Sample Itineraries

Plan out your Mason-Dixon Wine Trail adventure with one of these itinerary guides. Easily plan your journey along the Wine Trail and explore some of the fun things to see and do along the way!

Explore the Mason-Dixon Wine Trail by Region

With family-owned wineries spread across three counties, the Mason-Dixon Wine Trail has a huge footprint. In fact, you could spend several weekends exploring every stop. Here's how to navigate the Wine Trail in more sippable segments.

York Region

Locations to Visit:

Moon Dancer Winery, Cider House & Tap Room

Maple Lawn Winery

Begin your journey early by exploring the orchards of Maple Lawn Winery. This fifth-generation farm uses fruit grown on their property to produce wine that truly honors the essence of sun-ripened peaches and apples. While you’re there, make sure to stop by Maize Quest Fun Park where you can get lost in mazes of every size and variety imaginable, as well as many more activities on this sprawling farm.

Take the back roads to your next winery, and along the way stop at Indian Steps Museum, home to more than 10,000 Native American artifacts which all tell stories of the original local inhabitants. Your next Wine Trail location of the day is Moon Dancer Winery, Cider House and Taproom, set high above the Susquehanna Riverlands, where the sweet view is complemented by crisp varieties such as Pino Grigio and cider creations. Get a different view of the natural beauty of the river by taking a walk at Highpoint Scenic Vista. Nearby Zimmerman Center for Heritage offers a look into the history of the area or stop by Shank's Mare Outfitters who will help get you out on the river for some more active fun. Round out your day with an amazing meal at John Wright Restaurant in Wrightsville. As your first day of exploring and tasting comes to a close, you’ll want a friendly place to lay your head and rest up for the remainder of your trip. Head north to the Red Lion Bed & Breakfast. Shaded by swaying hemlocks and blue spruce, this early 1900's brick home welcomes all who pass by it.

Lancaster County Region

Locations to Visit:

Mount Hope Winery

After exploring all York County has to offer, cross the historic Wrightsville-Columbia Bridge and make a slight detour to the National Watch and Clock Museum where you can learn all about the history of time pieces, including an exhibit dedicated to the watches worn by James Bond. Next, head north to Mount Hope Winery. On the grounds of the Pennsylvania Renaissance Faire, Mount Hope offers a wide variety of award-winning, hand-crafted wines you’ll want to enjoy before taking in the knights and ladies of the royal court at the Faire.

Harrisburg-Hershey Region 

Locations to Visit:

The Vineyard and Brewery at Hershey

Cassel Vineyards of Hershey

CrossWinds Winery at Hershey

Spring Gate Vineyard and Brewery

Next up is The Vineyard and Brewery at Hershey which combines some of the best of PA wine making and craft brewing at one location. Next, enjoy wine tastings in a beautiful barn on the secluded grounds of Spring Gate Vineyard & Brewery, then trade the rural setting for the urban CrossWinds Winery at Hershey, an aviation-themed stop fitting for its pilot owners. Just down the street you'll discover Cassel Vineyards of Hershey, where three generations of family work to bring truly local wine to your glass.

Upper Dauphin-Perry County Region 

Locations to Visit:

Armstrong Valley Vineyard & Winery

Buddy Boy Vineyard & Winery

For the last leg of your journey across the Mason-Dixon Wine Trail you’ll visit two brand new additions to the trail. Historic and picturesque Armstrong Valley Winery offers friendly conversation, relaxed atmosphere, and award-winning wines. You’ll cross over the Susquehanna River one last time on your way to the last stop, the unique Buddy Boy Winery and Vineyards. The owners of Buddy Boy embrace their self-described hillbilly family roots with wines such as The Mutt, A Grand Sonny Day, Hard Ass, and Cousin Jack. Don’t let the tongue in cheek names fool you though, these delicious wines are multi-award winning.

For more information on the Mason-Dixon Wine Trail visit or call 1-888-858-YORK.

For more information on York County, PA, visit or call 1-888-858-YORK.