Charlottesville Wine CountryWhat's on this weekend

Wine Tasting & Live Music: Steve Michael Smith

Wine tasting and live music by Steve Michael Smith in the barn at Roslyn Farm & Vineyard, 100 Roslyn Heights Rd. Ten varietals to explore.

Music Bingo

Wine Tasting & Live Music: Steve Michael Smith

Wine tasting and live music by Steve Michael Smith in the barn at Roslyn Farm & Vineyard, 100 Roslyn Heights Rd. Ten varietals to explore.

Food Truck: PotLucky Cville

Trivia Night

Wine Wednesday – Extended Tasting Room Hours & Food Trucks

Break up the midweek monotony and join us as we keep the tasting room open until 8:30pm every Wednesday! Unwind with a rotating lineup of local food trucks serving from 4:00–7:30pm, then put your knowledge to the test at trivia in the pavilion starting at 6:00pm – with King Family Vineyards gift cards up for grabs. Our Wine Wednesday series runs from early March through the end of November, giving you plenty of opportunities to enjoy sunsets with us on the farm!

How Might We Wednesdays

Bring the thing that's bugging you. Every Wednesday from 5 to 7 PM, write your problem on a card at the bar and pin it to the board; the room picks one and spends two hours working on it together. Not a talk and not a demo, an actual go at something a neighbor is stuck on. Hosted by The Smithy.

Run, Walk, Crawl Club

Weekly Run, Walk, Crawl Club every Wednesday at 6 PM at WildManDan Brewery (21+ only).

Simply Flamazing Paint Night

Trivia Night at Patch

Karaoke Night

Join us for karaoke night at the Virginia Wine Collective in the loft! Grab a drink, bring your friends, and take the mic for a night of fun, music, and great vibes. Karaoke is hosted 7-9PM, the Collective will be open 5-10PM! 21+.

Vinyl Share

Vinyl Share every Thursday 4-7 PM at WildManDan Brewery (21+ only). Bring a record to spin.

Trail Run Club

Craft Door Mats Workshop

Live Music: The Go-Tos (Grass on the Other Side)

Paint + Sip at the Virginia Wine Collective

Come paint with us, no experience necessary, all materials included! Learn to paint this design step by step. Your ticket includes a canvas, specialty paint, and all supplies; each class is taught by a professional artist who guides you through various techniques at a comfortable pace. One ticket per painter. Beverage NOT included in price.

Trivia Night with Mike & Miranda

It's Trivia time!

Trivia Night

Trivia every Thursday 6:30-8:30 PM. Grab your buddies for a fun night of trivia, delicious beers, and hot, artisanal pizza.

Open Mic Night

Adult Karaoke Night

Live Music: Tony Hirtz

Tony Hirtz live in the beer garden at Brewing Tree Beer Company, Afton.

Live Music: Paxton Henderson

Rum Punch Jamaican Cuisine - Guest Food Truck

Chili Night with Live Music: Sue Harlow

Come see Sue Harlow! Sue will be playing from 5-8PM.

Boot Scoot Square Dance Party

YEEHAW, IT'S SQUARE DANCING TIME!!

Friday Cheers with The Mash

Join us every Friday night for live music 5:30-8:30 and fried seafood specials!

An Evening with Dave McIntyre

Winemaker Pop-Up: Jake Busching + Dogwood & Thistle

Enjoy free samples and tour the facility with independent winemakers Jake Busching and Dogwood & Thistle at the Virginia Wine Collective!

Ian Gilliam & The FireKings with Canelos Burritos food truck

We’re kicking off the weekend with Ian Gilliam & The FireKings. They’ll be treating us all to their incredible “Blues, Rockabilly, Honky Tonk, and Rock & Roll music” live inside the cozy confines of our tropical oasis. Friday, November 13th, from 6 to 8:30pm. No cover. Open to all.

JRB's Friday Night Jam Session

Friday Night Jam Session at 6:30 PM at James River Brewery. Join us and possibly get in the lineup for a paid gig!

Steve Lanza Jr. and Friends Live at Patch

Don't Look Up

The Honky-Tonk Heathens

The Honky Tonk Heathens are back! After bringing the good times to the Basic City Taproom Terrace, The Honky Tonk Heathens make their debut on The Foundry stage for a night of live local music.

Silver Starlight Opportunity Ball

Come enjoy a memorable night for a great cause at Afton Mountain Vineyards. All-day listing; see event page for details and tickets.

Sip & Savor Express Train Ride

Scenic round-trip train ride from Louisa station with guided tasting of four estate wines and artisan charcuterie board.

Grilled Cheese & Beer Pairing

Saturday grilled cheese and beer pairing at WildManDan Brewery. Only 12 seats available; tickets required (21+ only).

East End Fair

Join us for a day-long celebration of Virginia country life, inspired by the grand countryside fairs of the UK. Enjoy tastings from local wineries, breweries, and distilleries, live music, field sports, artisan vendors, and more — all set against the rustic beauty of Keswick horse country. Held at East End Farm, 292 Hamilton Rd, Louisa, VA. More info: https://www.smvwines.com/east-end-fair

Pizza by Blue Ridge Pizza Co.

