Blake Walsh

17 Best Things to Do in Middletown, MD

  • Published 2022/09/03

Middletown is a town in Frederick County, Maryland, which dates back to 1767.

You can find Middletown along the Historic National Road.

While the town has plenty of history to share, you can also find many other attractions there.

From fun eateries to nature shops, Middletown has many places you can explore.

These places include ice cream shops and local taverns.

You can also try many activities, whether strolling through nature or seeking local historic sites.

To help you get started on your trip, here is a list of the best things to do in Middletown, MD:

Explore the Washington Monument State Park

Stone tower of Washington Monument State Park

Zack Frank /

If you want to explore local history, check out the Washington Monument State Park on Zittlestown Road.

The Washington Monument State Park is a local park that houses the first monument dedicated to President George Washington.

This monument is a 40-foot-tall stone tower known as the Washington Monument, which has existed since 1827.

Currently, the monument is open to the public and is a prime spot for bird-watching.

Side facade of Washington Monument State Park's tower

kimshanephotos /

To find the monument in the park, you need to head to South Mountain.

In addition to the monument, the public recreation area has a nature trail and picnic area you can check out.

If you want to learn local history, the Washington Monument State Park is a top spot to visit.

Feed Cows at the South Mountain Creamery

The South Mountain Creamery is a local farm that doubles as a dairy shop located on Bolivar Road.

The farm and shop feature several facilities for guests to explore and a range of dairy products, including freshly made ice cream.

The farm spans roughly 3,300 acres, hosting hundreds of cows and thousands of chickens.

If you want to explore all the facilities at this farm, you can book a weekend and private tour.

During these tours, you have the chance to feed the calves.

While visiting the store on the farm, you can shop for various baked goods and fresh produce.

The South Mountain Creamery is a prime spot to visit if you want to explore local treats.

See the Pumpkins at the Jumbo’s Pumpkin Patch

You can find Jumbo’s Pumpkin Patch on the Huffer Family Farm.

Since 1994, the farm has grown various fresh produce and features a pumpkin festival from September to October.

During the festival, you can explore a corn maze, hayrides, and a jumping pillow, to name a few.

If you like pumpkins, check out a large patch of pumpkins.

Outside Jumbo’s Pumpkin Patch, the farm offers several activities for kids to enjoy, including pony rides, face painting, and more.

You can also enjoy a selection of concession stands and different vendors.

If you want to enter for free, you must go to the Holter Road farm on a weekday.

Join the Middletown Heritage Festival

The town has its share of must-see events, and one of them is the Middletown Heritage Festival.

The Middletown Heritage Festival is a local historical festival that celebrates the town’s culture and history.

Likewise, it features several sights and activities for visitors to check out.

Some of the activities you can enjoy at this festival include live entertainment, vendors, and parades.

If you love history, take a peek at colonial life through town tours.

If you want to learn about local culture and history, join the Middletown Heritage Festival, which takes place in September on Main Street.

Go to the South Mountain State Battlefield

Head to South Mountain in the Washington Monument State Park on Zittlestown Road to find the South Mountain State Battlefield.

The first major Civil War battle in Maryland occurred at the South Mountain State Battlefield.

You can find the historic site along the gaps of South Mountain and explore various sceneries.

These sceneries include farmland, forest, and nature trail.

The South Mountain State Battlefield is a prime attraction for anyone who loves nature and history.

Sample the Mead at the Orchid Cellar Meadery and Winery

Have you ever tried mead?

If not, you can take the chance to do so by visiting the Orchid Cellar Meadery and Winery.

The Orchid Cellar Meadery and Winery is a meadery and winery that specializes in alcohol made from honey.

It also offers a selection of other blends like wine and honey.

The meadery and winery sit along Pete Wiles Road and offer tasting sessions on Thursdays, Fridays, and weekends.

In addition to tasting sessions, you can check out the several live music and food events held at the venue.

The meadery also hosts private events and parties.

Try the Ciders at Willow Oaks Craft Cider & Wine

Sample local cider and other blends by checking out the Willow Oaks Craft Cider at Country Pleasures Farm on Harley Road.

While the farm only opens on weekends, it offers plenty of products for guests.

You can try a range of ciders at this farm, from the classic apple cider to other fruits, such as berries and pears.

Aside from different ciders, you can also check out a selection of farm products, including produce and jams.

Likewise, Willow Oaks Craft Cider & Wine features local art and crafts.

You can also check out local distilleries nearby for other drink blends.

Enjoy Beer and Sports at the Valley Sports Grill

Enjoy some drinks and a break by checking out the Valley Sports Grill.

You can find Valley Sports Grill within the Richland Golf Club on Glenbrook Drive.

While checking out this bar, enjoy a range of classic bar dishes while watching the big game.

