June 27-29, 2025
Welcome to a Williamsburg weekend of whiskey and wine!
Indulge in three days of tastings, classes, tours, live music, and more at locations throughout the City of Williamsburg.
COLLECT YOUR GLASSES!
Throughout the weekend, guests can check in with the Williamsburg Whiskey & Wine Pass to the events and specials listed below. Collect points from checking in at locations around Williamsburg and then redeem them for a commemorative glass!
Visit this page to learn more and sign up for the pass.
FRIDAY, JUNE 27
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FRIDAY, JUNE 27 ||
Fri - 10:00 AM-6:00 PM - 525 Prince George Street
COMPLIMENTARY WINE TASTING & SPECIAL MARKDOWNS
Stop by Three Sisters Boutique for a complimentary tasting during regular operating hours, and enjoy a 10% discount on all in-stock wine.
This tasting event features the 2021 Southern Belle "Precious" Syrah, aged in Pappy Van Winkle bourbon barrels.
WINE TASTING AT
THREE SISTERS BOUTIQUE
Colonial Williamsburg Mead Tasting
Fri - 2:00-4:00 PM, Brick & Vine - 431 W Duke of Gloucester St
WITH SILVER HAND MEADERY
Brick and Vine is pleased to host Silver Hand Meadery for free tastings during the Whiskey and Wine Weekend in Williamsburg! Sample a variety of Colonial Williamsburg meads made by Silver Hand Meadery.
PINOT NOIR TASTING AT BLUE TALON BISTRO
Friday - 5:00 PM - 420 Prince George St
SAMPLE WINES WITH AN EXPERT
Join world traveling wine expert Matt Earnhardt on a guided tasting of selected international Pinot Noirs at the Blue Talon Bistro.
TICKETS
Tickets for this event are sold out.
Jazz Jam at Silver Hand Meadery
Friday - 6:00-8:00 PM - Silver Hand Meadery - 224 Monticello Ave
FEATURING GUITARIST TONY MATA
Bring your voice, your instrument, and your excitement for delicious mead and come jam out with the crew at Silver Hand Meadery! Enjoy this free jazz jam hosted by Guitarist Tony Mata and Silver Hand owner Glenn Lavender.
TICKETS
No tickets or reservations are required for this free event.
Wine on Film: Sideways
free movie screening
Friday - 7:30 PM - Williamsburg Regional Library - 515 Scotland St.
It’s time for wine on the big screen at this free showing of the film Sideways!
ABOUT THE FILM
Two middle-aged men embark on a spiritual journey through Californian wine country. One is an unpublished novelist suffering from depression, and the other is only days away from walking down the aisle. Rated R, 127 minutes.
TICKETS
No tickets or reservations are required for this free event.
Whiskey on Film: Skyfall
free movie screening
Friday - 7:30 PM - Kimball Theatre - 428 W Duke of Gloucester St.
Whiskey enthusiast James Bond grabs a glass and saves the world in this free screening of the film Skyfall!
ABOUT THE FILM
When Bond’s latest assignment goes gravely wrong, agents around the world are exposed and MI6 headquarters is attacked. While M faces challenges to her authority, it’s up to Bond, aided only by field agent Eve, to locate the mastermind behind the attack. Rated PG-13, 143 minutes.
TICKETS
No tickets or reservations are required for this free event.
SATURDAY, JUNE 28
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SATURDAY, JUNE 28 ||
WINE TASTING AT
THREE SISTERS BOUTIQUE
Sat - 10:00 AM-6:00 PM - 525 Prince George Street
COMPLIMENTARY WINE TASTING & SPECIAL MARKDOWNS
Stop by Three Sisters Boutique for a complimentary tasting during regular operating hours, and enjoy a 10% discount on all in-stock wine.
This tasting event features the 2021 Southern Belle "Precious" Syrah, aged in Pappy Van Winkle bourbon barrels.
Copper fox distillery 20th anniversary weekend
Sat - all day, 901 Capitol Landing Rd
IT’S TIME TO CELEBRATE!
Join Copper Fox as they raise a glass to 20 years of innovation, craftsmanship, and community at Copper Fox Distillery!
COUSINS MAINE LOBSTER TRUCK
Sat - 12:00-7:00 PM - Savor fresh, buttery lobster rolls and coastal flavors from the nationally acclaimed food truck.
