Middletown, Delaware might not be the first place that comes to mind for a weekend getaway or day trip, but this charming town has a lot more to offer than meets the eye.
This town offers a mix of local culture, outdoor fun, and small-town charm. You’ll find everything from historic spots to relaxing parks and thrilling adventures. If you’re ready to explore what makes Middletown worth visiting this year, this guide lays out the best things to do there.
These Are the Best Things to Do in Middletown
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- Explore Downtown Middletown
- Catch a Show at the Everett Theatre
- Visit Lums Pond State Park
- Attend Frightland
- Shop at Dutch Country Farmers Market
- Spend Time at Silver Lake Park
- Visit Filasky’s Produce Farm
- Have Fun at Camp Adventureland
- Tour the Governor’s House
- Marvel at the High Wheeler Antique Power Museum
- Play Disc Golf at Charles E. Price Memorial Park
- Attend Riverfest
- Bike the Junction and Breakwater Trail
1. Explore Downtown Middletown
Downtown Middletown gives you that small-town vibe but with plenty to see and do. The heart of it lies around Broad and Main Streets, where you’ll find over 30 local shops, cozy cafes, and unique restaurants. You can spend hours just walking around, popping into stores selling antiques, books, and artisan-crafted goods. Make sure to check out the local murals scattered throughout downtown.
A must-see spot is Old Town Hall, built in the 1860s and now home to the Middletown Historical Society. Right across the street, the old Middletown Train Station still stands tall, showcasing Victorian architecture even though trains don’t run there anymore. As you wander through, you’ll feel the mix of old and new that gives this downtown its charm.
2. Catch a Show at the Everett Theatre
The Everett Theatre is a historic gem in Middletown that’s been around since 1922. Originally built over the remains of the Masonic Hall and Opera House, this theater is a big part of the town’s cultural heritage. Over the years, it’s hosted everything from classic movies to live performances, and it’s still going strong today. The theater’s been fully restored with a mix of old-school charm and modern upgrades.
The theater is known for its Art Deco design, a cool neon marquee, and its community-driven atmosphere. You can catch everything from local theater productions to big-name performances right in the heart of Middletown.
3. Visit Lums Pond State Park
Lums Pond State Park is the go-to spot for anyone who loves the outdoors. Covering nearly 1,800 acres, this park is centered around Delaware’s largest freshwater pond. You can rent a kayak or canoe and spend the day paddling across the calm waters, or bring your fishing gear and try your luck catching perch, catfish, or crappies. The park’s also got miles of trails that range from easy walking paths to more rugged routes for serious hikers.
One of the biggest draws is the Go Ape treetop adventure course. It’s perfect if you’re looking for some adrenaline—think zip lines, rope ladders, and swings suspended high above the ground. There’s also a Nature Center with educational exhibits, a large playground for kids, and plenty of picnic areas.
4. Attend Frightland
Frightland is a must for thrill-seekers. It’s one of the top haunted attractions in the U.S., with eight haunted houses, rides, and carnival games. Located on Port Penn Road, it’s the place to be around Halloween.
Besides the spooky attractions, there are food stalls and games that add to the lively vibe. Lines can get long, so it’s a good idea to grab a VIP pass for quicker entry. Frightland’s reputation as a scare destination makes it a unique stop in Middletown.
5. Spend Time at Silver Lake Park
Silver Lake Park is a spacious area perfect for outdoor fun. The park offers walking trails, an 8-acre fishing pond, and wide-open fields for various games and activities. With nine different pavilions and plenty of picnic spots, it’s a popular place for families.
There’s also a dedicated dog park, so you can bring your furry friend along.
6. Visit Filasky’s Produce Farm
Filasky’s Produce Farm is a local gem that’s perfect for anyone looking for fresh produce and family-friendly activities. This farm offers seasonal experiences like strawberry picking in the summer and pumpkin patches in the fall. It’s a great place to bring the family and spend a day outdoors.
Besides fresh fruits and veggies, Filasky’s also sells homemade goods like jams, honey, and baked treats. The staff is friendly, and the farm has a welcoming, community feel that keeps people coming back year after year.
7. Have Fun at Camp Adventureland
Camp Adventureland brings a different level of entertainment to Middletown. This spot is known for its hatchet and knife-throwing lanes, escape rooms, and 80s-themed indoor campground. Whether you’re there with friends or family, the place has something for everyone. You can even enjoy some drinks at Jason’s Tavern while watching games on the big screens.
With immersive escape room experiences like “The Curse of the Jade Skull” and fun activities like child-safe throwing games, this is the perfect place for a unique outing.
8. Tour the Governor’s House
The Governor’s House is a standout historical spot in Middletown. This stately Georgian mansion, built in 1790, gives you a glimpse into 18th-century life. The house was once home to Governor Joshua Clayton, one of Delaware’s early political figures, and it’s packed with original antiques and carefully preserved period details. The guided tours walk you through beautifully maintained rooms filled with history.
