Events

Triva Thursdays

Every Thursday

Every Thursday | 6:45 PM

Think you've got what it takes to be a trivia champion? Gather your smartest friends (or your funniest ones!) and join us every Thursday for a night of friendly competition, great food, cold drinks, and plenty of laughs!

 Hosted by Brooke from Rosie Entertainment, bringing you fun questions covering everything from music and movies to sports, pop culture, history, and more!

 Prizes for the Top 3 Teams! Winning teams take home Little Red Barn Brewers gift cards!

Come early, grab dinner and your favorite beverage, and get ready to put your knowledge to the test!

Great beer. Great friends. Questionable answers.

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Starting on Thursday November 12th 2026

06:45 PM - 08:15 PM

Brewery Magic

Saturday November 14th

A little magic is coming to Little Red Barn!

Join us for an evening with Chris Lengyel Magic. He'll make his way around the brewery, performing up-close, tableside magic with a few surprises along the way.   

No tickets needed; just come hang out, enjoy a drink, and enjoy the magic. 

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05:30 PM - 08:30 PM

Hops & Ornaments

Wednesday November 18th

Craft beer, holiday cheer, and handmade ornaments to ring in the year.  Sip and Sparkle at our Hops & Holiday Ornaments Craft Night, where you can make 3 festive tree decorations while enjoying cold craft beer.

Event Description

The Vibe: Relax in a cozy taproom setting designed for makers and beer lovers alike. The Craft: Create your own custom holiday ornaments using provided festive materials, and white boxes and ribbon to wrap and take home. The Drinks: Sip on seasonal brews, local IPAs, or your favorite house tap. What's Included: Admission covers all craft supplies, step-by-step instructions, and 10% off drinks and food during the event. Who It's For: Perfect for beginners, seasoned crafters, and anyone ready for a fun night out with friends.

SOLD OUT! https://buytickets.at/wanderbrush/2388420 

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06:00 PM - 08:00 PM

LRB Holiday Market

Saturday November 28th

✨ Mark your calendars! Join us at the Little Red Barn Brewers Holiday Market on November 28th from 12pm to 4pm.

Come sip, snack, and shop local for the perfect Christmas gifts! Bring the whole family—including the kids—because Santa & Mrs. Claus will be stopping by for a special visit! 🎅🤶

We are also proud to support the Pleasant Valley Community Food Bankduring this event. Help us feed families in need this holiday season by bringing canned goods or monetary donations. You can also participate in our raffle baskets and 5/50 raffle to show your support!

See you there for some good drinks and even better times! 🍻❤️

📍 Little Red Barn Brewers | Pleasant Valley, CT 📅 November 28th | 12pm - 4pm

#ShopLocal #HolidayMarket #CtBrewery #SupportLocal #CommunityFoodBank #SantaClaus #SeasonOfGiving

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12:00 PM - 04:00 PM

Nostalgic Night For Mug Club Members

Monday December 7th

Mug Club Nostalgic Night at Little Red Barn Brewers Monday, December 7th · Old Front Taproom

We’re going old school! Mug Club members, you and a guest are invited to a special night back where it all started: the original bar in our old front taproom. So many good nights and great memories were made there, and we can’t think of a better place to kick off the holiday season with you.

Nate & JD will be playing holiday tunes live starting at 6 PM, and you might spot a few familiar faces back behind the scenes.

What to expect: • A holiday gift for every Mug Club member • Complimentary pizza • Drafts only, served at the original bar This night is all about YOU. Thank you for supporting LRB, your hometown brewery, year after year. We’ll see you there!
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05:00 PM - 09:00 PM

Boughs, Beer, Holiday Cheer

Wednesday December 9th

Join us for Boughs, Beer & Holiday Cheer, a festive, hands-on workshop at Little Red Barn Brewery where you can create a beautiful live wreath to adorn your holiday door. Grab a pint, get into the holiday spirit, and craft your own seasonal masterpiece. In this workshop, you will learn how to design and assemble a gorgeous, aromatic wreath using fresh, live evergreens, berries, pinecones, and festive ribbons. Whether you are a seasoned crafter or a complete beginner, Kim from WanderBrush will guide you step-by-step to create a stunning piece to adorn your holiday door. Bring your friends, enjoy a cold brew, and kick off the holiday season with something handmade! $64 pp. Enjoy 10% off food and drink during the event. 

Spaces are limited, so grab your tickets today!

https://www.tickettailor.com/events/wanderbrush/2388457

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06:00 PM - 08:00 PM

Crafts & Drafts

Wednesday December 16th

Get ready to deck your halls and fill your glasses! Join us at Little Red Barn Brewers on Wednesday, December 16th, for a festive evening of Crafts & Drafts: Holiday Tray Painting Event. Whether you want to create the perfect centerpiece for your holiday table, a rustic platter for Santa’s cookies, or a handmade gift for someone special, this workshop has you covered. You will transform a raw wooden tray into a beautiful, functional holiday keepsake while enjoying some of the finest local craft beer around. $52 per person, and includes a beautiful round wood and metal tray, all painting materials, and expert instruction. 

Purchase your tickets here: https://buytickets.at/wanderbrush/2483990

Enjoy 10% off food and drink during the event

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06:00 PM - 08:00 PM

Breakfast with Santa

Sunday December 20th

Santa & Mrs. Claus are coming to Little Red Barn!  Christmas is right around the corner, and we're making time for a little extra holiday magic! 

