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Oktoberfest! Brimfield Winery along with Rapscallion Brewery brings you OKTOBERFEST!

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

Rapscallion's & Brimfield Winery's  Oktoberfest is back along with the 2022 release of our hand-brewed O-Fest beer! Join us for a festive weekend with food trucks, live music, Brimfield Winery cider and wine, and a beautiful fall weekend. 12-8 both days. Music by Cobblestone Road 1:30 - 5:30. Food by: THE THAI TRUCK Sunday: food […]

Brimfield’s Annual Auto Show!

Over 26 Categorizes ! 81 Trophies and 3 Best in Show! car registration opens at 8 AM  $15 per vehicle See Poster image for all details.

Wine Garden 12 – 8:30 SPLASH of ZAN! 5 :30 – 8:30 Extended hours for Local FAVES!

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

SOZ Groupies unite! A great group of friends from Sturbridge who share the desire to rock out to great classic music of the 70s 80s and 90s. they have been having a blast creating this band and now we want to share it with people who want to sing along, dance and rock out with […]

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Pioneer Valley Wine & Food Festival

BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

SATURDAY JUNE 10TH     Wine festival, Food, Music, Fun! TICKETS AVAILABLE ONSITE ONLY AFTER MIDNIGHT FRIDAY JUNE 9TH.  TICKETS WILL BE AVAILABLE Brimfield Auction Acres will be hosting The Fourth Annual Pioneer Valley Wine & Food Truck Festival...Come try the local wines of the wineries and Food trucks from the Pioneer Valley & beyond!  […]

Free – $30.00
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Pioneer Valley Wine & Food Festival

BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

SUNDAY     JUNE 11TH     Wine festival, Food, Music, Fun! TICKETS AVAILABLE at Gate Brimfield Auction Acres will be hosting The Fourth Annual Pioneer Valley Wine & Food Festival...Come try the local wines of the wineries and Food trucks from the Pioneer Valley & beyond!  In addition, there will be live music all day […]

TRAILER TRASH CONCERT!!-CANCELLED DUE TO WEATHER – WINERY WILL BE OPEN

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

Grab your family and friends and DON'T forget your lawn chairs! Gates will open at 1 pm Show starts at 2pm $20 per person - under 13 free *PLEASE NOTE: No food or beverage (water o.k.) allowed. Bringing Outside alcoholic beverages onsite is a violation of our liquor license (our livelihood) . Anyone in violation […]

$20.00

Wine Garden open 12 – 8:30 SPLASH of ZAN! 5 :30 – 8:30 Extended hours for Local FAVES! Food truck Flippin the Bird BBQ all day!

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

SOZ Groupies unite! A great group of friends from Sturbridge who share the desire to rock out to great classic music of the 70s 80s and 90s. they have been having a blast creating this band and now we want to share it with people who want to sing along, dance and rock out with […]

WILDHEART CONCERT – Tribute to Fleetwood Mac & Stevie Nicks

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

Brimfield Winery Presents: WILDHEART - 6PM - 9Pm Wild Heart Tribute To Stevie Nicks & Fleetwood Mac is New England’s musical and dramatic Show! Gates open 4 PM   Warm up band: Party of Two    4:30 PM Food Trucks: Flippin the Bird BBQ & OFF THE HOOK -Roadside Eatery TICKETS AVAILABLE ON PREMISE ONLY  HAVE […]

$35.00

WESTERN BRIM – Thursday nights. Wine garden open to public 5- 9 Dance lessons – Western bands

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

Join us this season for MORE line dancing!Beginner class Instructor: Jenny JonesImprover Class Instructor: ALICE DANCES Lesson night will be $10 (you may choose one lesson or both if offered (2nd class free)- Children under 12 Free with accompanying paying adult- Band Night Free to everyone. Come practice those moves Winery garden open free to […]

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Pioneer Valley Wine & Food Festival Saturday June 8, 2024

BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

SATURDAY JUNE 8TH     Wine festival, Food, Music, Fun! TICKETS AVAILABLE ON SITE!  C'MON DOWN! Wine, Beer, Cider & Mead Tasting! Food Trucks , Live Music, Craft show and more!! Come journey through Massachusetts wineries, craft beer, cider and mead makers all at one beautiful setting “Brimfield Auction Acres” 35 Main Street, Brimfield MA […]

$40.00
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Pioneer Valley Wine & Food Festival Sunday June 9, 2024

BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

SUNDAY JUNE 9TH     Wine festival, Food, Music, Fun! TICKETS AVAILABLE ON SITE!! C'MON DOWN!Wine, Beer, Cider & Mead Tasting! Food Trucks , Live Music, Craft show and more!!Come journey through Massachusetts wineries, craft beer, cider and mead makers all at one beautiful setting “Brimfield Auction Acres” 35 Main Street, Brimfield MAEARLY BIRD Tasting Passport […]

$40.00

WESTERN BRIM – Thursday nights. Wine garden open to public 5- 9 Dance lessons – Western bands

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

Join us this season for MORE line dancing!Beginner class Instructor: Jenny JonesImprover Class Instructor: ALICE DANCES Lesson night will be $10 (you may choose one lesson or both if offered (2nd class free)- Children under 12 Free with accompanying paying adult- Band Night Free to everyone. Come practice those moves Winery garden open free to […]

Winery closed. WESTERN BRIM – postponed to June 20th

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

Due to extreme heat Brimfield Winery will not be open Thursday June 20th. Join us this season for MORE line dancing!Beginner class Instructor: Jenny JonesImprover Class Instructor: ALICE DANCES Lesson night will be $10 (you may choose one lesson or both if offered (2nd class free)- Children under 12 Free with accompanying paying adult- Band […]

TRAILER TRASH CONCERT!!