LIVE MUSIC: CK BAND
Sat - 3:00-6:00 PM - Enjoy a lively afternoon set from local favorites, the CK Band, blending classic rock, soul, and blues with high-energy fun.
RESERVATIONS
Reservations and tickets are not required. For more details, visit the Copper Fox website.
Cocktail Class: Classic Cocktails
Sat - 1:00 PM, Amber Ox - 525 Prince George Street
CREATE YOUR OWN CLASSIC COCKTAILS
Join cocktail expert Greg Benson in an intimate class where participants will mix - and drink! - their own cocktails while learning from an expert bartender. The Saturday class will feature instruction on creating two classic cocktails, the Old Fashioned and the Mint Julep.
This event takes place in The Study at Amber Ox, and each ticket covers instruction and two cocktails.
TICKETS
Tickets are $50 and are available here.
Colonial Williamsburg Mead Tasting
Sat - 2:00-4:00 PM, Brick & Vine - 431 W Duke of Gloucester St
WITH SILVER HAND MEADERY
Brick and Vine is pleased to host Silver Hand Meadery for free tastings during the Whiskey and Wine Weekend in Williamsburg! Sample a variety of Colonial Williamsburg meads made by Silver Hand Meadery.
Drink & Design with Paint on Pottery
Sat - 7:00 PM - W&M Entrepreneurship Hub, 249 Richmond Road
PAINT YOUR OWN WINE GOBLET
Express your artistic self while enjoying wine at this unique social event! Participants will be provided materials to paint their own large stem wine goblets from Paint on Pottery. Tickets include all materials to create your own goblet, and wine will be available for purchase at the event.
TICKETS
Tickets are $35 and are available here.
CoCKTAILS & COMEDY AT illy CAFFé
Sat - 7:00 PM doors, 7:30 PM show - 435 W Duke of Gloucester St
LAUGHER & LIBATIONS DOWNTOWN
Join us as illy Caffé transforms into an after hours comedy club! This free showcase features an all-star lineup of touring stand-up comedians including headliners Kim Nario, Amber Hendrix, and Randolph Washington Jr.
TICKETS
This event is free and for ages 18+. No tickets are required. Seating is available on a first-come, first-seated basis starting at 7:00 PM. Food and drinks will be available for purchase during the show.
SUNDAY, JUNE 29
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SUNDAY, JUNE 29 ||
Copper fox distillery 20th anniversary weekend
Sun - all day, 901 Capitol Landing Rd
IT’S TIME TO CELEBRATE!
Join Copper Fox as they raise a glass to 20 years of innovation, craftsmanship, and community at Copper Fox Distillery!
MOTO CREPES FOOD TRUCK
Sun - 12:00-6:00 PM - Offering sweet or savory crepes & freshly squeezed lemonade in a perfect blend of novelty and nostalgia.
LIVE MUSIC: THE GENERATIONS TRIO
Sun - 2:00-5:00 PM - The Generations Trio performs classic jazz standards and thoughtful, modern arrangements of rock and pop songs.
RESERVATIONS
Reservations and tickets are not required. For more details, visit the Copper Fox website.
Cocktail Class: Modern Cocktails
Sun - 1:00 PM, Amber Ox - 525 Prince George Street
CREATE YOUR OWN MODERN COCKTAILS
Join cocktail expert Greg Benson in an intimate class where participants will mix - and drink! - their own cocktails while learning from an expert bartender. The Sunday class will feature instruction on creating two modern cocktails, the Black Manhattan and the Paper Plane.
This event takes place in The Study at Amber Ox, and each ticket covers instruction and two cocktails.
TICKETS
Tickets are $50 and are available here.
WHISKEY & WINE TRIVIA WITH SPEEDQUIZZING VA
Sun - 2:00 PM, Williamsburg Winery Merchants Square Tasting Room - 427 W Duke of Gloucester St
TEST YOUR WHISKEY & WINE KNOWLEDGE
Join Matt Chambers of Speedquizzing VA for a special whiskey and wine themed afternoon of trivia! Come ready to flex your knowledge of all things beverages... the top teams will win Williamsburg Winery gift cards, and first place will be crowned the Whiskey & Wine Weekend Speedquizzing Trivia Champions! It is free to participate in the trivia and wine will be available for purchase.
TICKETS
No tickets or reservations are required for this free event.
