- TripBuzz discovered 51 different types of activities for couples in the Wintergreen area, including Skiing & Snowboarding (like Wintergreen Resort), Waterfalls (like Crabtree Falls), Theaters (like American Shakespeare Center) and Winery/Vineyard (like Blenheim Vineyards), and much more.
- We discovered a total of 44 date ideas in or near Wintergreen, Virginia, including 41 fun or romantic activities in nearby cities within 25 miles like Staunton, Charlottesville and Waynesboro.
Showing 31-40 of
135
20.9 Miles
Offering interactive, on demand, customizable entertainment, Clever By Half offers murder mystery dinner theater productions, and will travel to perform them on demand. Spectators participate in the mysteries and have the opportunity to solve them.
21.5 Miles
Across 214 acres the Gypsy Hill Park serves as a multi-use recreational attraction. Guests can walk, bike, rollerblade, swim, picnick, and simply play while more advanced facilities are offered for those who want to golf or view extensive gardens.
22.0 Miles
41%
17 votes
100 Grand Cru Drive, Charlottesville, VA 22902
MoreLess Info
Known for large pours during tasting, Trump Winery offers visitors a selection of red, white, and sparkling wines to sample. Visitors can choose from a self-guided or guided wine flight, and can pair it with a cheese plate.
22.1 Miles
Several red and white wines are produced by Blenheim Vineyards. While there are no tours offered, guests can participate in tastings and view the wine production facility through the paneled glass floors.
22.2 Miles
60%
52 votes
3550 Blenheim Road, Charlottesville, VA 22902
MoreLess Info
Wine aficionados can please their palates with samplings of sparkling, red, or white wines amongst acres of beautiful scenery at the Trump Winery Tasting Room. Located near historic Monticello and Ash-Lawn Highland, Trump is the state's largest vineyard.
23.3 Miles
For a look at personal history of slavery in America, guests visit Mulberry Row. The property where Thomas Jefferson's slaves lived shows the conditions slaves were kept and serves an important reminder of how far the country has come.
23.9 Miles
Located on 1,300 acres, the Trump Winery is one of Virginia's most notable wineries. Visitors cannot view the fields, but they can access the Tasting Room with tastings held daily and food offerings in the form of a regionally-inspired gourmet menu.
24.1 Miles
72%
46 votes
155 Rugby Road, Charlottesville, VA 22904
MoreLess Info
Also known as the Fralin Museum, the on-campus University of Virginia Art Museum has an extensive permanent collection made of roughly 13,000 objects. Highlights of the collection include African art, Native American art, European paintings, and photographs.
24.1 Miles
Located on the campus of the University of Virginia is the prestigious John Paul Jones Arena. The arena features a wide selection of sports and entertainment events throughout the year including basketball, wrestling, music concerts, symphony presentations and more.
24.2 Miles
A local favorite since 1954, Oak Grove Theater presents a number of funny, daring, and thoroughly entertaining shows throughout the year. Past shows include Corpse!, Monte Python's Spamalot, and Don't Dress for Dinner.