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

Grab your family and friends and DON'T forget your lawn chairs! Gates will open at 2 pm Show starts at 4 pm $25 per CAR LOAD! until Sunday July 14th Midnight!!!!  Tickets now $35.00 a carload! Until July 19 Midnight - Only 8.75 pp (for car of four!) July 20th- Day of concert: Cash only […]

$25.00 – $35.00

Brimfield Old Home Day

BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

A fun-filled, family-friendly celebration with games, music, food, and fun - and finishing with fireworks! The Brimfield Old Home Day committee invites everyone to join us for this fun-filled afternoon/ Evening  2 - 9 pm.  A  celebration of our beloved town. There’s activities for kids of all ages from 1 – 100! Free admission and […]

Pioneer Valley’s SUMMERFEST! Tribute to JIMMY BUFFET! C’MON PARROT HEADS!

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

Tickets can be purchased online until Aug 2 for $40  and onsite at check in  $45 (cash only onsite) *WHILE TICKETS LAST! Brimfield Winery Presents: Featuring: Changes in Latitude! "America's Premier Jimmy Buffet Tribute Show - Gates open 12 PM     Show starts 2 PM Food Truck: Flippin the Bird BBQ  & OFF THE HOOK! […]

$35.00 – $40.00

WESTERN BRIM – Thursday nights. Wine garden open to public 5- 9 Dance lessons – Western bands

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

Join us this season for MORE line dancing!Beginner class Instructor: Jenny Jones 6:30 -7:30Improver Class Instructor: ALICE DANCES 7:30 -8:30 Lesson night will be $10 (you may choose one lesson or both if offered (2nd class free)- Children under 12 Free with accompanying paying adult- Band Night Free to everyone. Come practice those moves Winery […]

SOUTHERN CAJUN BOIL! with Special performance by The CATNIP JUNKIES

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

On Sale now!! 1pm-6pm Performance by the CATNIP JUNKIES! in Wine garden Show starts at 2 PM - Free to public - food truck available Cajun Dinner Buffet ONLY $35!! for pre-sold online tickets before 8/4 midnight, after - $45 onsite (if available) - Don't miss it, each year has been sold out! An experience […]

$35.00

WESTERN BRIM – Thursday nights. Wine garden open to public 5- 9 Dance lessons – Western bands

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

Join us this season for MORE line dancing!Beginner class Instructor: Jenny Jones 6:30 -7:30Improver Class Instructor: ALICE DANCES 7:30 -8:30 Lesson night will be $10 (you may choose one lesson or both if offered (2nd class free)- Children under 12 Free with accompanying paying adult- Band Night Free to everyone. Come practice those moves Winery […]

WESTERN BRIM – Presents Steel N EaZy 6 – 9 Winery opens 5 pm

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

- no lessons 8/22  Practice your lessons!!! Join us this season for MORE line dancing!Beginner class Instructor: Jenny Jones 6:30 -7:30Improver Class Instructor: ALICE DANCES 7:30 -8:30 Lesson night will be $10 (you may choose one lesson or both if offered (2nd class free)- Children under 12 Free with accompanying paying adult- Band Night Free […]

WESTERN BRIM – Thursday nights. Wine garden open to public 5- 9 Dance lessons – Western bands

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

Join us this season for MORE line dancing!Beginner class Instructor: Jenny Jones 6:30 -7:30Improver Class Instructor: ALICE DANCES 7:30 -8:30 Lesson night will be $10 (you may choose one lesson or both if offered (2nd class free)- Children under 12 Free with accompanying paying adult- Band Night Free to everyone. Come practice those moves Winery […]

WESTERN BRIM – Thursday nights. Wine garden open to public 5- 9 Dance lessons – Western bands

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

Join us this season for MORE line dancing!Beginner class Instructor: Jenny Jones 6:30 -7:30Improver Class Instructor: ALICE DANCES 7:30 -8:30 Lesson night will be $10 (you may choose one lesson or both if offered (2nd class free)- Children under 12 Free with accompanying paying adult- Band Night Free to everyone. Come practice those moves Winery […]

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

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

Don't miss out- Rates Increase 7/1! www.TourOpacum.org New routes this year- all on beautiful, paved country roads: 100-mile Century, Metric Century, Half-Metric, and 10-mile. All are well-marked and supported by Southbridge Bicycles with rest stops throughout. Followed by the Rapscallion Brewery Afterparty featuring Good Food, Live Music, Craft Beer, Wine, and FUN at the Brimfield […]

