23 Top Fun Things to Do In Cumberland MD (Ultimate Guide)

Cumberland, Maryland, is a hidden gem filled with exciting activities and beautiful sights. Nestled in the Appalachian Mountains, this town offers a mix of history, nature, and fun. From historic buildings to scenic trails, there’s something for everyone to enjoy. Whether you’re looking for a place to relax or an adventure to remember, Cumberland has it all.

Let us take a look at some of the best things to do in Cumberland, MD. You’ll find a variety of attractions, parks, and events that will keep you entertained. Get ready to pack your day with fun activities and create lasting memories in this charming town!

Things to Do In Cumberland MD

1. Visit the Cumberland Narrows

The Cumberland Narrows is a stunning natural area that showcases the beauty of the Appalachian Mountains. This scenic spot is perfect for hiking enthusiasts and nature lovers. The views are breathtaking, and the fresh air invigorates the spirit.

There are several trails that cater to different skill levels. You can hike through lush greenery or walk along rocky paths. Each step offers unique views of the surrounding valleys and ridges. Make sure to bring your camera to capture the stunning scenery.

Wildlife enthusiasts will enjoy the chance to see various birds and animals in their natural habitat. Bring binoculars for birdwatching or just enjoy the peaceful sounds of nature. The serenity of the area makes it an ideal location for relaxation or meditation.

If you’re planning a family outing, consider a picnic at the designated spots. The open spaces provide plenty of room for games and relaxation. It’s a great way to spend a day together with loved ones.

The Cumberland Narrows is accessible year-round. Each season offers its own charm, from colorful fall foliage to winter’s tranquil snow cover.

Address: 2550 Narrows Road, Cumberland, MD 21502.

2. Explore the C&O Canal National Historical Park

The Chesapeake and Ohio Canal National Historical Park is a treasure trove of history and adventure. Spanning over 184.5 miles, this park follows the historic canal along the Potomac River. It’s perfect for outdoor activities such as hiking, biking, and kayaking.

Along the way, you’ll find visitor centers that offer insights into the canal’s history. The exhibits highlight the engineering feats of the 19th century and the lives of those who worked on the canal. Interpretive programs are often available, making it an educational visit for families.

The towpath trail is popular for walking and biking. It’s flat and easy to navigate, perfect for beginners or those looking for a leisurely stroll. The canal’s serene waters provide picturesque views, especially during sunrise or sunset.

Wildlife is abundant here. Keep an eye out for various birds, turtles, and even deer. The peaceful environment allows for quiet observation and reflection.

The park is an excellent spot for picnics, with several designated areas to relax and enjoy your meal. Pack a lunch and soak in the beauty of nature.

Address: 1850 Dual Highway, Hagerstown, MD 21740.

3. Discover the Allegany Museum

The Allegany Museum is a gem in the heart of Cumberland, Maryland. This museum showcases the rich history and culture of Allegany County. Visitors can explore a variety of exhibits that highlight local stories, artifacts, and the region’s industrial past.

One of the museum’s unique features is its focus on local coal, lumber, and railroad history. You’ll discover how these industries shaped the community and the lives of its residents. The knowledgeable staff often conduct guided tours to enhance the experience.

In addition to historical exhibits, the museum hosts art displays and cultural events throughout the year. These events provide locals and visitors with an opportunity to engage with the arts in a historical context.

The museum also offers family-friendly programs, making it an educational outing for children. Hands-on activities often complement the exhibits, ensuring a fun experience for all ages.

A visit to the Allegany Museum is not just informative, but also inspiring. You leave with a deeper appreciation for the area’s heritage and the work that went into shaping it.

Address: 3 Pershing St, Cumberland, MD 21502.

4. Take a Scenic Ride on the Great Allegheny Passage

The Great Allegheny Passage is a scenic trail connecting Pittsburgh to Cumberland. This beautiful route is perfect for biking, walking, or running. You can enjoy stunning views of rivers, forests, and mountain vistas during your journey.

The trail spans over 150 miles, allowing for various trip lengths. Whether you want a short ride or an extended adventure, there are many options available. Along the route, you’ll find rest areas and charming towns to stop and explore.

As you ride, take a moment to appreciate the historical landmarks along the path. Many sections of the trail feature interpretive signs that tell the stories of the region’s history.

Wildlife is abundant in this area, providing excellent opportunities for birdwatching. You might see deer or other animals while enjoying the serene environment. Remember to bring your camera to capture the beauty of nature.

The Great Allegheny Passage is also suitable for families. It’s a wonderful way to bond while enjoying the great outdoors together.

