Winter Wine Weekend Feb 27 - 28, 2026 - 6th Annual - Harrisonburg, VA

A weekend of indulgence, discovery and unforgettable moments with fellow wine enthusiasts from beginners to connoisseurs! Choose event(s).

About this Event

Feb 27-28, 2026| Friday - Saturday

**********************************

ROOM PACKAGES with Hotel Madison include discounted accommodations as well as discounted ticket(s) to the Friday Winemakers' Panel and Saturday's Grand Tasting Event. Exciting optional, add-on experiences are listed below for purchase to enhance your weekend.

A LA CARTE: Winter Wine Weekend events are popular, plan early!

All events are available on an a-la carte basis while availability lasts. Perfect if you have limited time or for giving the gift of an experience to friends and family.

Summary of events:

• Friday Winemakers' Panel | 5 pm | area wine experts (included in rooms pkg)
• Friday Wine-paired Dinner | 6:30 pm | Chef Tassie Pippert
• Saturday GRAND TASTING (16 wineries) | 11 am - 5 pm (included in rooms pkg)
• Saturday - 4 Experiential Learning opportunities | 10 am, 11:30 am, 1 pm, 3 pm
• Saturday Bubbles & Sweets Dessert Reception | 8:00 pm

Sunday Brunch in Monty's from 9 am - 2 pm is not a ticketed event; reservations are strongly encouraged. Sunday Brunch reservations are available early to you via this link.

Tickets may only be purchased by or for those age 21 or older. ID will be checked at the event.

For complete details of each event over the weekend, visit our dedicated website page here. Also, please follow our Facebook and Instagram and enjoy event-related posts leading up to the weekend!

ABOUT REFUNDS: Event tickets sold separately through EventBrite are REFUNDABLE (less fees) up to 30 days before event through EventBrite only. For room package cancellation policy, please see our website page and reservations information.

Agenda


🕑: 05:00 PM - 06:00 PM
Winemakers' Panel | Friday
Host: 4 winemakers

Info: Join us for an engaging and hour long informal Winemakers’ Panel, where several local wine experts and Shenandoah Cup winners—both past and present—share their stories, insights, and some favorite vintages. Hear firsthand how great wines are crafted, enjoy lively conversation, and discover the passion behind every bottle. Price includes your choice of one of four featured wines so you can sip as you learn. It’s an inspiring, down-to-earth event that celebrates the region’s best winemaking talent. Bring your questions!

🕑: 06:30 PM - 09:00 PM
Wine-Pairing Dinner | Friday
Host: Tassie Pippert | Charles Fritz

Info: Local reknowed chef Tassie Pippert teams up with Charles Fritz from Fritz Winery in Dry Creek, California for an incredible wine-paired evening of exquisite tastes. Full menu and the delicious details are available on our dedicated page here: https://www.hotelmadison.com/meetings-and-events/winter-wine-weekend-2026

🕑: 11:00 AM - 05:00 PM
GRAND TASTING EVENT in the Shenandoah Ballroom | 16 wineries | Saturday
Host: Multiple Wineries

Info: A highlight of the weekend, complete with souvenier wine glass & passport, music, wine-related vendors, food offerings & more! Enjoy sampling wine from 16 wineries and meeting the experts.

🕑: 08:00 PM - 09:30 PM
Bubbles & Sweets Dessert Reception | Saturday
Host: Tassie Pippert & Wineries

Info: Sip, sparkle, and indulge at our Bubbles & Sweets Reception, an elegant yet relaxed finale to the days' events. Enjoy a delicious array of mini desserts paired perfectly with sparkling wines from several participating wineries and sweet treats, all in a lively, social atmosphere. It’s the ideal way to unwind, mingle, and toast to a great day of flavor—all at a truly reasonable price.

🕑: 10:00 AM - 11:00 AM
Saturday Class | Symphony for the Senses with Tassie Pippert
Host: Tassie Pippert

Info: Learn how your senses work together to bring the flavors of wine to the surface. This interactive class will make you aware of the ways vision, smell, and taste come together to inform what you taste and how that taste can change based on the addition of food.

🕑: 11:30 AM - 12:30 PM
Saturday Class | Say Cheese, Please!
Host: Winebow

Info: Have you ever wondered how to pair wines with just the right cheese? Learn the secrets as you enjoy a selection of cheeses paired with the perfect wines selected by Winebow.

🕑: 01:00 PM - 02:00 PM
Saturday Class | Wine 101
Host: Lee Hartman

Info: Join Winemaker Lee Hartman, of Bluestone Vineyard & Rootstock Wine Bar, as he talks about how wine is made, where it comes from, how to decode a label, and how to pick a good bottle. Learn more about what goes into wine, why Lee travels widely for it, and why wine is considered by many as the greatest beverage in the world.

🕑: 03:00 PM - 04:00 PM
Saturday Class | World of Winemaking with Jake Busching
Host: Jake Busching

Info: Join Jake Busching, vineyard and winemaking consultant, educator, and owner of Jake Busching Wines as he leads you through his world of winemaking. In the world of Virginia Wine, Jake is a sought-after speaker! Enjoy this unique opportunity.

🕑: 09:00 AM - 02:00 PM
Sunday Brunch in Monty's | reservations encouraged

Info: Finish the weekend with a delicious & nutritious brunch as you head off! Please use the link in the event summary on this page for early access to reservations.

Also check out other Workshops in Harrisonburg, Food & Drink events in Harrisonburg, Meetups in Harrisonburg.