Your version of Internet Explorer is not longer supported. Please upgrade your browser.

Events and Things to do in Wintergreen, VA this weekend

From scenic drives on the Blue Ridge Parkway to brewery hopping along the Nelson 151 trail, there are plenty of events and things to do in Wintergreen, VA this weekend. The area's energy centers on the craft beverage scene in Nellysford and the Rockfish Valley, while historic downtown Staunton offers a more traditional, walkable arts and culture hub. Most activity follows a relaxed, outdoors-focused pace, with many spots offering live music in the afternoons.

  • Start a day trip along the Nelson 151 Trail, where breweries like Devils Backbone and Blue Mountain Brewery anchor a route filled with wineries and cideries.
  • Find local produce and crafts at the Nelson Farmers Market Cooperative in Nellysford on weekend mornings or explore the historic downtown and theaters in Staunton.
  • Look for seasonal activities at Wintergreen Resort itself, from sunset chairlift rides with live music to other mountain-based recreation.
1 filter applied
Filters (1)
This weekend
Category
Format
Price
Language
Currency
1 filter applied
Filters (1)
This weekend
  • 1 of 17

Things to do around Wintergreen

Trends in Wintergreen

Explore more trends
Explore more trends

Frequently asked questions about Wintergreen

Are there any live music events in Wintergreen this weekend?

Many breweries along the Nelson 151 Trail host live music on weekend afternoons. Check the schedules at spots like Devils Backbone Basecamp or Blue Mountain Brewery. For something different, Wintergreen Resort's seasonal Chairlift Sunset Sessions offer music with a view.

What are some family-friendly events and activities in Wintergreen this weekend?

Head to the Nelson 151 Trail for family-friendly brewery lawns and cideries like Bold Rock, which often host low-key events. Wintergreen Resort also offers four seasons of recreational activities suitable for all ages, from hiking to scenic lift rides.

Which breweries near Wintergreen are popular this weekend?

The Nelson 151 Trail is the main destination for breweries. Devils Backbone Basecamp is a large, popular spot with a brewpub and outdoor meadows, while Blue Mountain Brewery is a classic with a full restaurant. Many other craft beverage makers are scattered along the same route.

What is the nightlife like in the Wintergreen area this weekend?

Nightlife is generally relaxed and spread out. For later evenings, historic downtown Staunton has a better selection of restaurants and bars. Closer to the resort, breweries along Route 151 offer early evening social events, while The Edge at Wintergreen Resort provides a slope-side bar atmosphere.

Besides breweries, what are some good outdoor things to do near Wintergreen this weekend?

Hiking in the Blue Ridge Mountains is a top activity, with trails accessible from Wintergreen Resort and the Blue Ridge Parkway. The Nelson 151 Trail also connects scenic spots perfect for a drive, and many wineries have large outdoor areas to enjoy the views.

Where can I go for a date night in the Wintergreen area this weekend?

A trip down the Nelson 151 Trail offers a classic date, stopping at wineries or cideries for tastings. For a cultural evening, consider a performance at the American Shakespeare Center's Blackfriars Playhouse in Staunton, followed by dinner in the historic downtown.

Are there any free events in the Wintergreen area this weekend?

Yes, many brewery events like afternoon music sessions have no cover charge. Driving the scenic Blue Ridge Parkway or hiking a local trail costs nothing. Visiting the Nelson Farmers Market in Nellysford on a weekend morning is another great free activity.

What are the main local attractions to check out near Wintergreen this weekend?

The Nelson 151 Trail is the region's top attraction, with its collection of wineries, breweries, and cideries. For history and culture, downtown Staunton's Victorian architecture and the American Shakespeare Center are key destinations. The resort itself is a central hub for recreation.

Which events are currently trending in Wintergreen?

Trending weekend events in Wintergreen often reflect seasonal moments, nightlife demand, and popular neighborhoods, including concerts, parties, and special themed events. The trending searches this month in Wintergreen are:
  • crawl
  • new years eve parties
  • costumes
  • rupaulsdragrace