Cousin’s Maine Lobster!

Brimfield Auction Acres (Behind Winery) 35 Main Street, Brimfield, MA

This is the perfect opportunity for wine, cider, and lobster lovers to get together and indulge to their heart’s content. Hand-crafted wine or cider and mouth-watering lobster rolls just sound perfect together. We do ask that our customers maintain social distancing and try to pre-order from our app on this day. This won’t be a […]

11 On The Outside

Brimfield Auction Acres (Behind Winery) 35 Main Street, Brimfield, MA

Live Music by Lexi Weege

Brimfield Auction Acres (Behind Winery) 35 Main Street, Brimfield, MA

Lexi Weege is a true vocal acrobat, leaping from dangerous, sultry growl to playful lilting in a single bound. You would be hard-pressed to find as transfixing a storyteller. Unapologetic, brazen, and boldfaced, Weege’s mastery of narrative is as thrilling as it is wrenching.

Rick Hamel Acoustic

Brimfield Auction Acres (Behind Winery) 35 Main Street, Brimfield, MA

Rick will be playing Classic Rock, 80's and 90's Rock, Top-40 and Modern Country acoustic hits outside at Brimfield Winery and Cidery! This event is rain or shine!

Monson Lions Club Presents: Drive-in Outdoor Benefit Concert!

Brimfield Auction Acres (Behind Winery) 35 Main Street, Brimfield, MA

Benefit for the communities of Monson, Brimfield, Wales and Holland featuring Peter Newland and Radio X at the Brimfield Winery $40.00 / car Food Trucks Wine/Beer/Cider Music *NO OUTSIDE FOOD OR DRINK (please support our sponsors) ***Limited tickets availability*** PICK UP AT WINERY during open hours Fri/Sat/Sun or contact Curt Jameson 413-668-8427 or Jeanne Bailey […]

$40

Live performance by CO2

Brimfield Auction Acres (Behind Winery) 35 Main Street, Brimfield, MA

Macey & Ralston live

Brimfield Auction Acres (Behind Winery) 35 Main Street, Brimfield, MA

Join Heather and Joe for live acoustic along with great wine , atmosphere and staff

Drive In Concert- Trailer Trash!

Brimfield Auction Acres (Behind Winery) 35 Main Street, Brimfield, MA

Drive in Concert - Covid Guidelines apply - Western Massachusetts Best Modern Country Band! Grab your date and come see the Hottest Party Band in Western MA! This Aint Grandpa's COUNTRY!! *NO OUTSIDE FOOD OR DRINK or COOKING/FIRE PITS (please support our sponsors)* This Event made possible by Levesque Trucking, Sturdy Tents and Brimfield Winery. […]

$50

Bruce Marshall’s 97.7 Classic Car Cruise – Come see the amazing collectible cars

Brimfield Winery 35 Main St., Brimfield, MA

Bruce Marshall's Classic Car Cruise night at Brimfield Winery - Collectors and enthusiasts gather to show off their cars and relax to the music of 97.7 Oldies - Nice weather only, the folks spend hours polishing these babies up!  Food truck rain or shine- Main Street Tavern - Most every Friday night follow our facebook […]

Pioneer Valley Wine Festival

Brimfield Auction Acres (Behind Winery) 35 Main Street, Brimfield, MA

2021 Pioneer Valley Wine &Expo!!   -Sample over 10 farm- wineries from Pioneer Valley & beyond, enjoy wonderful food truck options with live local music and local farmers market all at one place! More details to follow. Winery & Food truck, and Market applicant's please message us for individual details! Buy Tickets Today

Pioneer Valley Wine Festival

Brimfield Auction Acres (Behind Winery) 35 Main Street, Brimfield, MA

June 13th second day of the Second Annual Pioneer Valley wine Expo. Sample over 10 Farm-Wineries from the Pioneer Valley & beyond! Enjoy wonderful food truck options and live entertainment. This will sell out, so buy your tickets as soon as we announce they are available! (Makes great present!) Buy Tickets Today

Trailer Trash Concert! Tickets on sale

Brimfield Winery 35 Main St., Brimfield, MA

Buy Tickets here Western Massachusetts Best Modern Country Band! Grab your date and come see the Hottest Party Band in Western MA! This Aint Grandpa's COUNTRY!! Western Massachusetts Best Modern Country Band! Joe Fazio, Jim Staf, Jeff DeCarli, Bob Stanek, Jim Stanek Once upon a time there was 5 guys with a dream. A dream […]

$20

Sip, Swing and Salsa!

Brimfield Winery 35 Main St., Brimfield, MA

Join Julie Fitzgerald at the Brimfield Winery for a Salsa & Swing lesson while enjoying a free glass of wine  or beer! This is a beginner class, so no dance experience necessary! You don’t even need a partner! Cost: $25 per person and includes a free glass of wine! Cash only please!

