permitted. […]

  • WESTERN BRIM! Line dancing and Western Bands

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Thursdays open to public 5 PM  - BYOF and enjoy the evening with friends. June 5 & 12 : Line Dance lessons on Pavilion: Beginner class Instructor: Jenny Jones  6:30 - 7:30 $10 June 19: Southern Rain Band Country Band - All welcome June 26 & July 3rd  Lessons 6:30 Jen Jones & 7:30  ALICE […]

  • FRIDAY NIGHT CAR CRUISES!!

    BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

    JOIN Bruce Marshall at the Brimfield Winery for our Friday Cruise nights - Bruce will be blasting the Oldies for lots of fun. You may BYOF (but if possible, please support our rotating food trucks) - And don't forget to buy a bottle of wine to take home with you!! - No outside alcohol permitted. […]

  • REDNECK CASTAWAY BAND – A TRIBUTE TO KENNY CHESNEY!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

      Tickets now on Sale!!   Concert August 16th!   $35.00 A CARLOAD only until SUNDAY AUGUST 10!~~~ then $50 cash per CARLOAD AT ENTRY ONLY! *while tickets last. REDNECK CASTAWAYBAND - A TRIBUTE TO KENNY CHESNEY! The six accomplished musicians of the REDNECK CASTAWAY  BAND pay tribute to Kenny Chesney’s incredible catalog of Billboard Charting hit […]

    $35.00

  • WESTERN BRIM! Line dancing and Western Bands

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Thursdays open to public 5 PM  - BYOF and enjoy the evening with friends. June 5 & 12 : Line Dance lessons on Pavilion: Beginner class Instructor: Jenny Jones  6:30 - 7:30 $10 June 19: Southern Rain Band Country Band - All welcome June 26 & July 3rd  Lessons 6:30 Jen Jones & 7:30  ALICE […]

  • FRIDAY NIGHT CAR CRUISES!!

    BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

    JOIN Bruce Marshall at the Brimfield Winery for our Friday Cruise nights - Bruce will be blasting the Oldies for lots of fun. You may BYOF (but if possible, please support our rotating food trucks) - And don't forget to buy a bottle of wine to take home with you!! - No outside alcohol permitted. […]

  • WESTERN BRIM! Line dancing and Western Bands

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Thursdays open to public 5 PM  - BYOF and enjoy the evening with friends. June 5 & 12 : Line Dance lessons on Pavilion: Beginner class Instructor: Jenny Jones  6:30 - 7:30 $10 June 19: Southern Rain Band Country Band - All welcome June 26 & July 3rd  Lessons 6:30 Jen Jones & 7:30  ALICE […]

  • FRIDAY NIGHT CAR CRUISES – postponed til 9/12 Winery is open

    BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

    JOIN Bruce Marshall at the Brimfield Winery for our Friday Cruise nights - Bruce will be blasting the Oldies for lots of fun. You may BYOF (but if possible, please support our rotating food trucks) - And don't forget to buy a bottle of wine to take home with you!! - No outside alcohol permitted. […]

  • WESTERN BRIM! Line dancing and Western Bands

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    WESTERN BRIM IS BACK EVERY THURSDAY! READ DETAILS AS ENTERTAINMENT CHANGES WINE GARDEN OPENS at 5:00 PM to public BYOF Dance lessons begin at different times thru August & Sept-please READ below LINE DANCE LESSONS ON PAVILLION - Beginners $10 Buy one class get second free! August 14 : 6:30 - 7:30 Line dance class by […]

  • FRIDAY NIGHT CAR CRUISES!!

    BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

    JOIN Bruce Marshall at the Brimfield Winery for our Friday Cruise nights - Bruce will be blasting the Oldies for lots of fun. You may BYOF (but if possible, please support our rotating food trucks) - And don't forget to buy a bottle of wine to take home with you!! - No outside alcohol permitted. […]

  • WESTERN BRIM! Line dancing and Western Bands

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Thursdays open to public 5 PM  - BYOF and enjoy the evening with friends. June 5 & 12 : Line Dance lessons on Pavilion: Beginner class Instructor: Jenny Jones  6:30 - 7:30 $10 June 19: Southern Rain Band Country Band - All welcome June 26 & July 3rd  Lessons 6:30 Jen Jones & 7:30  ALICE […]

  • FRIDAY NIGHT CAR CRUISES!! Music 6 -9 Paul Courchaine: Food truck: Diggety Dogs

    BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

    Bruce Marshall will return next week, Meanwhile we have a special guest for you You may BYOF (but if possible, please support our rotating food trucks) - And don't forget to buy a bottle of wine to take home with you!! - No outside alcohol permitted. and we appreciate your support Cruises are weather dependent […]

  • Rolling Stones & CCR tributes, 19th Nervous Breakdown w/Kelly & the Poor Boys! 2 -4 No cover! Food truck: Off The HOOK!

