Middletown is a small town in Frederick County, Maryland, located in the Middletown Valley that stretches between the Catoctin Mountains and South Mountain. Washington Monument State Park is located near Middletown and was created to preserve the Washington Monument, a 40-foot-tall tower that honors George Washington. South Mountain Creamery is a dairy farm and the largest home delivery business in the area, working with almost 200 local sustainable farm families. Willow Oaks is small certified organic farmhouse-style cidery located on the 35-acre farm. Mazzaroth Vineyard grows high quality wine grapes in the Catoctin American Viticultural Area.


1.Washington Monument State Park

Washington Monument State Park
© Washington County Government - Maryland

Washington Monument State Park is located about four miles from Boonsboro, Maryland. The park was created to preserve the Washington Monument, a 40-foot-tall tower that honors George Washington, the first President of the United States. The monument is located near the summit of South Mountain's Monument Knob. The original tower built in 1827, was the first monument dedicated to George Washington. The monument is a dry-laid stone tower and was built on July 4, 1827 by the citizens of Boonsboro. The monument site was popular meeting place for the Boonsboro folks, but weather and vandalism destroyed the monument. In 1920, the Washington County Historical Society bought one-acre site in 1920 and deeded it to the state to be used as a park. The tower was rebuilt in its current, with the original cornerstone and a copy of the original dedication tablet.

6620 Zittlestown Rd, Middletown, MD 21769, Phone: 301-791-4767

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2.South Mountain Creamery

South Mountain Creamery
© South Mountain Creamery


South Mountain Creamery near Middletown, Maryland, is a quintessential dairy farm: they raise their own cows, bottle their own milk, and make their own butter, yogurt, and ice cream. They also do something rarely done these days: they deliver their products to folks’ doors. Anyone in the area can go to their online farmers’ market and ask for the milk and milk products to be delivered to their address. South Mountain Creamery is now the largest home delivery business in the area, working with almost 200 local sustainable farm families. Today they deliver to more than 9000 families. Besides the dairy, meat, and eggs produced at their farm, they also sell local and organic produce, baked goods, nut butters, salsa, homemade soups, salads, healthy snacks, and slow-cooker meals.

8305 Bolivar Rd, Middletown, MD 21769, Phone: 844-762-6455

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3.Willow Oaks

Willow Oaks
© Willow Oaks

Willow Oaks is small certified organic farmhouse-style cidery established in 2013, located on the 35-acre farm in Middletown, Maryland. The owners Eric Rice and Lori Leitzel Rice make their cider from about 20 kinds of certified organic American heirloom apples. They add organic pears, blueberries, black currants and other fruits to make interesting additions to Willow Oaks' ciders. Their farm, Country Pleasures Farm, is the oldest organic farm in Maryland. The Willow Oaks produce only about 2,500 gallons per year. Most of their ciders are only available at their tasting room in Middletown, Maryland. The tasting room is a pleasant, charming local hangout where locals and visitors can enjoy different kinds of cider and have a nice conversation.

6219 Harley Rd. in Middletown Maryland, Phone: 301-371-4814

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4.Holy Family Catholic Community

Holy Family Catholic Community
© prozamargo/stock.adobe.com


The Holy Family Catholic Community history started as a mission of Saint John the Evangelist Parish. On September 9, 1985, a group of Catholics from Middletown, Maryland, met with Monsignor Edward Echle, the pastor of Saint John’s, to discuss the Middletown Valley situation. Archbishop William D. Borders approved it and on January 5, 1986, the first community Mass was celebrated at Middletown High School. The community was called the Catholic Community of Middletown and declared an independent mission of Saint John the Evangelist. Father John Moore was appointed the Coordinator of the Mission and sometime later a house was purchased to serve the community for daily Mass, parish administration and the home for Father John. In 1988, twenty acres of land was purchased on one of the higher spots in Middletown for a building site for the new church. Full parish status was granted to the community and Father John Moore was installed as pastor of Holy Family Catholic Community. By the end of 2006, Holy Family had grown to just over 800 registered families, leading the parish to build a 20,000-square foot addition for a social hall and additional meeting rooms. Parish growth continues and as of 2012, Holy Family had more than 1,000 registered families.

7321 Burkittsville Rd, Middletown, MD 21769, Phone: 301-473-4800

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5.Mazzaroth Vineyard

Mazzaroth Vineyard
© Mazzaroth Vineyard


Mazzaroth Vineyard was planted in 2011 in Middletown, Maryland; a beautiful rural area in the south western part of Frederick County. The one quarter acre test vineyard was planted in April 2012 and the vineyard has been growing every year since. It currently occupies 1.75 acres. Mazzaroth mission is to grow high quality wine grapes in the Catoctin American Viticultural Area (AVA). This AVA stretches from Braddock Mountain to the Potomac River and South Mountain. Mazzaroth wines are now available at many bars, restaurants and liquor stores in and around Frederick County. The vineyard and winery are closed to new visitors and are open only by appointment for case-club members and for those holding Mazzaroth Vineyard gift cards or certificates for complimentary tastings.

8333 Myersville Rd, Middletown, MD 21769, Phone: 301-639-0303

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6.Maryland National Golf Club

Maryland National Golf Club
© Maryland National Golf Club


Maryland National Golf Club's scenic 18-hole, par 71 layout provides a superb golfing experience. Nestled in the rolling hills of central Maryland with spectacular views of the Catoctin Mountains, Maryland National was designed by world-renowned architect Arthur Hills. He took full advantage of the dramatic terrain and wetlands that surround the course. From rolling fairways to holes carved out of natural wooded terrain and different water hazards, each hole of the 6811- yard course offers a unique challenge. The clubhouse, located on the high point on the property, overlooks the 18th hole and provides beautiful views of almost every corner of the course. Club amenities include a full-service golf shop, tavern, corporate meeting spaces and locker rooms.

8836 Hollow Rd, Middletown, MD 21769, Phone: 301-371-0000

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6 Best Things to Do in Middletown, MD