Address: 13 Canal St, Cumberland, MD 21502.

5. Enjoy a Family Outing at City Park

City Park in Cumberland is a delightful destination for families. This spacious park offers playgrounds, picnic areas, and walking trails. You can spend a whole day enjoying the fresh air and outdoor activities.

The park is well-maintained and features beautiful landscaping. Kids will love the playground equipment designed for various ages. There are also open green spaces perfect for games or just running around.

Bring a picnic and set up at one of the many tables available. Enjoy your lunch while surrounded by nature. On sunny days, the park is bustling with families enjoying the outdoors.

Fishing is another popular activity at City Park. The lakes teem with fish, providing a relaxing experience for anglers. Don’t forget your fishing gear if you want to try your luck!

City Park is also home to several events throughout the year, including outdoor concerts and festivals. Keep an eye on the schedule so you don’t miss out on the fun.

Address: 1900 E Oldtown Rd, Cumberland, MD 21502.

6. Visit the Historic Cumberland Theater

The Historic Cumberland Theater is a cultural treasure in the community. This charming venue showcases a variety of live performances, from plays to concerts. It provides an intimate setting for enjoying the arts.

Built in 1912, the theater’s architecture reflects its historical charm. The beautiful interiors make going to a show a memorable experience. You will feel the rich history as soon as you step inside.

Local talents often take the stage here, providing opportunities for artists to showcase their work. The theater also hosts traveling performances, featuring a diverse array of genres.

Attending a performance at Cumberland Theater can be an excellent outing for families or friends. Check their schedule for upcoming shows and events to plan your visit.

As a bonus, the theater is conveniently located near dining options, allowing you to enjoy a meal before or after the show. Support the local arts and create a memorable evening at this delightful venue.

Address: 101 E Main St, Cumberland, MD 21502.

7. Explore Downtown Cumberland

Downtown Cumberland is a vibrant area filled with charm and character. Here, you can discover local shops, cafes, and unique boutiques. Shopping in this area offers something different from typical retail chains.

As you stroll the streets, take time to explore the various shops. You’ll find handcrafted goods and artisanal products that make for perfect souvenirs or gifts. The friendly shop owners are often happy to share their stories and recommendations.

Dining options abound in downtown Cumberland as well. Whether you seek a café for a quick bite or a restaurant for a leisurely meal, there’s something to satisfy everyone’s palate. Enjoy the local flavors and friendly atmosphere.

Downtown also hosts several events throughout the year. From art walks to holiday celebrations, there’s always something happening. These events often showcase the community’s creativity.

Visiting Downtown Cumberland provides an opportunity to immerse yourself in the local culture. It’s a delightful place to spend an afternoon exploring.

Address: 110 S Centre St, Cumberland, MD 21502.

8. Check Out the Western Maryland Scenic Railroad

The Western Maryland Scenic Railroad is a nostalgic journey through beautiful landscapes. This train ride offers a unique perspective on the area’s natural beauty. As you chug along, you’ll enjoy stunning views of mountains, rivers, and forests.

The scenic excursions often feature themed rides throughout the year. Special events such as murder mysteries or holiday trains make each trip exciting. Check the schedule for upcoming events and book early for popular rides.

Families will find this experience exciting. Kids love the thrill of riding on a train, and adults can appreciate the scenic beauty and history. Bring a camera to capture the picturesque moments.

The trains are operated by friendly staff who enhance the experience. They share interesting stories about the region and its railway history, making the ride both fun and educational.

A trip on the Western Maryland Scenic Railroad is perfect for a family outing or a romantic adventure. Enjoy a delightful day exploring the area’s scenic beauty in an enchanting way.

Address: 13 Canal St, Cumberland, MD 21502.

9. Stop by George Washington’s Headquarters at Fort Cumberland

George Washington’s Headquarters at Fort Cumberland is a historical site of great importance. This area commemorates Washington’s crucial role during the French and Indian War. A visit here is a fantastic way to immerse yourself in American history.

This site features informative plaques and exhibits detailing Washington’s time in the area. You can learn about the challenges faced during this critical period. Guided tours often provide deeper insights into historical events.

The Headquarters itself is surrounded by beautiful scenery, making it a lovely place for a walk. The park-like atmosphere allows for quiet reflection. Historical re-enactments occasionally take place, bringing the past to life.

Families will find this site educational and enjoyable. There are often kid-friendly activities that make learning about history fun. Don’t forget to take a few photos to remember your visit.

Stopping by George Washington’s Headquarters is a meaningful way to connect with the region’s history. Understand the pivotal moments that shaped the nation and appreciate the beauty of the environment.