Blue Ridge Pizza Co. serving pizza at 92 Acres.

Live Music: Porch Dogs

Come see the Porch Dogs! They will be playing from 12:30-3:30PM. About Porch Dogs Porch Dogs Keith and Everette have been entertaining Central and Southwest Virginia for over seven years with a variety of music from mellow to rocking. Pop, Rock, Americana, Soul, Country and Oldies. These dogs do it all!

Live Music: Ty Burkhardt

Live music 1-4 PM at Afton Mountain Vineyards. Tasting room open 11-6 PM.

Live Music: Dara James

Music in the Mountains by Scuffletown

Come out and join us Saturday afternoon for the rollicking live music by Scuffletown! Your favorite wine is available for pairing with the yummy eats from our lite noshing menu. Sit back and enjoy it all while you listen to Marc’s smooth-as-the-cab-franc voice and Johnny’s multi-instrumental accompaniments. There’s something for everyone, so come join the fun! No cover. Reservations are recommended and can be made here. Add this event to your Google calendar, or any other calendar (iPhone, Outlook, etc.) by using the buttons below.

Paint + Sip at 92 Acres

Come paint & sip with us! No experience necessary, all materials included! Hosted by Blue Ridge Brushes. Ticketed event – buy tickets on Eventbrite.

Wine Tasting & Live Music: Matt Palmieri

Wine tasting and live music by Matt Palmieri in the barn at Roslyn Farm & Vineyard, 100 Roslyn Heights Rd. Ten varietals to explore.

Food Truck: Canelo's Burritos

Canelo's Burritos food truck at Starr Hill Brewery in Crozet, 2-10 PM.

Georgian Wine Celebration

Horton Vineyards, in collaboration with the Georgian Embassy, showcases Georgian grape varietals grown right here in Virginia. Pouring: Horton Vineyards, Montifalco Vineyard, House Strunk Winemaking, Cave Ridge Vineyard, Fables & Feathers Winery and Stinson Vineyards. Tickets $28.52/pp.

Live Music with Brian Franke

From 2:30–5:30 PM, Brian Franke takes the stage with classic rock favorites that pair perfectly with a glass of wine and a laid-back afternoon.

Live Music in the Orchard: The Pollocks

The Pollocks are led by Jason Pollock, former guitarist and songwriter for Seven Mary Three, who penned hits such as "Cumbersome" and "Water's Edge".

The Art of Wine

An event supporting The Arc of Piedmont, showcasing artwork from The Arc Studio paired with wines from Grace Estate. Pop in any time between 4 & 7 PM to enjoy mountain views, wine tastings, artwork, and artmaking.

Live Music: The Loya Brothers

The Wavelength 🎺 | Eastwood After Dark

Join us for upbeat & fun bands every Saturday night. Gather your friends and family and join us for live music that you’ll want to dance to! Plus sit back and enjoy your favorite beverage and delicious food.

Cider Smackdown 2026: The Single Varietal Showdown

Join Albemarle CiderWorks for an evening of cider tasting, charcuterie, and conversation with cider enthusiasts and makers from across Virginia in the 2026 Cider Smackdown: The Single Varietal Showdown.

Perennial Collection

We are delighted to have Perennial Collection returning to our tropical oasis! “Featuring female led vocal covers of R&B, Soul, Hip-Hop, and Jazz! Perennial Collection delivers dynamic vocal harmonies and jazz-infused arrangements to please the ear and move your feet.” Saturday, November 14th, from 5 to 8pm. Open to all. No cover.

Crown Club Saturday: Murder Mystery Party

Crown Club members and guests are invited to solve Chiswell's murder mystery, starting at 5:30 PM on Saturday, November 14.

Buzzard Hollow Boys Live

Dustbowl meets Delta Blues

Live Music: Rich Ridgell

Blending bluegrass, folk, and country into a unique blend of Americana, multi-instrumentalist Rich Ridgell takes the Tap Barn stage 6-9pm.

NCCF Silver Starlight Ball

A magical evening at Veritas celebrating the 25th anniversary of the Nelson County Community Fund (NCCF). Music, dancing, and a three-course dinner paired with fine wine, plus a live auction with Ken Farmer of PBS's Antiques Roadshow and a silent auction of regional experiences. 6:30 PM - 11:45 PM. Cocktail or formal attire; silver sparkles encouraged. Proceeds support NCCF's work in food access, housing security, education, youth development, and health across Nelson County. Tickets $250+.

Mama Tried

Truffle Feast

A four-course wine paired feast prepared by Executive Chef Michael Clough. For reservations, please email or call 540-832-7848. Price: $270 per person, all-inclusive.

Groove Revolution

Free show! Groove Revolution brings a high-energy, funky set designed to fill the dance floor at Pro Re Nata in Crozet.

