This Chesapeake Bay Wine Trail signature event features romance, wine and fun

By Marshall Connor

In the afterglow of the holiday season parents usually feel the need for a romantic escape as Valentine’s Day approaches. The post-holiday season requires a bit of fun to remedy the winter blues and inevitable financial hangover.

Here is the perfect remedy and cure for the midwinter blues.

Just a short drive from Fredericksburg are eight premiere wineries that make up the Chesapeake Bay Wine Trail, located in Virginia’s Chesapeake Bay wine region, encompassing the Northern Neck and Middle Peninsula of Virginia. Voted one of the top wine trails in Virginia by the readers of Savor Virginia Magazine, the Chesapeake Bay Wine Trail is known for its signature events, including Wine & Cherries Weekend, two annual oyster crawls and holiday open houses.

Individual member wineries also host many of their own events throughout the year, including live music concerts, 5k run/walks, special wine/food pairing tasting events and more.

The perfect blend of fun, romance, history, exceptional wines and food awaits you at the annual Wine and Cherries Weekend (February 15-17).

This sounds like a great way to extend the Valentine’s Day fun.

“Wine & Cherries Weekend plays up Valentine’s Day and the fact that the Northern Neck is the birthplace of George Washington and two other U.S. presidents—James Madison and James Monroe. The weekend features wine tasting and cherry treats to pair at all participating wineries,” says Suzan Gennace, of FlackShack, the marketing company representing Chesapeake Bay Wine Trail.

All the featured wineries offer something unique for visitors.

“Each winery has a unique personality. Most are historic. One emphasizes the owner’s proud military career, another its owner’s artistic talent. A couple have brand new tasting rooms; some have additional amenities and retail shops,” adds Gennace. “Many have lodging accommodations and special events, including live music. Nearly all welcome pets and at two wineries, friendly rescue pups steal the show.”

Many of the featured wineries offer bottle discounts during the event and some local hotels offer special weekend packages. Tasting Passes, which offer over 35 percent savings on normal tasting fees, will be available at all wineries and can be used during the event, according to organizers.

The Chesapeake Bay Wine Trail offers a Passport program where stamps from feature wineries and events can equal nice discounts on wine purchases.

In recent years the Chesapeake Bay Wine Trail’s events have been featured and praised most notably in the Washington Post, Savor Virginia, Virginia Living, CNN and USA Today.

For more information on this close-to home adventure check out Chesapeake Bay Wine Trail’s website:

Wine & Cherries Weekend webpage:

For a map of Trail wineries:

Suggested itineraries:

You can also follow on and

Member Wineries (in alphabetical order)

Caret Cellars

The Dog and Oyster Vineyard

General’s Ridge Vineyard

Good Luck Cellars

Ingleside Vineyards

Jacey Vineyards

Rivah Vineyards at the Grove

Vault Field Vineyards