Address: 215 Washington St, Cumberland, MD 21502.

10. Spend a Day at Kurtz’s Beach

Kurtz’s Beach is a fantastic summer destination for families and friends. This beautiful waterfront area offers plenty of opportunities for swimming, sunbathing, and playing water sports. It’s a great way to cool off on hot summer days.

The beach features soft sand and clear water. Lifeguards are typically on duty, ensuring safety for all guests. Bring your beach towels and sunscreen to maximize your day in the sun.

There are picnic areas available for families wanting to bring lunch. Enjoy delicious meals while surrounded by scenic views of the water. Grilling is often allowed, so consider having a barbecue with friends!

In addition to swimming, the beach offers various activities. You can rent paddle boats, kayaks, or canoes to explore the area further. It’s a fun way to enjoy the water and get some exercise.

Kurtz’s Beach is a lively place during the summer, often filled with laughter and joy. Make lasting memories with loved ones at this beautiful location.

Address: 5550 Kurtz Ave, Baltimore, MD 21206.

11. Visit the Cumberland Farmers Market

The Cumberland Farmers Market is a delightful experience for foodies and families alike. This vibrant market showcases local produce, crafts, and artisanal goods. It’s a great way to support local farmers and artisans while enjoying fresh items.

Every Saturday, vendors set up their stalls, offering a wide variety of fruits, vegetables, baked goods, and crafts. You’ll discover unique products that aren’t available in stores, making for excellent gifts or personal treats.

Visiting the market is more than just shopping; it’s a social experience. Locals gather to enjoy the lively atmosphere and connect with their community. Often, you can meet the farmers and producers behind the goods you purchase.

Don’t forget to try some baked goods or homemade snacks while you browse. The delicious scents surrounding the market are hard to resist, making it a perfect time to indulge.

The Cumberland Farmers Market is a fun and engaging way to spend your Saturday morning. Bring the family and enjoy a day filled with local flavors and community spirit.

Address: 200 S George St, Cumberland, MD 21502.

12. Check Out the Sleepy Hollow Golf Course

Sleepy Hollow Golf Course is a fantastic spot for golf enthusiasts. This picturesque course is known for its well-manicured greens and beautiful landscapes. Whether you’re a seasoned golfer or a beginner, it offers an enjoyable experience.

The layout of the course is challenging yet accommodating. Golfers will appreciate the stunning views while navigating through the 18 holes. The atmosphere is friendly, making it a great place for groups or families.

Sleepy Hollow also hosts events and tournaments, adding to the fun. If you’re new to golf, consider taking lessons from the knowledgeable staff. They are eager to help you improve your game.

The clubhouse offers amenities such as a pro shop and dining options. After a round of golf, unwind and enjoy a refreshing meal or drink while taking in the views.

Visiting Sleepy Hollow Golf Course is not just about the game, but also about enjoying time outdoors with friends and family. It’s a perfect way to spend a sunny day in Cumberland.

Address: 10901 Sleepy Hollow Rd, Cumberland, MD 21502.

13. Take a Hike at Dan’s Mountain State Park

Dan’s Mountain State Park is a hiker’s paradise featuring stunning trails and panoramic views. This park is known for its beautiful landscapes, making it an excellent spot for outdoor adventures. It’s a great place to escape into nature.

The park offers various trails suitable for all skill levels. Choose from easy walks to more challenging hikes. As you trek the trails, you’ll encounter diverse wildlife and an abundance of plant life.

The views from the summits are breathtaking. Don’t forget to bring your camera to capture the spectacular scenery. Many visitors enjoy picnicking in the park, soaking up the sun and tranquility.

In addition to hiking, the park is great for birdwatching. Keep an eye out for various birds while you explore. The peace of nature makes it an ideal location for relaxation.

Visiting Dan’s Mountain State Park provides a fun-filled day for families, friends, or solo adventurers. It’s a wonderful way to enjoy the beauty of the outdoors.

Address: 1000 Dan’s Mountain Rd, Lonaconing, MD 21539.

14. Explore LaVale Plaza

LaVale Plaza is a bustling shopping and dining destination in Cumberland. This shopping center offers a variety of stores to explore and friendly dining options. It’s a great place to spend an afternoon shopping or enjoying a meal.

The variety of shops includes everything from clothing boutiques to specialty stores. You’re sure to find unique items to take home. Don’t forget to check out local shops for one-of-a-kind finds.

Once you’ve shopped, take a break at one of the many restaurants or cafes available. Enjoy everything from casual dining to quick bites. There’s something for every taste and craving.