CO2 – At the wine Garden!

Brimfield Winery 35 Main St., Brimfield, MA

Come listen to the fantastic Duo 2 - 5 Sunday  Winery open 12 - 6 pm  Food by Tony's Valley Pizza, or bring your own picnic!

OPEN MIC Night!

Brimfield Winery 35 Main St., Brimfield, MA

REGISTERING appreciated but not necessary - pre-sign up goes first register by texting 1-781-534-3801 Leave * Name * how many songs * and preferred time slot. You will get a return text confirming your Show time! 3 Songs or 15 minutes Show time 5 - 8 Hosted by Moody Creek Studio

Crawfish Boil – Low Country Style! with Wicked Biscuit!

Brimfield Winery 35 Main St., Brimfield, MA

Brimfield Winery is going down South- AUGUST 14th 1pm-6pm Tickets $35 Til August 7th.  Going to $40 Sunday August 8th! We are joining our friends at Off the Hook Roadside Eatery to bring you an experience to remember- With a ticket you will enjoy a Crawfish boil dinner including portions of crawfish, shrimp, sausage potatoes, […]

Friday Classic Cruise nights with Bruce Marshall of The Valley’s Classic Hits 97.7

Brimfield Winery 35 Main St., Brimfield, MA

Brimfield Winery together with Bruce Marshall of The Valley's Classic Hits 97.7 present Friday Classic Cruise nights to bring your special vehicle down to the winery to show her off! Grab a bite to eat at our visiting Food Trucks and chill to the beats Classic Rock by 97.7 In case of rain, the cars […]

Splash of Zan! Food Truck: Off the Hook Winery open 12 – 6

Brimfield Winery 35 Main St., Brimfield, MA

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 […]

The Storytellers! Live at the Garden 2 – 5 Food truck: Roosters Roaming cantina – Winery open 12 – 6

“Rick V” Kostanski started the Storytellers in the summer of 2016 as a solo act. In the early fall he integrated “Brother Brian” into the act playing a Sunday matinee at the Cove in Southwick. The idea was to to take our favorite memories  and share them with our friends and family through our guitars and vocals. In 2017 we really […]

SONGSTOCK 2021! Benefit Concert for S.O.N.G. Supporting Orphans Nationally and Globally

Brimfield Winery 35 Main St., Brimfield, MA

"S.O.N.G.STOCK 2021" is a Family Friendly Music Festival to benefit orphaned children in the United States, as well as internationally. This event features live music all day by Secret Sage, The Otters, The Lisa Martin Band, Paul Sticca & AcousticcA, and Peter J. Newland and RadioX. Live Music by five bands all day...Raffles...Craft Beer...Wine...Food...Games...Face Painting...Bounce […]

$10

James Montgomery Band at the Pioneer Valley Brimfield Blues Concert!

BRIMFIELD AUCTION ACRES 35, Brimfield, MA

Grammy-nominated blues singer and harpist James Montgomery and his band performed LIVE at Brimfield Winery SEPTEMBER 25th Grab your lawn chair and join us for a day filled with live music on the picturesque property of THE WORLD FAMOUS AUCTION ACRES, site of the Brimfield Winery. Gates will open at 12 pm     Get tickets […]

OKTOBERFEST 2021

BRIMFIELD AUCTION ACRES 35, Brimfield, MA

Oktoberfest! 10/2 & 10/3 Sat 12-8pm, Sun 12-6pm Rapscallion's long running Octoberfest is back in 2021! We are so happy to be partnering with them for this event! Live music, food trucks and our signature O-fest both days. Music 12-6pm both days; Saturday Jon Short and James Keyes, Sunday Livestock and Boogie Chillin - More […]

WINTERFEST 2022!! – Inspired by Carnaval de Quèbec

Brimfield Winery 35 Main St., Brimfield, MA

Winterfest ‘22 at Brimfield Winery will be combined with Rapscallion's 2nd Annual French Canadian Day!. Inspired by Carnaval de Quèbec, Winterfest honors the rich French Canadian heritage that plays such a pivotal role in the local communities of New England. The festival will feature a specially brewed double IPA, homemade winter beverage inspired by Quèbec’s “Caribou […]

Fashion Show on Pavilion to benefit Rays of Hope! 3:30 – 6:00 PM

Brimfield Winery 35 Main St., Brimfield, MA

TANGLES HAIR & NAIL SALON PRESENT:  A day out for a great cause! Food, fashion & beauty all to benefit Rays of Hope! About this event Grab a drink and enjoy the latest in fashion & beauty trends at The Brimfield Winery. Clothing is provided by Bohdii Boutique and Vitality Activewear Company. Hair & make-up […]