Join us on Sunday, December 20th, for a special Christmas breakfast with Santa & Mrs. Claus! Bring the kids, invite the grandparents, and enjoy a morning together before the Christmas rush! Santa and Mrs. Claus will be making their way around throughout breakfast, stopping by tables to say hello, hear those last-minute Christmas wishes, and take photos with the family! And of course, we'll be serving up a delicious breakfast for everyone to enjoy! Waffles, bacon, sausage, scrambled eggs, home fries, coffee, tea & assorted juices! Mimosas, Bloody Marys & holiday cocktails will also be available for purchase for the adults! There's nothing better than seeing the excitement on your little one's face when Santa walks into the room. Those are the moments that make the holidays so special ·꙳⋆𖢔𖠰𖢔·꙳⋆ We can't wait to celebrate with you and your family!  Details: Date: Sunday, December 20th, 2026 Two seatings: 9:30 AM & 11 AM Little Red Barn Brewers | Winsted, CT Pricing: Adults: $24.95 Children ages 4–10: $16.95 Children 3 & under: FREE Seating is limited, and reservations are required! We have two seatings available, so be sure to grab your tickets in advance and reserve your family's table before we're fully booked! Purchase your tickets here: https://breakfast-with-santa-udk8b.tripleseattickets.com/ See less

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09:30 AM - 01:00 PM

Sip, Paint, Have a Hoot

Wednesday January 6th 2027

Grab a pint and paint a masterpiece! Join us at Little Red Barn Brewers on Jan 6th, 2027 for a cozy winter evening of creativity, laughs, and delicious craft beer at our Sip, Paint, and Have a HOOT event. Craft Brews & Winter Hues: Paint a Snowy Owl That’s an Absolute Hoot! Embrace the winter season by channeling your inner artist. Whether you are a seasoned painter or have never picked up a brush, Kim from WanderBrush will guide you step by step in creating your very own majestic snowy owl canvas. No art skills required—just a willingness to have fun! $37 per person, and enjoy 10% off food and drinks during the event.

Purchase your tickets today!  https://www.tickettailor.com/events/wanderbrush/2388518

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06:00 PM - 08:00 PM

1 event on Thursday, November 12th, 2026
6:45pm-8:15pmTriva ThursdaysThursday, November 12th, 2026
1 event on Saturday, November 14th, 2026
5:30pm-8:30pmBrewery MagicSaturday, November 14th, 2026
1 event on Wednesday, November 18th, 2026
6pm-8pmHops & OrnamentsWednesday, November 18th, 2026
1 event on Thursday, November 19th, 2026
6:45pm-8:15pmTriva ThursdaysThursday, November 19th, 2026
1 event on Thursday, November 26th, 2026
6:45pm-8:15pmTriva ThursdaysThursday, November 26th, 2026
1 event on Saturday, November 28th, 2026
12pm-4pmLRB Holiday MarketSaturday, November 28th, 2026
1 event on Thursday, December 3rd, 2026
6:45pm-8:15pmTriva ThursdaysThursday, December 3rd, 2026
1 event on Monday, December 7th, 2026
5pm-9pmNostalgic Night For Mug Club MembersMonday, December 7th, 2026
1 event on Wednesday, December 9th, 2026
6pm-8pmBoughs, Beer, Holiday CheerWednesday, December 9th, 2026
1 event on Thursday, December 10th, 2026
6:45pm-8:15pmTriva ThursdaysThursday, December 10th, 2026
1 event on Wednesday, December 16th, 2026
6pm-8pmCrafts & DraftsWednesday, December 16th, 2026
1 event on Thursday, December 17th, 2026
6:45pm-8:15pmTriva ThursdaysThursday, December 17th, 2026
1 event on Sunday, December 20th, 2026
9:30am-1pmBreakfast with SantaSunday, December 20th, 2026
1 event on Thursday, December 24th, 2026
6:45pm-8:15pmTriva ThursdaysThursday, December 24th, 2026
1 event on Thursday, December 31st, 2026
6:45pm-8:15pmTriva ThursdaysThursday, December 31st, 2026
1 event on Wednesday, January 6th, 2027
6pm-8pmSip, Paint, Have a HootWednesday, January 6th, 2027
1 event on Thursday, January 7th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, January 7th, 2027
1 event on Thursday, January 14th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, January 14th, 2027
1 event on Thursday, January 21st, 2027
6:45pm-8:15pmTriva ThursdaysThursday, January 21st, 2027
1 event on Thursday, January 28th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, January 28th, 2027
1 event on Thursday, February 4th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, February 4th, 2027
1 event on Thursday, February 11th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, February 11th, 2027
1 event on Thursday, February 18th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, February 18th, 2027
1 event on Thursday, February 25th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, February 25th, 2027
1 event on Thursday, March 4th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, March 4th, 2027
1 event on Thursday, March 11th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, March 11th, 2027
1 event on Thursday, March 18th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, March 18th, 2027
1 event on Thursday, March 25th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, March 25th, 2027
1 event on Thursday, April 1st, 2027
6:45pm-8:15pmTriva ThursdaysThursday, April 1st, 2027
1 event on Thursday, April 8th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, April 8th, 2027
1 event on Thursday, April 15th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, April 15th, 2027
1 event on Thursday, April 22nd, 2027
6:45pm-8:15pmTriva ThursdaysThursday, April 22nd, 2027
1 event on Thursday, April 29th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, April 29th, 2027
1 event on Thursday, May 6th, 2027
6:45pm-8:15pmTriva ThursdaysThursday, May 6th, 2027