- 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 41-50 of
135
24.3 Miles
86%
727 votes
1435 Carters Mountain Trail, Charlottesville, VA
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A large number of apple types are available for both picking and purchase at the Carter Mountain Orchard. Seasonal-related festivities are also held throughout the year with emphasis on activities for families with children.
24.9 Miles
Boasting the best live music in the city of Charlottesville, Jefferson Theater is certainly a hub of excitement. Visitors can find events such as dance parties, music festivals, and holiday gatherings at the theater.
24.9 Miles
96%
27 votes
Downtown Mall, Charlottesville, VA 22906
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Operating in partnership with a number of local restaurants, Charlottesville Food Tour - Private Tours offers progressive dining experiences in downtown Charlotte. Visitors will sample the fare of six to eight restaurants over the course of the tour.
25.0 Miles
A wide range of shows and performances are offered at the Paramount Theater, including plays and ballets. Classic films and many family-friendly films are also screened weekly at the venue.
25.1 Miles
2050 James Monroe Parkway, Charlottesville, VA 22902
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The home of James Monroe is now a historic site called Ash Lawn-Highland. It is considered to be a cabin-sized residence with the luxury of a castle that features period furnishings, Monroe's personal items, and portraits.
25.1 Miles
97%
92 votes
1304 East Market Street, Charlottesville, VA 22902
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One can make their own glass pieces at The Glass Palette- Interactive Glass Art Studio. It is a fun way to make fantastic glass creations with a wonderful and attentive staff to help.
25.1 Miles
With Blue Ridge Balloon - Private Flights, visitors have a sky high view of the lush landscape of Virginia from a hot air balloon. There are several flight packages to choose from, such as romantic sunset and sunrise picnic flights.
25.2 Miles
Founded in 1784 by William Michie, the Michie Tavern continues to provide restaurant and bar services to visiting patrons. The historic nature of the site also allows for tours of the building with a special scavenger hunt for younger guests.
25.3 Miles
96%
4647 votes
931 Thomas Jefferson Parkway, Charlottesville, VA 22902
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Acting as both a historic site and a period-based garden, Thomas Jefferson's Monticello is a major attraction in Charlottesville. Several historical rooms, furniture, devices, and buildings present the life of one of America's most notable founding fathers.
25.5 Miles
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10 votes
2306 India Road, Charlottesville, VA 22901
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Part of the Regal cinema chain, the Regal Seminole Square Cinema 4 is a four theater movie multiplex that shows first run Hollywood movies in all digital video and sound. The theater offers concessions for sale and discount matinees.