    The Brimfield Winery presents "19th Nervous Breakdown".... New England's premier tribute to the Rolling Stones on Saturday afternoon, September 20th, 2024. OPENING ACT: Female-fronted tribute to Creedence Clearwater Revival, "Kelly & the Poor Boys"... this event is open and FREE to public!19NB plays all of the Stones favorites from the 60s & 70's, mixing in […]

  • Southbridge Credit Union’s Tour Opacum: Bike Ride for Conservation

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Join us for the 9th annual Southbridge Credit Union’s Tour Opacum: Bike Ride for Conservation, happening on September 21st. Four Supported Routes on beautiful, paved country roads: 100-Mile Century, Metric Century, Metric Half-Century , and the 10-Mile X Tour – updated routes coming soon! Followed by the Rapscallion Afterparty featuring Good Food, Live Music, Craft […]

  • FRIDAY NIGHT CAR CRUISES- Last Cruise of the 2025 Season!

    BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

    JOIN Bruce Marshall at the Brimfield Winery for our Friday Cruise nights - Bruce will be blasting the Oldies for lots of fun. You may BYOF (but if possible, please support our rotating food trucks) - And don't forget to buy a bottle of wine to take home with you!! - No outside alcohol permitted. […]

  • Wine Barre at Brimfield Winery! With Coach Rebecca Lehman!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Join us Sunday in the Field for a 1 hour Barre Class by Rebecca Lehman! (includes drink pass) Grab a friend, some weights (2- 5lbs) and a mat To sign up email Rebecca (ONLY) or text 559-960-7317 rlehman.fitness@gmail.com or Venmo- @rebecca-lehman-fitness - any other tix info is a scam.

  • Brimfield’s Annual Auto Show! 2025!

    BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

    2024 brought over 800 cars! Wonder what 2025 will bring :) Columbus Day Weekend! Save the date. 10 11 25   rain date 10 12 25 Over 26 Categories! 81 Trophies and 3 Best in Show! car registration opens at 8 AM  $15 per vehicle More information to come

  • ROCKTOBER ’25 presents: REFUGEE & FLEETWOOD MACKED

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    BRIMFIELD WINERY PROUDLY PRESENTS ROCKTOBER '25! PERFORMANCE FOR SATURDAY, OCTOBER 18 REFUGEE  &  FLEETWOOD MACKED-  6 -9  GATES OPEN 5 PM Presale Price: $45 per CAR until October 13 - $55 until midnight 10/17.   $60 cash only day of onsite only.  (or $30 per person if walk in or single drive in) Predicting sold out […]

    $45.00 – $55.00

  • Wine Festival pairing dinner at Avellinos

    Avellino 502 Main Street, Sturbridge, MA 01518 502 Main Street, Sturbridge, MA

    FOR TICKETS :WINE FESTIVAL PAIRING DINNER AT AVELLINO'S WINE & SPIRITS PAIRING DINNER  (includes passport for June Festival!) Each ticket to the Wine Festival Dinner includes: A special four course dinner by Chef Jacob Munro A select wine and spirits pairing presented by the owners of: Brimfield Winery, Araronap Cellars, Deep Roots Distillery, and Spicy […]

  • Canceled Celebrate The Music of LINDA RONSTADT -by RONSTADT REWIND

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    RONSTADT REWIND featuring American Idol Katherine Winston Sunday May 31, 2026 Gates open at 4:00 PM - Concert 5 PM - 7 PM Presale $35 Admission per CAR! (fill-her up!)  until May 29  midnight. After online or onsite $50 Admission per car Food trucks: Monson Tavern & Rachael's Cookies *PLEASE NOTE: No food or beverages […]

    $35.00

  • Spirit of Brimfield 250th Celebration!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    SAVE THE DATE -JUNE 13, 2026Brimfield Celebrates the Spirit of America!Join us on June 13, 2026, as Brimfield, MA, commemorates a pivotal moment in American history and celebrates the enduring spirit of our nation! We are thrilled to announce a spectacular day of events dedicated to honoring our shared heritage, community, and freedom. Mark your […]

  • Tony Valley’s Celebration of Life

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Join us as we celebrate the life of Tony Valley on Saturday, June 27, from 11:00 AM to 6:00 PM at Brimfield Winery in Massachusetts. This will be a day filled with live music, great energy, and shared memories in honor of a man who truly loved music and bringing people together. Enjoy live bands […]

  • Friday Night Car Cruise!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Cruisin with Bruce Marshall of 97.7    4-8 PM Fridays May-September Music, food, and cool automobiles! No fee