On the weekends, you can join a more in-depth tour that dives into the stories of the Clayton family and their connection to Delaware’s past. The gardens are also worth exploring, offering a peaceful setting that adds to the overall experience.
9. Marvel at the High Wheeler Antique Power Museum
The High Wheeler Antique Power Museum showcases vintage steam engines, tractors, and early 20th-century machinery. Located near Lums Pond State Park, this museum brings history to life with operational steam engines, blacksmithing demonstrations, and antique farm equipment.
The collection includes massive steam-powered machines from the early 1900s, giving visitors a real sense of how farming and industry worked back then. It’s a unique, interactive experience that blends education with nostalgia, making it a must-visit spot for history buffs and families alike.
10. Play Disc Golf at Charles E. Price Memorial Park
Charles E. Price Memorial Park is a spacious, well-maintained area that offers more than just your typical park experience. The disc golf course is a highlight, attracting both beginners and seasoned players.
The park also features a large fishing pond, walking trails, and separate dog parks for small and large dogs. It’s a great spot for families, with playgrounds and open fields for picnics or games. The environment is peaceful, with plenty of shade and well-kept grounds, making it a pleasant place to spend a relaxing day outdoors.
11. Visit the Middletown Historical Society
The Middletown Historical Society is where you can dig into the town’s past. Located in the Old Town Hall, this museum offers exhibits and events that showcase local history. The displays are simple but filled with interesting details about Middletown’s development over the years. It’s a laid-back spot where you can learn about the town’s roots and see artifacts from different periods. If you’re a history buff or just curious, this is a solid place to stop by.
12. Attend Riverfest
Riverfest is one of the most anticipated events of the year in Middletown, offering a full day of vibrant festivities along the beautiful Riverwalk. The festival features a diverse lineup of live music performances from local and regional bands, an array of food trucks and vendors serving delicious cuisine, and craft booths showcasing handmade goods. Families can enjoy a range of activities, from children’s games and face painting to interactive exhibits and art displays.
This event is a fantastic way to experience the local culture, connect with the community, and enjoy a lively atmosphere in a picturesque setting.
13. Bike the Junction and Breakwater Trail
The Junction and Breakwater Trail offers a 14.5-mile journey through some of Delaware’s most beautiful landscapes, linking Middletown with Rehoboth Beach. This multi-use trail is perfect for biking, jogging, or leisurely walks, and provides stunning views of the surrounding natural scenery.
As you ride along, you’ll pass through serene woodlands, picturesque wetlands, and expansive farmland, making it a great way to enjoy the outdoors and experience the region’s diverse ecosystems. The trail is well-maintained and accessible, providing a peaceful escape from the hustle and bustle of daily life while promoting healthy, active lifestyles.
FAQs
What are the best restaurants in Middletown, DE?
Middletown offers a variety of dining options to suit different tastes. Some popular restaurants include The Greene Turtle, known for its casual American fare and sports bar atmosphere, Jesse’s Deli & Restaurant, which offers a cozy setting and classic deli sandwiches, and Mikimotos, a great spot for sushi and Japanese cuisine.
Are there any historic sites or landmarks to visit in Middletown?
Yes, Middletown has several historic sites and landmarks worth visiting. The Wesley Church, established in 1791, is one of the oldest churches in the area. The William H. H. Thomas House is a historic residence showcasing early American architecture. The Middletown Historical Society Museum also provides insights into the town’s history through its exhibits and collections.
What are some family-friendly activities in Middletown?
Middletown offers numerous family-friendly activities beyond those mentioned. The Middletown Library hosts storytimes, crafts, and educational programs for children. Adventure Aquapark provides a fun water park experience with slides and pools. Pump It Up is an indoor inflatable playground that offers a safe and entertaining environment for kids to jump and play.
What are some popular shopping spots in Middletown, DE?
Middletown features several popular shopping destinations. The Middletown Commons offers a range of stores, including national retailers and local shops. The Shoppes at Meadowood provides a mix of specialty boutiques and dining options. For a more traditional shopping experience, you might visit Linden Hill Plaza, which has a variety of shops and services.
What are the best times of year to visit Middletown?
The best times to visit Middletown depend on your interests. Spring and fall are ideal for enjoying outdoor activities and festivals due to the mild weather. Summer is great for experiencing events like Riverfest and outdoor recreation at local parks. Winter offers a quieter experience with holiday events and seasonal charm, though it’s also the coldest time of year.
Last Words
Middletown, DE offers a variety of activities and experiences for everyone. From lively events like Riverfest to scenic trails and historic sites, there’s plenty to explore. Whether you’re looking for outdoor adventures, cultural experiences, or family-friendly fun, Middletown has something for you. Make the most of your visit and enjoy everything this vibrant town has to offer.