Chainey’s Wintergreen Guidebook
Sightseeing
Wintergreen has an activity for every season. Known for its skiing and snowboarding, the resort also offers pools, golf courses, tennis courts, a spa, hiking trails, restaurants, and more!
183 locals recommend
Wintergreen Resort
39 Mountain Inn LoopWintergreen has an activity for every season. Known for its skiing and snowboarding, the resort also offers pools, golf courses, tennis courts, a spa, hiking trails, restaurants, and more!
Skyline Drive
Skyline DriveAppalachian Trail access point at Tucker Lane
Appalachian National Scenic TrailHumpback Rocks Visitor Center and Picnic Area
Milepost 5.8 Blue Ridge ParkwayCrabtree Falls
The Plunge Snow Tubing Park
39 Mountain Inn LoopDiscovery Ridge Adventure Center
State Route 664Lake Monocan Park
110 Camping RidgeWintergreen Performing Arts
3079 Rockfish Valley HwyWayne Theatre
521 W Main StMonticello
1050 Thomas Jefferson PkwyVirginia Discovery Museum
524 E Main StThe Paramount Theater
215 E Main StThe Jefferson Theater
110 E Main StUniversity of Virginia
918 Emmet St NJohn Paul Jones Arena
295 Massie RdRivanna Trail
Rivanna TrailHull's Drive-In
2367 N Lee HwyGoochland Drive-In Theater
4344 Old Fredericksburg RdVirginia Horse Center
487 Maury River RdWashington and Lee University
19 Letcher AveOverland Expo East
Haunting Tales
17 S Randolph StStoney Creek Golf Course
1354 Stoney Creek WDevil’s Knob Grill
Clubhouse DriveSouth River Fly Shop
323 W Main StSherando Lake Recreation Area
96 Sherando Lake RdSaunders-Monticello Trail
Kids Playce
102 Wallace StPurple Wolf Vineyard
2644 Cross Keys RdVirginia Safari Park
229 Safari LnNatural Bridge State Park
6477 S Lee HwyAfton Mountain
Ravens Roost Overlook
Blue Ridge ParkwayGreenstone Overlook
2600 State Route 664Three Ridges Hike
5832 Beech Grove RdLower Shamokin Falls Trail
Three Ridges Wilderness
White Rock Falls Trailhead
Blue Ridge Parkway20-Minute Cliff Overlook
Blue Ridge ParkwayWhite Rock Falls
Priest Wilderness
Mills Creek Reservoir
St. Mary's Wilderness - Swimming Hole
Unnamed RoadDevils Knob Overlook
Founders Vision Overlook
Shamokin Springs Nature Preserve
Shamokin Springs TrailUpper Shamokin Falls Trail
Laurel Springs Gap
Food scene
Devils Backbone Camp
30 Three Ridges LnBlue Toad Hard Cider - Cidery & Farm
462 Winery LnHill Top Berry Farm & Winery
2800 Berry Hill RdCarter Mountain Orchard
1435 Carters Mountain TrailCocoa Mill Chocolate Company
786 W Nelson StNelson Farmers Market Cooperative
3079 Rockfish Valley HwyBlue Ridge Pig
2198 Rockfish Valley HwyBlack Bear Creamery
18 Pheasant RunAfton Mountain Vineyards
234 Vineyard LnPollak Vineyards
330 Newtown RdSeptenary Winery at Seven Oaks Farm
200 Seven Oaks FarmChiswell Farm & Winery
430 Greenwood RoadHazy Mountain Vineyards & Brewery
240 Hazy Mountain LaneValley Road Vineyards
9264 Critzer Shop RdBlue Mountain Brewery
9519 Critzer Shop RdVeritas Vineyards and Winery
151 Veritas LnFlying Fox Vineyard
10368 Critzer Shop RdCardinal Point Winery
9423 Batesville RdWildManDan Brewery
279 Avon RdSilverback Distillery
9374 Rockfish Valley HwyBrewing Tree Beer Co.
9278 Rockfish Valley HwyDelfosse Vineyards & Winery
500 DelFosse Winery LnBrent Manor Vineyards
100 Brent Manor LnLoving Cup Vineyard & Winery
3340 Sutherland RdPippin Hill Farm & Vineyards
5022 Plank RdAlbemarle CiderWorks
2545 Rural Ridge LnWisdom Oak Winery
3613 Walnut Branch LnWood Ridge Farm Brewery
165 Old Ridge RdApple Shed
14815 Thomas Nelson HighwayStagebridge Farm
477 Stagebridge RoadVirginia Distillery Co.
299 Eades LnSunny Mountain Store
10749 Thomas Nelson HighwayMountain Cove Vineyards
1362 Fortune's Cove LnBold Rock Hard Cider
1020 Rockfish Valley HwyBasic Necessities
2226 Rockfish Valley HwyGiuseppes Ristorante Italiano
2842 Rockfish Valley HwyMargaritas the Flavor of Mexico
2815 Rockfish Valley HwyChirios Pizza
2777 Rockfish Valley HwyThis is the best spot for quick eats, basic groceries, and basic needs when on the mountain. We love to stop here for breakfast sandwiches, to order a pizza, or grab some ice cream.
59 locals recommend
The Market at Wintergreen Resort
189 Mountain Inn LoopThis is the best spot for quick eats, basic groceries, and basic needs when on the mountain. We love to stop here for breakfast sandwiches, to order a pizza, or grab some ice cream.
Devil’s Knob Grill
Clubhouse DriveLocated in the main resort area this is one of our favorite spots to grab dinner or take out. Sometimes there is even live music on the weekends!
41 locals recommend
The Edge
State Route 664Located in the main resort area this is one of our favorite spots to grab dinner or take out. Sometimes there is even live music on the weekends!
12 Ridges Vineyard
24981 Blue Ridge PkwyThe Copper Mine Bistro
39 Wintergreen DrCritzer Family Farm
9388 Critzer Shop RdFire and Frost
New and delicious brick oven restaurant!