- Our list of the best things to do in Middletown, Maryland, features the top 219 nearby activities — including 77 great attractions with user approval ratings of 90% or more!
- Middletown, MD has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Entertainment & Shows, Sights & Landmarks, and Museums & Galleries.
- The results below include the top 3 things to do within the city of Middletown, MD , followed by 216 popular activities in nearby cities, including Hagerstown, Frederick, Leesburg, Martinsburg, Purcellville, Harpers Ferry, Mount Airy, Thurmont, Germantown, Charles Town, Sharpsburg, Emmitsburg, Shepherdstown, Boonsboro, New Market, Knoxville, Lovettsville, Gaithersburg and Berkeley Springs
Showing 131-140 of
957
19.4 Miles
87%
15 votes
16300 Old Emmitsburg Road, Emmitsburg, MD 21727
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Mount St. Mary's College and Seminary is a historic Catholic liberal arts college nestled in the Catoctin Mountains. A large golden statue of the Virgin Mary provides a memorable landmark. It also hosts a seminary and St. Mary's Grotto.
19.5 Miles
77%
218 votes
38295 Fremont Overlook Lane, Purcellville, VA 20132
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Open daily for tastings, the Sunset Hills Vineyard tries to make guests feel comfortable in the vintage rural setting. Events that include concerts and special pairings between foods and their wine are frequently held throughout the year.
19.6 Miles
99%
252 votes
16357 Charles Town Rd, Charles Town, WV
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Bloomery Plantation Distillery is located in an historic 1840s log cabin distillery. The company creates artesian cordials, including hard lemonade, ginger shine, and peach shine from lemons and raspberries that they grow.
19.7 Miles
The Raspberry Falls Golf Club is private, Scottish style golf course located in Virginia. It is the recipient of numerous awards, including a '4-star place to play' recognition from Golf Digest.
19.7 Miles
Best know for a public swimming pool, Jefferson County Memorial Park is a leisure park that also has two basketball courts, two playgrounds, and four pavilions that are available for rent. The park also has a .7-mile walking trail.
19.8 Miles
136
Loew vinyards
SPECIAL GROUPON DEAL: Up to 50% Off Wine Tasting, Glasses, and Tote at Loew Vineyards
14001 Liberty Road, Mount Airy, MD
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A family owned and run vineyard, Loew vinyards makes a variety of red and white wines, ranging from very dry to sweet. The vineyard makes fruit wines, as well, and welcomes visitors for tastings.
19.8 Miles
Zion Episcopal Church Cemetery is located next to the Zion Episcopal Church that was founded in on the site in 1815. Founded by the youngest full brother of President George Washington, over 70 members of Washington's family, along with John Yates Beall, and two bishops are buried there.
19.8 Miles
The historic Jefferson County Museum is a museum that offers free admission to patrons of the Charles Town Library. The museum carries information on historical events that happened in the county, such as the hanging of John Brown in 1859.
19.9 Miles
Rattlewood Golf Course is a municipal golf course that features 18 holes of varying lengths and layouts. They have frequent specials and a 'member for a day' program, and daily rates include lunch and snacks.
19.9 Miles
The New World Theatre Company is a touring troupe offering shows with a synergy of music, magic and comedic elements. Performances range from 'Mystery Theatre' to 'Acting Accordingly'. On-site workshops and off-site residencies available.