Make Wintergreen your Home Base! Wintergreen is centrally located in beautiful Nelson County with endless options for exploring this fascinating area. From the Red, White & Brew Trail, to peach and apple orchards, which we fondly call the Fruit Loop Trail, to Civil War sites and presidential homes, a stay at Wintergreen can combine the best of the resort with local flavor.
One of the most popular ways to make Wintergreen your home base is to take a tasting tour. Explore the world of wine, microbrews, hard cider and spirits. Nelson County has 20 sipping options making repeat trips a necessity. See more!
History runs deep in Nelson County and many of the orchards that dot the landscape have roots going back generations. From May to December you have a unique opportunity to taste and tour the best of Nelson County. From peaches and Asian pears to berries and cherries and the best selection of apples, discover your favorite with the Blue Ridge Mountains as your backdrop. See more!
Make Wintergreen the hub for a presidential tour of historic homes, all within a short drive of the resort. Visit Thomas Jefferson’s Monticello and Poplar Forest, James Madison’s Montpelier, James Monroe’s Ashlawn Highland and Woodrow Wilson’s Presidential Library and Museum, and enjoy the beauty of Virginia while learning about these great men and their contributions to our nation.
Much of the Civil War was fought in Virginia and the state of Virginia has compiled five regional programs that tell the interesting stories of the war. So Explore Virginia’s back roads and learn some history while driving and walking through history. You can discover two campaigns that took place close to Wintergreen, The Shenandoah Valley Avenue of Invasion and Lee’s Retreat, The Final Campaigns. Just check out Virginia’s Civil War Trails program for full color maps and details of the campaigns.
Whether you’re looking for a dramatic waterfall, hiking along the Appalachian Trail, or trails made from railroad beds, Nelson County has lots of options to get out and explore this beautiful part of the world. See more!
For those who love a road trip, use Wintergreen as your starting point for some truly spectacular drives.
Parkway North. At the gatehouse turn right and go up to the Blue Ridge Parkway. Turn right and go north for 13.5 miles. While on the parkway, feel free to stop at the various overlooks and the views of the Shenandoah Valley on the west. Humpback Rock at milepost 5.8 is a great hike that’s worth the uphill climb for the 360 degree panoramic view from the summit. At the end of the Parkway, turn East on Rt. 250. On your right is the stunningly beautiful Rockfish Valley. Go five miles to Rt. 151 and turn right, going south. Along this drive you’ll find wineries, breweries, cideries and distilleries all waiting to welcome you to taste their products. Turn right on Rt. 664 to wind your way back to Wintergreen.
Parkway South. At the gatehouse turn right and go up to the Blue Ridge Parkway. Turn left going south on the Parkway. You’ll go to milepost 27 and turn left on Rt. 56. As you wind your way down, look for Crabtree Falls. You can take the two mile hike to the top of the falls, which is particularly dramatic after a rain storm. As you continue down Rt. 56 stop off at some of the local orchards and sample the fruit in season. Turn left on Rt. 151 and wind through Brent’s Mountain pass. Be sure to stop by Devils Backbone before you turn left on Rt. 664 and head back up the mountain.