Trip Ideas for your Next Wine & Dine Getaway

by Stephanie Kenney | Posted: Aug 1, 2019 | Updated: Aug 15, 2019

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When planning your next trip to Virginia, be sure to bring your appetite. From abundant seafood to wonderful ethnic traditions and great barbeque, Virginia’s table is set for every taste and groups of all sizes. Virginia is a wine destination unlike any other, with more than 300 wineries, many of which offer tours. Virginia offers true local flavor at more than 200 craft breweries, restaurants and bars, all with local love on tap.


Culinary and Agriculture – Virginia Beach

The gifts of land and sea lend to the amazing foodie adventures you can have in Virginia Beach. Go on a farm-to-table adventure where you will meet local farmers, pick juicy strawberries and taste the local produce of the season. Enjoy waterfront dining and oyster tasting at Rockafeller’s or Chick’s Oyster Bar or enjoy an authentic Chesapeake Bay crab feast.


Calling all Foodies – Staunton Food Tour

Discover the home-grown side of Staunton. Enjoy made from scratch waffles, cuisine from around the world and indulge in homemade ice cream.  Visit one of many gourmet markets or feast on a locally-grown meal at a farm-to-table restaurant.

Taste of Newport News – Newport News

Enjoy freshly smoked BBQ. Have brunch at the beautiful Boxwood Inn. Explore Lee Hall Mansion, one of the last remaining antebellum homes on the Virginia Peninsula. Meet the tradespeople, shopkeepers, political figures, and women that call Colonial Williamsburg home. Dine at the Jamestown Settlement Café and explore life-size re-creations of the colonists’ fort and a Powhatan village.

A Taste of Rockbridge County

Taste your way through Rockbridge County while taking in the views of rolling farmland. Sample award-winning wines at Rockbridge Vineyard, grab some exquisite hand-dipped chocolates from Cocoa Mill Chocolate Company, visit the largest organic pear farm in the country, Virginia Gold Orchard, and more.


Shenandoah Wine Trail

Shenandoah County is home to eight award-winning vineyards and the O Shenandoah County Artisan Trail. Enjoy a weekend away as you sip fabulous wine, savor the freshest of local cuisine and enjoy the breath-taking scenery of the Shenandoah Valley.


Fine Wines, Patsy Cline and Jefferson’s Design – Winchester, Charlottesville and Staunton

Spend a week winding through scenic back roads and byways of the Shenandoah Valley, stopping along the way to enjoy wineries, dine at local favorites, tour Patsy Cline’s home, visit Thomas Jefferson’s Monticello and much more.


From Wine to Water – Loudoun, Prince William and Virginia Beach

Enjoy delicious wines with spectacular views of the Blue Ridge Mountains in Loudoun, DC’s Wine Country. Test you sommelier skills at the Winery at LaGrange, which has been in operation since the early 1900’s. Enjoy a 90-minute dolphin cruise, afternoon tea at the Historic Cavalier Hotel and more.


Wine through the Foothills – Martinsville

Taste delicious regional and local wines while enjoying the peace and beauty of the Blue Ridge Mountains. Wine and dine at Chateau Morrisette. Fish, bike or hike at Philpott Lake or stay the night in a cozy cabin at Fairy Stone State Park. Pair wine with fresh-baked breads and spreads at Hamlet Vineyards.

South Boston Foodie-Theatre Getaway

Spend a weekend in South Boston for a foodie and theatre experience. You can fill your weekend with antique shopping and quick trips to one of many wineries on the Southern Virginia Wine Trail or see a show at The Prizery – Fine Arts Theatre & Museum.


Just for Sips and Giggles – Norfolk, Prince William and Richmond

Enjoy wine tasting in an 18th-century home, snuggled into a chair by the fireplace. Stroll through lush Italian and Japanese gardens and tour Maymont, a gilded Victorian Mansion. See where the waffle cone was invented.  Paint your very own masterpiece, and maybe even a painted wine bottle to commemorate your delicious visit.


Wine, Dine & Have a Fine Time – Lynchburg

Discover Lynchburg during your next “Wine & Dine” getaway! Surrounded by award winning wineries, breweries and fine culinary experiences, Lynchburg hosts multiple wine festivals each year offering music, crafters, unique down-home Virginia food and delightful wine tasting opportunities.


By the Sea, by the Bay, by the Stars – Chincoteague

Experience elegant waterside dining while enjoying some of the finest of fresh seafood, steaks, finger-picking crab feasts, fabulous breakfasts and more. In between meals, hike, bike or swim along the Assateague Island National Seashore, enjoy local art or climb to the top of the Assateague Island. Lighthouse For a real treat, try one of Chincoteague Island’s fine ice cream parlors.

See more…

Trip Ideas for the Food and Wine Lover

Unique Experiences for your Next Group Event

Wineries to Add Flavor to your Next Event

Wine and Culinary Itineraries


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