The Soaring Eagles - A Musical Salute to The Eagles

THE SOARING EAGLES — A MUSICAL SALUTE TO THE EAGLES LIVE AT THE FOUNDRY Saturday, November 14th, 2026 Doors: 6:30 PM | Showtime: 8:00 PM WAYNESBORO — Get ready for a night celebrating the timeless music of one of the greatest American rock bands of all time. The Soaring Eagles – A Musical Salute to the Eagles are coming to The Foundry at Basic City Beer Co. on Saturday, November 14th, bringing the unmistakable harmonies, guitar work, and legendary songs of the Eagles to our stage. From the laid-back California country-rock of the early years to the arena-sized hits that made the Eagles one of the best-selling bands in music history, The Soaring Eagles deliver a live tribute built for longtime fans. Sing along to favorites like “Take It Easy,” “Peaceful Easy Feeling,” “One of These Nights,” “Life in the Fast Lane,” “Desperado,” “Heartache Tonight,” and, of course, “Hotel California.” It’s an evening of classic songs, soaring harmonies, and the soundtrack of a generation — performed live in the intimate concert setting of The Foundry. All Ages - Under 18 with an Adult The Foundry at Basic City Beer Co. 1010 E. Main Street Waynesboro, VA Tickets on sale now. Genre: Classic Rock Ticketed event at The Foundry at Basic City Beer Co., Waynesboro.

Paint Your Pet Autumn Workshop

Local artist Anissa Frantz sketches your pet on an 11x14 canvas from a photo you send two weeks ahead, then teaches you to paint the portrait. All materials provided; $60/ticket.

Heirloom Apple Tasting

Of course, you've heard of Granny Smith and Red Delicious, but what about Esopus Spitzenburg and Belle de Boskoop? At Albemarle CiderWorks, we cultivate over 250 unique apple varieties. Join us for a guided heirloom apple tasting.

Truffle Lunch

A four-course wine paired feast prepared by Executive Chef Michael Clough. For reservations, please email or call 540-832-7848. Price: $270 per person, all-inclusive.

Bloody Mary & NFL Sunday

Bloody Marys every Sunday with NFL games streaming at 92 Acres!

Books and Brews

Live Music: Forde Upshur

Vinyasa Yoga

Sunday Vinyasa Yoga at Chisholm Vineyards, 1-2 PM. Tickets required.

Live Music: Alex Arbaugh

Live Music: Matty & Mirabelle

Music Bingo

Everyone loves singing along with their favorite songs and who doesn’t love a competitive game of Bingo? Music Bingo brings together the best of both worlds for a high energy game that is fun for everyone. Simply listen to your favorite music, match the songs to the titles on your music bingo cards, and win great prizes!

Armchair Expedition Viognier 2pm

Often called Virginia’s signature white grape, Viognier is deeply rooted in Virginia soil. But where did it come from? How do different terroirs and vinification practices affect its aromas and flavors? Join us to discover the answers. An aromatic beauty, Viognier is the only grape permitted in the Northern Rhône application of Condrieu. Viognier is also the most-planted white Rhone varietal in the US and produces a full bodied wine with intense aromatics of peach, apricot, honeysuckle and rose. In this class, we will taste old and new world examples and see how terroir influences what ends up in our glasses. This session will be at 2pm. Small bites will accompany the wines, and wines will be available for purchase at the end of the session. Session price: $49 per person (Wine Club discounts apply, Email Beth for WC reservations), advance reservation required, and space is limited. Purchase tickets by clicking HERE Check out an article about these world of wine events here Cost: $49

Wine Tasting & Live Music: Little Walter & The Convictions

Wine tasting and live music by Little Walter & The Convictions in the barn at Roslyn Farm & Vineyard, 100 Roslyn Heights Rd. Ten varietals to explore.

Ron Gentry Music

Live music by Ron Gentry at Hark Vineyards, Earlysville.

LUA Project Live

A new style of traditional music inspired by the sounds and sones of Mexico, Appalachia, and the Atlantic Basin

Wavelength with Special Guest Bob Bennetta

Legendary jazz pianist Bob Bennetta joins the trio for an afternoon of blues and jazz, and will also be doing lead vocals! Sam Green – bass, Larry Bisgaier – guitar/vocals, Waverly Milor – harmonica/vocals. Sunday, November 15, from 2 to 5pm. Open to all. No cover.

Alex Caton & Friends: Trad Irish Music

Artist Reception: Ellen Copeland

Meet the artist! Ellen Copeland will be in the Loving Cup Tasting Room Gallery to discuss the large-format abstract oils in her exhibit "Color and Comfort in Hang Time" (on view Oct 2 – Dec 13). Sip a glass of certified-organic wine and enjoy a Sunday afternoon with art.

Latin Dance Social with Bachata Flow

Dance your way through the rest of 2026 at The Foundry! Latin dance social with Bachata Flow - whether you're an experienced dancer or you've never stepped onto the dance floor, everyone is welcome. Ticketed event.