Likewise, the bar and restaurants hosts live music on Fridays and show lottery programs.

Whether you want to watch a game or enjoy a drink, enjoy plenty of entertainment at the Valley Sports Grill.

Try the Gelato at Abbraccio Gelato

Enjoy a sweet treat by stopping at Abbraccio Gelato on East Main Street.

Abbraccio Gelato is a local gelato shop that features fresh gelato daily and includes dairy-free and gluten-free options.

While the gelato shop has only existed for three years, it has become a prime spot for getting something sweet in Middletown.

In addition to a list of gelato flavors, you can enjoy a selection of sorbet.

Some flavors at this shop include a range of fruit flavors and classic options like vanilla and cookies and cream.

You can also enjoy some unique options, including cookie butter and chai tea.

Bring your kids to Abbraccio Gelato!

Snag a Pastry at Deb’s Artisan Bakehouse

Fulfill your craving for something sweet by visiting Deb’s Artisan Bakehouse at West Green Street.

The local bakery features a range of baked goods, including pies, pastries, and muffins.

Besides baked goods, the small bakery features seasonal items

However, these items tend o have limitations due to their size.

Due to the bakery’s limited batches, visit Deb’s Artisan Bakehouse as soon as possible to snag your choice of baked goods.

Otherwise, you can check online for options to pre-order or make an online order.

Stroll around the Catoctin Creek Park and Nature Center

Check out the local parks in Middletown by stopping at Catoctin Creek Nature Center.

Catoctin Creek Nature Center doubles as a park that spans around 139 acres.

You can find this park and nature center around Sumantown Road and explore several features.

This area’s features include nature trails, a picnic space, and a place to go fishing.

When visiting the nature center, you can find several nature and animal displays, plus classrooms.

The Catoctin Creek Park and Nature Center is ideal for nature enthusiasts.

Admire Flowers and Structures at Surreybrooke

Surreybrooke is the top spot for plant lovers to visit.

You can find it by heading to Baltimore National Pike.

Surreybrooke is a local garden center with a range of gardens and historical structures for guests to explore.

Some of the facilities you can find at this center include greenhouses, a nursery, and a shop for all your gardening needs.

There is also a selection of garden containers around the area.

A few plants you can find in these facilities include different succulents, herbs, and flowering shrubs.

If you like history, you can also find a log cabin and an old cottage shop.

Plant enthusiasts will find more than their fill of options by visiting Surreybrooke.

Have Fun with Sports at Middletown Park

Middletown Park is the top spot to enjoy different activities in one location.

Located around Coblentz Road, the park features several facilities that offer more than a few activities.

These facilities include a range of sports fields and courts, a small race track for radio cars, a stage, and a fishing pond.

You can also find multipurpose fields, a picnic area, and different equipment for families to have fun.

Check out Middletown Park if you want to try different activities with the family.

Play at the Richland Golf Club

If you want to check out activities to enjoy in Middletown, drop by the Richland Golf Club.

The Richland Golf Club is one of the golf courses around Glenbrook Drive.

The course features 18 different holes and offers different levels of difficulty.

What if you’re a total golf beginner?

Don’t worry, because the course offers classes you can take.

In addition to different gold amenities, the course features a sports bar where you can take a break.

Whatever you feel about golf, the Richland Golf Club is one of Middletown’s many pleasant attractions.

Pick Fruits at Nuts about Berries Farm

Pick fresh fruit and vegetables from the farm by visiting the Nuts About Berries Farm.

Nuts About Berries Farm is a local farm you can find near Hollow Road.

The farm features a range of products you can pick, including different types of raspberries and blackberries.

However, if you want to go berry picking at this farm, you must go through orientation first.

The best times to visit Nuts About Berries would be on Mondays and Thursdays during June, July, August, or September.

You also can check out other farm produce grown at the farm, including different vegetables and herbs.

Grab Chocolate and Produce at Chocolates and Tomatoes Farm

Have you ever heard of a farm that produces fresh fruits, vegetables, and chocolates?

The Chocolates And Tomatoes Farm is one such place.

Located along Hollow Road, the Chocolates and Tomatoes Farm offers a range of vegetables and handcrafted chocolates for purchase.

If you want to buy farm-fresh chocolates, they come with a range of fillings, including fruit and mint.

Depending on the season, you can purchase various flavors and products at the farm.

Whether you want to get fresh produce or enjoy a box of chocolates, the Chocolates and Tomatoes Farm is a unique spot to check out in Middletown.

Final Thoughts

When you visit Middletown, you can discover no shortage of treats and spots to uncover.

Whether it’s a sweet treat, a glass of mead, or a historical site, there is plenty for visitors to find in this town.

Plan your trip today and discover the best things to do in Middletown!

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