ONGOING
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AVAILABLE ALL WEEKEND
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ONGOING || AVAILABLE ALL WEEKEND ||
DOG ST GASTRO PUB
IRISH WHISKEY TASTING SPECIAL
Fri 11:30 AM-9:00 PM // Sat 11:30 AM-9:00 PM // Sun 11:30 AM-8:00 PM
401 W Duke of Gloucester Street
MAIZIE MEETS JAMESON
Throughout the weekend, the DoG Street Gastro Pub is offering an Irish whiskey tasting special, featuring Jameson’s Caskmate Line paired with their very own Maizie’s ESB, made exclusively for the restaurant by Alewerks Brewery (and named after the the dog featured in the DoG St Pub logo)! The special includes Jameson Caskmate Cold Brew, Jameson IPA Edition & Jameson Stout Edition paired with a half pint of the Alewerks Maizie's ESB.
Revolution Golf & Grille Whiskey Specials
Fri & Sat 11:00 AM-10:00 PM // Sun 11:00 AM-9:00 PM - 1430 High Street
WHISKEY WINGS, BURGERS, & DESSERT
Visit Revolution Golf & Grille during the weekend for lunch or dinner to order their whiskey meal specials, including maple bourbon BBQ wings, a Jack Daniel’s Burger, and a whiskey caramel bread puzzle. Wine specials are also available!
MENU
Check out the weekend special menu here.
BOUrBON SPECIALS AT THE PEANUT SHOP
Fri - 10:00 AM-7:00 PM // Sat - 9:00 AM-7:00 PM // Sun - 10:00 AM-6:00 PM - 414 Prince George Street
DISCOUNTS ON ALL THINGS BOURBON
Visit The Peanut Shop of Williamsburg for a 20% discount on everything bourbon, including whiskey grilling and barbecue sauces, jams, honey, chocolate bars, candles, and more!
FLIGHTS AT WILLIAMSBURG WINERY
Fri & Sat, 12:00-8:00 PM / Sun 12:00-7:00 PM - 427 W Duke of Gloucester St
FEATURING THE “BARREL MATES” FLIGHT
Sip, swirl and unwind at the Williamsburg Winery Colonial Tasting Room with Barrel Mates - a specially curated wine flight featuring four 2 oz pours of their finest wines. Whether you’re a wine devotee or a whiskey connoisseur, this flight is a perfect pairing partner for the night. Let’s cheers to the barrels that bond us all!
RESERVATIONS
No reservations are required, walk-in service is available. Wines are available for tastings in flights, by the glass, or by the bottle.
free distillery tours at copper fox
Friday, Saturday, and Sunday, various times - 901 Capitol Landing Rd
GO BEHIND THE SCENES
In honor of Copper Fox’s 20th Anniversary, the distillery is offering free tours throughout the weekend. This tour provides a behind-the-scenes glimpse of their production areas where guests will learn about distillery production and how Copper Fox makes award-winning whisky and spirits. The tour lasts approximately 45 minutes and ends in the Speakeasy tasting room where guests can enjoy tasting flights and handcrafted cocktails.
ADDITIONAL DETAILS
For further details, please visit the Copper Fox website.
Tasting Experience at Silver Hand Meadery
Reservation slots available Friday, Saturday, and Sunday - 224 Monticello Ave
FEATURING SAMPLES OF 8 MEADS & 10 HONEYS
From Beowulf to Robin Hood to Game of Thrones we've all read about or heard of mead, but what exactly is it? In this 40 minute tasting experience you will learn all about mead, its different styles and its main ingredient, honey. Discover the differences between unique varietals of honey and how they contribute to the flavor of mead. Also learn about how different ingredients from fruit to spice to even coffee or tea impact the style and flavor of mead. Tasting includes approximately ten samples of honey and eight samples of mead.
RESERVATIONS
Guests can make a tasting reservation online, over the phone, or as a walk-in.
Self-guided Flights & Pours at Silver Hand Meadery
Fri & Sat 11:00 AM-8:00 PM // Sun 11:00 AM-6:00 PM - 224 Monticello Ave
CHOOSE YOUR OWN POURS FROM A MENU OF MEADS & HONEYS
Stop by Silver Hand Meadery for a flight (4 1 oz. pours) or glass in their Tap Room during regular operating hours. Options include their standard bottled options and an experimental Mead Lab menu, as well as a self-guided honey tasting featuring ten different honeys.
RESERVATIONS
Walk-in service, no reservations required.
The Williamsburg Whiskey & Wine Weekend is sponsored by the City of Williamsburg and produced by AVAdventure Productions.