LaVale Plaza also features seasonal events and sales, providing extra incentive to visit. Keep an eye on announcements for special sales or community events held throughout the year.

Whether you’re looking for the latest fashion trends or a satisfying meal, LaVale Plaza has it all. It’s a go-to spot for locals and visitors alike.

Address: 18803 National Hwy, LaVale, MD 21502.

15. Visit the Maryland Theatre

The Maryland Theatre is an iconic venue for the performing arts in Cumberland. Known for hosting a variety of cultural events, this theater is a must-visit for anyone who appreciates the arts. From concerts to theatrical performances, there’s always something happening.

The intimate setting of the theater allows for a close-up experience with performers. You’ll feel connected to the music and stories being shared. Attending a show here is a memorable experience, whether you’re a fan of music, dance, or drama.

The theater often features local talent as well as touring acts, ensuring a diverse lineup of entertainment. Check the schedule regularly for upcoming performances that may interest you.

Make it a date night or a family outing! The Maryland Theatre encourages everyone to enjoy the arts. It’s a nice change of pace from everyday activities.

Don’t forget to explore the theater’s surroundings before or after your show. There are plenty of dining options nearby for a complete night out.

Address: 21 S George St, Cumberland, MD 21502.

16. Tour the Fort Cumberland Historical Park

Fort Cumberland Historical Park offers a fascinating glimpse into early American military history. This park is dedicated to preserving the site of one of the most significant forts of the French and Indian War. Visitors can explore this historical area while learning about its past.

The park features informative displays and plaques detailing the fort’s history. Guided walking tours are available, providing a deeper understanding of the events that took place here. Knowledgeable guides share stories about the lives of soldiers and local residents during that time.

The park’s beautiful grounds are perfect for a leisurely stroll or a picnic. Enjoy the historical surroundings while you relax and take in the scenery. It’s a peaceful area that transports you back in time.

Families will find this destination both fun and educational. Children can engage in programs designed to teach them about history in an interactive way.

Visiting Fort Cumberland Historical Park is a meaningful experience that brings history to life. It’s a valuable part of the region’s heritage worth exploring.

Address: 10901 Fort Cumberland Rd, Cumberland, MD 21502.

17. Go Fishing or Boating on Lake Habeeb

Lake Habeeb is an outdoor enthusiast’s paradise. Located within Rocky Gap State Park, this beautiful lake offers excellent opportunities for fishing and boating. It’s a serene spot that invites visitors to enjoy nature.

Fishing is a popular activity here, with species like bass and trout making it a prime spot for anglers. Rent a boat or bring your own to explore the tranquil waters. Pack a picnic to enjoy while you take in the beautiful surroundings.

For those who prefer to stay on land, hiking trails surround the lake, providing stunning views and diverse wildlife. Take a leisurely walk or get active with a hike on the park’s trails.

During the summer, the lake is especially vibrant, with families gathering for fishing and fun. Children will enjoy the chance to learn about aquatic life in a hands-on way.

A day at Lake Habeeb combines relaxation and adventure in a beautiful setting. It’s an ideal escape to soak up the sun and enjoy quality time with family and friends.

Address: 12900 Lake Habeeb Rd, Flintstone, MD 21530.

18. Enjoy Bower’s Plant Farm

Bower’s Plant Farm is a unique destination for gardening enthusiasts. This charming nursery offers a wide variety of plants, flowers, and gardening supplies. Whether you’re a novice or an experienced gardener, you’ll find plenty to explore.

The staff at Bower’s are knowledgeable and friendly, always ready to help you select the right plants for your garden. You can also find beautiful decorative items to enhance your outdoor spaces.

During the growing season, the farm hosts events and workshops. These may include planting demonstrations and tips on garden care. It’s a great way to learn more about gardening while having fun.

The ambiance is peaceful and inviting, perfect for a leisurely stroll. Spend time with family as you explore the colorful varieties of flowers and plants.

Visiting Bower’s Plant Farm is an enjoyable experience that can inspire your green thumb. Bring the whole family to discover the beauty of nature and gardening.

Address: 13408 Bowers Road, Frostburg, MD 21532.

19. Visit the Cumberland Art Walk

The Cumberland Art Walk is a delightful way to appreciate local art and culture. This self-guided tour features various art installations and galleries throughout the downtown area. It’s a fun way to spend an afternoon while exploring the creative side of Cumberland.

As you stroll through the streets, you can enjoy diverse styles of art, from paintings to sculptures. Many local artists showcase their work, giving you a chance to meet them and learn about their inspirations.