  • Antique Week Musical Lineup!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Wednesday 7/15 & Thursday 7/16: Billy Goodspeed Friday 7/17: Side of Gravy Saturday 7/18: Brie Green Sunday 7/19: Woodshed   Wine Garden open 11 – 6pm Tuesday – Sunday Music 1-4pm

  • Friday Night Car Cruise!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Cruisin with Bruce Marshall of 97.7    4-8 PM Fridays May-September Music, food, and cool automobiles! No fee

  • Music by Frank Lind 2-5

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Winery open 12-6 Music 2-5

  • Friday Night Car Cruise!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Cruisin with Bruce Marshall of 97.7    4-8 PM Fridays May-September Music, food, and cool automobiles! No fee

  • Feline Fun Day: Hosted by Here Today Adopted Tomorrow Animal Sanctuary

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Mark your calendars for Saturday, August 1, from 11 AM–4 PM and plan to join Here Today Adopted Tomorrow (HTAT) at Brimfield Winery for Feline Fun Day! Feline Fun Day features local craft vendors, exciting raffles, music by Side of Gravy, tasty food, and plenty of fun surprises along the way. Whether you're a devoted […]

  • Friday Night Car Cruise!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Cruisin with Bruce Marshall of 97.7    4-8 PM Fridays May-September Music, food, and cool automobiles! No fee

  • Friday Night Car Cruise!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Cruisin with Bruce Marshall of 97.7    4-8 PM Fridays May-September Music, food, and cool automobiles! No fee

  • Brimfield Wine Run 5K!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Like Running or Walking? Love Wine? This race is for you! Join us on Saturday, August 15, 2026 at 9:00am for an exciting new event that features the amazing scenery and landscape of the Brimfield Winery! Brimfield Winery debut wines originate from grapes sourced from Suisun Valley; a unique and diverse wine country and thriving […]

  • Friday Night Car Cruise!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Cruisin with Bruce Marshall of 97.7    4-8 PM Fridays May-September Music, food, and cool automobiles! No fee

  • Summer Sounds: CSNY & Southern Rock Tribute Live- Tickets available at entry $50 per carload cash only

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    The Crosby, Stills, Nash and Young / America tribute WOODEN HORSE and the infamous rockers COLD TRAIN team up for a fantastic day of music on the beautiful Brimfield Winery property. Acres and acres of parking. Great vibes and atmosphere. Food trucks, beer and wine. All ages show. Only $35 a carload in advance gets […]

    $35.00 – $50.00

  • Friday Night Car Cruise!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Cruisin with Bruce Marshall of 97.7    4-8 PM Fridays May-September Music, food, and cool automobiles! No fee

  • Performance by Splash of Zan!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    What happens when a group of local friends who bonded over a love of Classic Rock – top 40 from 70’s, 80’s, 90’s and current charts jam? Splash of Zan! SOZ is a cover band with some unique style and an itch to play. With a large local following Splash of Zan always puts on […]

  • Friday Night Car Cruise!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Cruisin with Bruce Marshall of 97.7    4-8 PM Fridays May-September Music, food, and cool automobiles! No fee

  • Antique Week Musical Lineup!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

      Tuesday 9/8: Side of Gravy Wednesday 9/9: Party of Two Thursday 9/10: Billy Goodspeed Friday 9/11: Brie Green Saturday 9/12: Billy Goodspeed   Wine Garden open 11 – 6pm Tuesday – Sunday Music 1-4pm

  • Friday Night Car Cruise!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Cruisin with Bruce Marshall of 97.7    4-8 PM Fridays May-September Music, food, and cool automobiles! No fee

  • Fundraiser for ALS: Supporting Jonathan Kingsbury

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Join us as we come together to support Jonathan Kingsbury and his family in their fight against ALS. Jonathan, his wife Crystal, and their two daughters have faced this devastating diagnosis with incredible strength, resilience, and hope. Now it's our turn to rally around them and remind them they are not facing this journey alone. […]

  • Music by Frank Lind 2-5pm

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Winery open 12-6 Music 2-5

  • Friday Night Car Cruise!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    Cruisin with Bruce Marshall of 97.7    4-8 PM Fridays May-September Music, food, and cool automobiles! No fee

  • Rolling Stones & CCR Tributes at Harvest Fest 19th Nervous Breakdown w/Kelly & the Poor Boys!

    Brimfield Winery 35 Main St., Brimfield, MA, United States

    The Brimfield Winery presents "19th Nervous Breakdown".... New England's premier tribute to the Rolling Stones on Saturday afternoon, September 26th, 2026. OPENING ACT: Female-fronted tribute to Creedence Clearwater Revival, "Kelly & the Poor Boys"... this event is open and FREE to public!19NB plays all of the Stones favorites from the 60s & 70's, mixing in […]

×
×

Cart