Valentine’s Day 2026: Romantic Winery Dinners Across Virginia

What’s more romantic than a glass of wine over a candlelit meal? Virginia’s wineries are here to assure that the answer to this age-old question remains: nothing. With Valentine’s Day falling blessedly on a Saturday this year, there’s no excuse not to indulge in a little lovey-doveyness—and a lot of wine. Discover the most romantic evenings the Commonwealth has to offer with these V-Day dinners at Virginia wineries.

CrossKeys Vineyards

6011 E. Timber Ridge Rd., Mt. Crawford

Decadent courses, full glasses, and full hearts await at CrossKeys Bistro come Cupid’s day.
CrossKeysVineyards.com

Early Mountain Vineyards

6109 Wolftown-Hood Rd., Madison

A prix-fixe, perfectly paired menu arrives at Early Mountain Vineyards for a Valentine’s Day special all weekend long. Plus, for one night, find a romantic four-course dinner designed by celebrated Chef Tim Moore. EarlyMountain.com

Mermaid Winery

101 Granby St., Norfolk

Dine like kings and queens and drink like sailors at the ever-inventive Mermaid Winery, where a three-course, family-style meal comes with an optional wine pairing. MermaidWinery.com

Nicewonder Farm & Vineyards

22020 Nicewonder Dr., Bristol

Nicewonder’s cozy tasting room in its rustic-chic barn becomes a haven for lovebirds each V-Day, with a menu that pairs wines and dishes as perfectly as the couples who’ll enjoy them. NicewonderFarm.com

Stone Tower Winery

19925 Hogback Mountain Rd., Leesburg

This stately outpost in the rolling hills of Virginia Hunt Country offers a wine-paired, expertly prepared four-course meal—plus a special wine and chocolate pairing. StoneTowerWinery.com


Featured photo courtesy of CrossKeys Vineyards. This article originally appeared in the February 2026 issue.

Hope Cartwright
Hope Cartwright is associate editor of Virginia Living. A native of Traverse City, Michigan, she is a recent graduate of Northwestern University’s Medill School of Journalism.