WESTERN BRIM – Thursday nights. Wine garden open to public 5- 9 Dance lessons – Western bands

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

Join us this season for MORE line dancing!Beginner class Instructor: Jenny Jones 6:30 -7:30Improver Class Instructor: ALICE DANCES 7:30 -8:30 Lesson night will be $10 (you may choose one lesson or both if offered (2nd class free)- Children under 12 Free with accompanying paying adult- Band Night Free to everyone. Come practice those moves Winery […]

WESTERN BRIM – Thursday nights. Wine garden open to public 5- 9 Dance lessons – Western bands

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

Join us this season for MORE line dancing!Beginner class Instructor: Jenny Jones 6:30 -7:30Improver Class Instructor: ALICE DANCES 7:30 -8:30 Lesson night will be $10 (you may choose one lesson or both if offered (2nd class free)- Children under 12 Free with accompanying paying adult- Band Night Free to everyone. Come practice those moves Winery […]

Tribute Band: “19th Nervous Breakdown”! Free to public! Food truck: Savage Wraps

Band Plays 2- 5 Wine Garden & food Truck Savage Wraps 12 - 6 The Brimfield Winery presents "19th Nervous Breakdown," New England's premier tribute to the Rolling Stones on Sunday afternoon, September 29th, 2024.19NB plays all of the Stones favorites from the 60s & 70's, mixing in some B-side faves and cult classics...and the […]

WESTERN BRIM – Thursday nights. Wine garden open to public 5- 9 Dance lessons – Western bands

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

Join us this season for MORE line dancing!Beginner class Instructor: Jenny Jones 6:30 -7:30Improver Class Instructor: ALICE DANCES 7:30 -8:30 Lesson night will be $10 (you may choose one lesson or both if offered (2nd class free)- Children under 12 Free with accompanying paying adult- Band Night Free to everyone. Come practice those moves Winery […]

Wine Garden open 5 pm Line Dances reviewed 5:30 by Jen Jones, STEEL N EAZY STARTS 6:00 – 9:00, All free to public BYOF

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

Wine Garden open 5 - 9:30 Line Dances reviewed 5:30, by Jen Jones, then stay up and dance to all songs Performed by STEEL N EAZY 6:00 - 9:00, All free to public BYOF Band Night Free to everyone. Come practice those moves Winery garden open free to non-lesson public 5 - 9 - BYOF! […]

ROCKTOBER CONCERT! THE LEGENDS TOUR ! CREEDANCE + JOHNNY CASH + ELVIS!

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

Tickets ON SALE NOW FOR $35.00 A CARLOAD only until September 29th midnight~ then $40 per CARLOAD! until October 4th midnight. *while tickets last. Brimfield Winery Presents: Pioneer Valley's ROCKTOBER Featuring: The Legends TOUR- 6PM - 9Pm Gates open 4 PM  - come grab some dinner with our Food Trucks: Off the HOOK & TBD […]

$35.00 – $40.00

Brimfield’s Annual Auto Show!

BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

  Save the date. 10 12 24   rain date 10 13 24 Over 26 Categorizes ! 81 Trophies and 3 Best in Show! car registration opens at 8 AM  $15 per vehicle More information to come

2025 Re- opening party! 12 – 6! Spooner Well Band performs 2 -5 – Food truck: Crust & Confections

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

Re-Opening Day - Open 12 - 9 ! New Hours! Food Truck: Crust & Confections! For special Guided Wine and Cheese PairingOpen to Public For those interested we will be hosting a sommelier-guided Wine & Cheese Pairing Experience, led by Wine Educator Missa Capozzo of Wine Down Events.You will enjoy a fabulous experience of indulgence […]

Guided Wine & Cheese Pairing Experience

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

2025 Re- opening party! 12 - 6! Spooner Well Band performs 2 -5 - Food truck: Crust & Confections We are so excited to be hosting a sommelier-guided Wine & Cheese Pairing Experience, led by Wine Educator Missa Capozzo of Wine Down Events.You will enjoy a fabulous experience of indulgence and education as Missa expertly […]

Pioneer Valley Wine Festival

BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

 For tickets Click here: Pioneer Valley Wine Festival 2025Wine, Farmers, Beer, Food, Mead, Cider, ART, Food, Music, Artisans, Fun!Brimfield Auction Acres will be hosting The Sixth Annual Pioneer Valley Wine Festival...And expect it to BIG BIGGER AND BETTER THAN EVER!We would call it the Pioneer Valley Wine, Beer, Cider, Mead, Distillery, Farmers, Artisans, Music and Food […]

Pioneer Valley Wine Festival

BRIMFIELD AUCTION ACRES 35, Brimfield, MA, United States

For tickets Click here: Pioneer Valley Wine Festival 2025 Wine, Farmers, Beer, Food, Mead, Cider, ART, Food, Music, Artisans, Fun! Brimfield Auction Acres will be hosting The Sixth Annual Pioneer Valley Wine Festival... And expect it to BIG BIGGER AND BETTER THAN EVER! We would call it the Pioneer Valley Wine, Beer, Cider, Mead, Distillery, Farmers, […]