A new level of excitement is developing in Virginia as wine trails expand to provide yet another reason for travelers to go off the beaten path.   The Virginia Wine Industry has gone from 6 wineries in 1980 to almost 200 today.  Both sides of the Chesapeake Bay now have wine trails for you to explore.  The Western Shore or Chesapeake Bay Region of Virginia has 9 wineries, and visitors are enjoying the scenic and historic area with wine tours and festivals.   The Chesapeake Bay Wine Trail web site features information about the passport program, hours of operation, directions and local events.

If you are looking for winery information on Virginia's Chesapeake Bay - We have you covered - Shore to Shore.


View Eastern Shore Wine Trail in a larger map

Virginia's Eastern Shore Wine Trail has 3 wineries and features a journey through fishing villages, historic sites, museums and recreation areas near the Atlantic Ocean and the Chesapeake Bay.  Route 13 is the main highway providing a southern access from Virginia Beach by way of the Chesapeake Bay Bridge Tunnel and a northerly approach from Maryland on the Delmarva Peninsula.  The Eastern Shore of Virginia is bounded by Maryland to the north, the barrier islands to the east and the Chesapeake Bay to the west.

Travel times:
Bloxom to Holly Grove 1 hour
Holly Grove to Chatham 5 minutes

With hundreds of miles of Atlantic Ocean and Chesapeake Bay shoreline you'll find a wealth of opportunities to enjoy the region.  Plan your visit to include the wineries and see all that we have to offer.   The trail makes a great weekend getaway and we have everything you need to get started. - How about a kayak adventure?  Or maybe a visit to Kiptopeke State Park to watch migrating birds.  And there is the Eastern Shore Train Museum for a real trip back in time.

Winery Stay Nearby
Bloxom Winery
Friday-Sunday Noon-5PM Memorial Day Weekend to Dec. 31
26130 Mason Rd
Bloxom, VA 23308
GPS: Latitude: +
37.8241  Longitude: -75.6261
Phone: 757-665-5670
The Inn & Garden Cafe
(757) 787-8850
145 Market Street
Onancock, VA 23417
Holly Grove Vineyards
Open daily, with a few exceptions.
6404 Holly Bluff Drive
Franktown, VA 23354
GPS: Latitude: +37.4930 Longitude: -75.8948
Phone: 757-383-8997
Bay View Waterfront Bed and Breakfast
(757) 442-6963‎
35350 Copes Drive
Belle Haven, VA 23306
Chatham Vineyards
Thursday to Monday, 10 am to 5 pm, and open Sunday, 12 pm to 5 pm.
9232 Chatham Rd
Machipongo, VA 23405
GPS: Latitude: +37.6377 Longitude: -75.7776
Phone: 757-678-5588
Green Valley Farm B&B 
(757) 678-5770
9929 Bayside Road
 Machipongo, VA 23405 
Wine Tasting Tips
lighthouse photo by Kevin Kean Beach photo by Kevin Kean

The Virginia side of Assateague Island is home to the Chincoteague National Wildlife Refuge and a popular lighthouse built in 1867. The Assateague lighthouse was built of brick and stands 142 feet tall.  It warns sailors of the nearby shoals with two 1000-watt lamps that double flash every five seconds.   The base is 27 feet in diameter and about 15 feet in diameter at the top.
waterway photo by Kevin Kean ship photo by Kevin Kean
egret photo by Kevin Kean

We can help plan your visit - still have questions?

   Additional Attractions  
  Cape Charles Museum and Welcome Center Historic railway town  
  Chincoteague National Wildlife Refuge Beaches, dunes & barrier island habitat  
  Eastern Shore of Virginia National Wildlife Refuge Beaches, famous bird migration stopover  
  Assateague Island National Seashore Beaches, dunes, marshland & wild ponies  

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