- TripBuzz discovered 75 different types of activities for couples in the Middletown area, including Theaters (like Wayside Theatre), Historic Homes (like Belle Grove Plantation), Winery/Vineyard (like Bloomery Plantation Distillery) and Movie Theaters (like Alamo Drafthouse Cinema), and much more.
- We discovered a total of 70 date ideas in or near Middletown, Virginia, including 67 fun or romantic activities in nearby cities within 25 miles like Winchester, Front Royal, Berryville and Delaplane.
Showing 31-40 of
344
11.8 Miles
Abram's Delight traces the history of the Hollingsworth family through 200 years in oldest house in Winchester. A historical tour includes the main house, and a recreation of a log cabin circa 1780 similar to that of the original owner Abraham Hollingsworth.
11.8 Miles
Situated on 170 acres, Jim Barnett Park features facilities for baseball, soccer, basketball and tennis, a disc golf course and a fishing lake. The park also offers a fitness trail, a war memorial, children's playgrounds and picnic areas.
12.0 Miles
Gaze at the stars and see a fog ocean when you participate in the Skyline Drive. This historic 105 mile drive winds its way through Shenandoah along the Virginia's Blue Ridge Mountains.
12.1 Miles
The Patsy Cline Historic House allows guests to tour the home singer Patsy Cline lived in from age 16 – 21, before her singing career ignited. A guided tour includes personal items in each room.
12.4 Miles
94%
339 votes
801 Amherst Street, Winchester, VA 22601
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A Museum of the Shenandoah Valley attraction, the Glen Burnie Historic House & Gardens houses an extensive private decorative arts collection and a 6-acre garden with perennials, roses and vegetables. Preserved and restored by a family ancestor in the 1950s, the property was originally settled by Winchester fou…
12.4 Miles
94%
347 votes
901 Amherst Street, Winchester, VA 22601
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With an 18th Century house, a large museum building and six acres of gardens, the Museum of Shenandoah Valley offers house tours, a permanent miniature house exhibit, and a gallery featuring decorative arts and history. Also features changing exhibits throughout the year.
12.4 Miles
86%
107 votes
54 S. Loudoun Street, Winchester, VA 22601
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The Shenandoah Valley Discovery Museum is a child-centre activity centre with a focus on interactive exhibits and hands-on activities. Discover science, math, humanities and the arts. Visitor favorites include the emergency clinic and ambulance area and a rock climbing wall.
12.4 Miles
In operation since 1929, the Winchester Little Theatre is a community theatre housed in the historic Pennsylvania Railroad Freight Station. The theatre now offers a full season of plays, along with classes for children and youth.
12.4 Miles
Bright Box Theater is a dynamic performance and event venue - directly across from the Old Courthouse. Good sound system, but not too loud, decent bar selection and a very clean facility.
12.8 Miles
Showcasing personal items belonging to General 'Stonewall' Thomas Jackson, Stonewall Jackson's Headquarters is an 18th Century cottage used by Jackson in 1861-62 during the Shenandoah Campaign. A costumed tour guide brings Civil War history to life through Jackson's story and possessions.