Upcoming Events
Throughout the year, Chiswell hosts intimate get-togethers, seasonal celebrations, and exclusive experiences. We hope you’ll join us at the next event!
July 2026
Crown Club Saturday: Blind Wine Tasting
Try our wines from a whole new perspective at the Crown Club blind tasting on Saturday, July 11 at 7 PM, for members and their guests.
More Details
🌻Virginia Sunflower Fest
Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with our refreshing drinks! From sunflower picking to stunning views, it’s the ultimate summer escape.
More Details
Music Trivia Night with Rachael Karpo
On the third Thursday of each month, Rachael Karpo is hosting music trivia night at Chiswell — and it’s free to attend!
More Details
🌻Virginia Sunflower Fest
Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with our refreshing drinks! From sunflower picking to stunning views, it’s the ultimate summer escape.
More Details
🌻Virginia Sunflower Fest
Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with our refreshing drinks! From sunflower picking to stunning views, it’s the ultimate summer escape.
More Details
🌻Virginia Sunflower Fest
Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with our refreshing drinks! From sunflower picking to stunning views, it’s the ultimate summer escape.
More Details
🌻Virginia Sunflower Fest
Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with our refreshing drinks! From sunflower picking to stunning views, it’s the ultimate summer escape.
More Details
🌻Virginia Sunflower Fest
Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with our refreshing drinks! From sunflower picking to stunning views, it’s the ultimate summer escape.
More Details
🌻Virginia Sunflower Fest
Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with our refreshing drinks! From sunflower picking to stunning views, it’s the ultimate summer escape.
More Details
🌻Virginia Sunflower Fest
Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with our refreshing drinks! From sunflower picking to stunning views, it’s the ultimate summer escape.
More Details
Chiswell Book Club July Meeting
Every other month, the Chiswell Book Club meets to discuss a new book. Join us for a Sunday afternoon of wine and discussion!
More Details
🌻Virginia Sunflower Fest
Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with our refreshing drinks! From sunflower picking to stunning views, it’s the ultimate summer escape.
More Details
🌻Virginia Sunflower Fest
Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with our refreshing drinks! From sunflower picking to stunning views, it’s the ultimate summer escape.
More Details
August 2026
🌻Virginia Sunflower Fest
Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with our refreshing drinks! From sunflower picking to stunning views, it’s the ultimate summer escape.
More Details
🌻Virginia Sunflower Fest
Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with our refreshing drinks! From sunflower picking to stunning views, it’s the ultimate summer escape.
More Details
Summer Sundown
Local musicians and food trucks help us savor the Friday evening sunset once a month from May through October, 6–8:30 PM.
More Details
Crown Club Saturday: Summer Bounty Celebration
On Saturday, 8/9 at 7 PM, Crown Club members will be enjoying light plates freshly made from Chiles Peach Orchard’s seasonal harvest.
More Details
Music Trivia Night with Rachael Karpo
On the third Thursday of each month, Rachael Karpo is hosting music trivia night at Chiswell — and it’s free to attend!
More Details
September 2026
Summer Sundown
Local musicians and food trucks help us savor the Friday evening sunset once a month from May through October, 6–8:30 PM.
More Details
Sippin’ Monday: Labor Day
Spend your holiday enjoying wine and live music at Chiswell! Local acoustic musicians will perform from 1–4 PM on Monday, September 7, 2026.
More Details
Crown Club Saturday: Grape Stomp
On Saturday, 9/12 at 6:30 PM, Crown Club members will take pre-harvest look at the crop before engaging in some old-fashioned grape stomping!
More Details
Music Trivia Night with Rachael Karpo
On the third Thursday of each month, Rachael Karpo is hosting music trivia night at Chiswell — and it’s free to attend!
More Details
Chiswell Book Club September Meeting
Every other month, the Chiswell Book Club meets to discuss a new book. Join us for a Sunday afternoon of wine and discussion!
More Details
October 2026
Summer Sundown
Local musicians and food trucks help us savor the Friday evening sunset once a month from May through October, 6–8:30 PM.
More Details
Crown Club Saturday: Chocolate and Wine Pairing with Gearharts Fine Chocolates
Crown Club members and their guests will be guided through these sweet pairings by Gearharts Fine Chocolates. Advance registration is requested.
More Details
Music Trivia Night with Rachael Karpo
On the third Thursday of each month, Rachael Karpo is hosting music trivia night at Chiswell — and it’s free to attend!
More Details
November 2026
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.
More Details
Chiswell Book Club November Meeting
Every other month, the Chiswell Book Club meets to discuss a new book. Join us for a Sunday afternoon of wine and discussion!
More Details
December 2026
Crown Club Saturday: Gift Exchange
Members of our wine club and their guests will be exchanging gifts during a special holiday celebration on Saturday, December 12!
More Details
Holiday Open House
Join us for live music, Christmas cookies, and traditional mulled wine at our holiday open house on Friday, December 18.
More Details
No Upcoming Events
Check back soon!
Get the Latest
Join our mailing list to get news about upcoming events, including wine releases and on-site local vendors, delivered right to your inbox. With limited space at each event, it’s best to reserve your spot ahead of time!
Wedding Events
Beyond our seasonal calendar of unique winery events, Chiswell boasts a gorgeous outdoor space to host wedding ceremonies and celebrations. With stunning outdoor views and a selection of award-winning wine, we hope that the property will serve as a grounding place to begin this next chapter in your life.
