Saturday & Sunday – February 14th & 15th, 2026
Join participating wineries for a “Wine & Cherries Weekend” to celebrate Presidents Day Weekend. Each winery will offer a cherry treat to pair with its tasting or tasting flight. Event days and times may vary by winery – please check with individual wineries before visiting.
Here is the current list of participating wineries (listed in alphabetical order):
Good Luck Cellars
1025 Good Luck Rd
Kilmarnock, VA 22482
804-435-1416
Visit website
Description: Featuring cherry pie and other cherry treats. Live music will be performed on Good Luck’s baby grand piano. A food truck on site from 12-4pm (weather pending). Wine flights (as well as a sweetheart flight offer), wine by the glass/bottle, and sangria (on Sunday only).
Event Hours: Saturday from 11am-6pm and Sunday from 12-5pm.
Ingleside Vineyards
5872 Leedstown Rd
Oak Grove, VA 22443
804-224-8687
Visit website
Description: A cherry treat will be included with each tasting flight. A special ticketed event called “Valentine’s Day VIP Tastings” will also be offered on Saturday, with seatings at 12pm and 3pm (advance tickets required). You can learn more at the winery’s website.
Event Hours: Saturday & Sunday from 12-5pm.
Rivah Vineyards at the Grove
671 Kinsale Bridge Road
Kinsale, VA 22488
804-599-8552
Visit website
Description: Featuring live music, a food truck and cherry desserts. 10% off on the followine wines: Yeocomico White & Sweet Sue. Rivah will also be partnering with a local baker to offer jumbo cookies for sale for Valentines Day.
Event Hours: Saturday & Sunday from 1-4pm.
Learn More
– Like our Facebook page for updates
– View sample itineraries and lodging options here
– Visit our Homepage for an interactive map of our Wine Trail
– View our Press Mentions