Public art installations often adorn the sidewalks and buildings, making the walk visually stunning. Take your time to explore different pieces and capture some memorable photos along the way.

For those who love art, visiting the galleries is a must. The exhibitions often change, meaning there’s always something new to see. You might discover your next favorite artist!

The Cumberland Art Walk is more than just an art tour; it’s a celebration of the local community. This experience is perfect for both locals and visitors.

Address: 2 N Liberty St, Cumberland, MD 21502.

20. Participate in Activities at the Cumberland YMCA

The Cumberland YMCA is an excellent place for fitness and community activities. This family-friendly facility offers a variety of programs catering to all ages. Whether you want to swim, work out, or join a group class, the YMCA has something for you.

One of the highlights is the swimming pool, which hosts swimming lessons and recreational swim times. There are also fitness classes that range from yoga to high-intensity interval training. It’s an excellent way to stay active while having fun.

Children can enjoy the youth programs, including sports and enrichment activities. The YMCA offers a positive environment for kids to learn and make friends.

The facility often organizes community events, fostering connections among local residents. Joining the YMCA is a fantastic way to meet people and become involved in the community.

Visiting the Cumberland YMCA is a great way to prioritize your health while enjoying an array of activities. It’s a place where you can grow physically, socially, and emotionally.

Address: 2 N Centre Street, Cumberland, MD 21502.

21. Relax at Canal Place Heritage Area

The Canal Place Heritage Area is a beautiful spot for relaxation and exploration. This area is rich in history and hosts various shops and eateries. It’s a great place to unwind while taking in the historical charm of Cumberland.

Walking along the canal path is a peaceful experience. The area is well-maintained, allowing for leisurely strolls with picturesque views. There are benches and seating areas for visitors to sit and enjoy the atmosphere.

The heritage area encourages local artisans and businesses, so exploring the shops is a must. You might find unique handmade goods and local delicacies to take home.

Canal Place also hosts events and festivals throughout the year. These community gatherings are a fantastic way to enjoy local culture and meet new people.

A visit to Canal Place Heritage Area provides a blend of relaxation, history, and culture. It’s an inviting place to soak in the essence of Cumberland.

Address: 1 Canal St, Cumberland, MD 21502.

22. Experience Local Flavors at Doughboy’s Pizza

Doughboy’s Pizza is a beloved local eatery known for its delicious pies and warm atmosphere. This family-friendly restaurant serves various pizza styles to satisfy everyone’s cravings. It’s a popular spot among locals and visitors alike.

The menu features a wide range of toppings and specialty pizzas, ensuring there’s something for everyone. You can also enjoy pasta, salads, and sandwiches, making it a perfect choice for casual dining.

The inviting atmosphere is great for families. Kids love their flavorful pizzas, and the staff is friendly and accommodating. It’s a place where you can feel at home while enjoying a meal.

Doughboy’s Oak Grove location has a cozy outdoor seating area too. On pleasant days, dining al fresco is a refreshing way to enjoy your food while soaking in the sun.

Visiting Doughboy’s Pizza is not just about the food; it’s about creating memories. Grab a slice or two and enjoy a delicious meal with friends and family.

Address: 171 S Centre St, Cumberland, MD 21502.

23. Visit the Frostburg State University Campus

Frostburg State University is a vibrant campus that offers various cultural events and attractions. Located just a short drive from Cumberland, it’s well worth a visit. The university often hosts art exhibits, performances, and lectures that are open to the public.

Strolling through the campus is a delightful experience. The architecture and landscaping create a charming atmosphere. You’ll appreciate the beautiful views of the surrounding mountains.

The university is also home to a lively student body, adding to the vibrancy of the area. Engage with students and faculty at events, fostering connections and learning opportunities.

Check the university’s calendar for upcoming events that interest you. There’s always something happening on campus, from theatrical performances to art shows.

Visiting Frostburg State University is not just about academics; it’s about celebrating culture and community. Explore this dynamic campus and immerse yourself in the student experience.

Address: 101 Braddock Rd, Frostburg, MD 21532.

Final Thoughts

Cumberland, MD, is a destination rich in history, natural beauty, and community spirit. With its outdoor adventures, cultural experiences, and local flavors, there’s something for everyone to enjoy. You can immerse yourself in nature at parks or experience vibrant community events. If you’re interested in more attractions, consider exploring detailed options for local arts and culture or discovering unique dining experiences. As you explore the various attractions, you’ll create lasting memories with family and friends. The warmth of the community and the richness of the area will draw you back time and again. Whatever your interests, Cumberland welcomes you with open arms.