25 Best & Fun Things To Do In Cumberland Md

Cumberland, Maryland, is a charming city full of fun activities and interesting places to visit. Nestled in the beautiful Appalachian Mountains, it offers a blend of history, outdoor adventures, and cultural experiences. Whether you enjoy hiking, biking, or learning about local history, there’s something for everyone in this vibrant town. Enjoy the stunning views and friendly atmosphere as you venture through its streets.

In this guide, we will be highlighting some of the best things to do in Cumberland. From historical landmarks to parks and museums, you will find plenty of options to keep you entertained. Get ready to plan your exciting visit and make unforgettable memories in this lovely city!

Things To Do In Cumberland Md

1. Bike the Great Allegheny Passage

The Great Allegheny Passage is a vibrant trail that offers stunning views of the Appalachian Mountains. This 150-mile route connects Cumberland, MD, to Pittsburgh, PA. Ideal for biking and hiking, it invites all outdoor enthusiasts.

As you cycle along the path, enjoy the lush greenery and charming riverside vistas. The trail features various terrains, making it suitable for riders of all skill levels. You can stop at historical sites or simply relax and take in the beauty of nature.

Along the way, numerous trailheads offer convenient access points and parking. Many visitors bring picnics to enjoy in designated rest areas. This makes it perfect for a family day out or a solo adventure.

Moreover, the trail connects to other notable paths, expanding your exploration opportunities. You might even spot wildlife, adding excitement to your journey. The Great Allegheny Passage promises a memorable experience for everyone.

Get ready to embrace nature and pedal your way through scenic landscapes in Maryland. It’s an adventure you shouldn’t miss!

Address: Great Allegheny Passage, Cumberland, MD 21502.

2. Explore the C&O Canal – Paw Paw Tunnel

The Paw Paw Tunnel is a breathtaking part of the C&O Canal National Historical Park. This magnificent structure stretches over 3,118 feet and was built to allow boats to bypass the challenging Paw Paw Bends. Walking or biking through the tunnel is an unforgettable experience.

As you enter the tunnel, you’ll be met with cool air and a sense of adventure. The path is lined with historic features, so take your time to explore the surroundings. The scenic views of the Potomac River are simply stunning.

Whether you are an avid hiker or a casual walker, the journey through the tunnel is unique and beautiful. Don’t forget to bring a flashlight, as parts of the tunnel may be dark. The sights and sounds of nature will accompany you as you traverse this historic passage.

After exploring the tunnel, consider enjoying a picnic nearby. There are several spots along the trail perfect for relaxing and taking in the natural beauty. It’s a wonderful way to spend a day outdoors.

Address: Paw Paw Tunnel, C&O Canal NHP, MD 21750.

3. Ride the Western Maryland Scenic Railroad

Step aboard the Western Maryland Scenic Railroad for an unforgettable train ride. This historic railway takes you from Cumberland to Frostburg, showcasing the breathtaking countryside. Embark on a journey reminiscent of the golden age of rail travel.

The train features vintage cars that evoke nostalgia and charm. As you settle in, prepare to marvel at the picturesque views outside your window. The ride offers glimpses of lush forests, rolling hills, and unique landscapes.

Factor in the seasonal scenery, as each trip provides its own beauty. In fall, enjoy vibrant foliage, while spring showcases blooming flowers. The onboard commentary shares fascinating historical tidbits that enhance the experience.

Consider planning a themed ride, such as the Dinner Train. Enjoy a delicious meal served as you glide through the stunning scenery. It’s a delightful way to make the experience even more special.

Whether you’re a train aficionado or just looking for a fun outing, the Western Maryland Scenic Railroad is a fantastic choice.

Address: 13 Canal St, Cumberland, MD 21502.

4. Visit Rocky Gap State Park

Rocky Gap State Park is a natural gem in Maryland, perfect for outdoor enthusiasts. Spanning over 3,000 acres, it offers a variety of activities year-round. From hiking and fishing to camping and swimming, there’s something for everyone.

Explore the extensive trail system that provides options for both casual walkers and experienced hikers. The views from the trails are mesmerizing, showcasing the beauty of the surrounding mountains and Lake Habeeb. Pack a picnic to enjoy amidst nature’s splendor.

In summer, don’t miss the chance to relax on the sandy beach by the lake. Here, you can swim or even rent kayaks or paddleboards for some water fun. The park’s facilities, including picnic areas and playgrounds, make it a great family destination.

Camping is another fantastic way to experience Rocky Gap. Settle in for the night under a starlit sky and immerse yourself in the sounds of nature. Wildlife sightings add excitement to your stay.

Rocky Gap State Park is a beautiful place to recharge and reconnect with the great outdoors.

Address: 12500 Pleasant Valley Rd NE, Flintstone, MD 21530.

5. Scenic Views from Sideling Hill Overlook

The Sideling Hill Overlook is a must-visit spot for breathtaking views of the Appalachian Mountains. Just a short drive from Cumberland, this scenic viewpoint offers a fantastic opportunity to experience the beauty of Maryland’s landscape.

As you ascend to the overlook, prepare to be amazed by the sweeping vistas. The viewing platform faces the majestic mountains and rolling hills, perfect for photography enthusiasts. Bring your camera to capture these postcard-worthy moments.

This overlook is also an excellent place for a picnic. Enjoy your meal while soaking in the stunning scenery and fresh mountain air. Don’t forget to check the weather before you visit for the best visibility.

There are informational signs that tell you about the geological features of the area. You might learn something new during your visit! It’s not just a pretty view—it’s a chance to explore the wonders of nature.

The Sideling Hill Overlook guarantees a memorable experience and is a great stop for anyone traveling through the region.

Address: 17401 Sideling Hill Overlook, Flintstone, MD 21530.

6. Admire Emmanuel Episcopal Church

Emmanuel Episcopal Church in Cumberland is a beautiful example of Gothic Revival architecture. Built in the 19th century, the church features stunning stained glass windows and intricate stonework. Visitors are welcome to admire the artistry and history of this magnificent building.

As you step inside, you’ll be greeted by a peaceful atmosphere. The interior is adorned with beautiful woodwork and elegant details. Take your time to explore the sanctuary, and don’t forget to look up at the vaulted ceilings.

The stained glass windows, crafted by Louis Comfort Tiffany, are a highlight of the church. Each window tells a story and adds a rainbow of colors to the interior. They create a peaceful ambiance that captivates all who enter.

If you’re interested in history, ask about guided tours. Knowledgeable staff can share insights into the church’s past and its significance to the local community. Special events and services often provide an opportunity to experience its vibrant community.

Emmanuel Episcopal Church offers a moment of reflection and appreciation for architecture and art in the heart of Cumberland.

Address: 16 Washington St, Cumberland, MD 21502.

7. Learn at the Allegany Museum

The Allegany Museum is a treasure trove of local history, offering insight into the rich heritage of the Cumberland area. Housed in a historic building, the museum features exhibits that showcase the cultural and industrial past of Allegany County.

As you enter, explore a variety of displays that cover everything from the railroad era to the famous mining history. Interactive exhibits make learning fun and engaging for visitors of all ages. It’s a great place for families.

Artifacts on display reflect life in the area from the 19th century to today. You can see everything from tools and clothing to photographs that tell the story of Cumberland’s growth and development. These personal touches connect visitors with the past.

Don’t miss the chance to participate in special events! The museum often hosts lectures, workshops, and family days that invite the community to engage with history. Check their calendar for upcoming activities.

The Allegany Museum is not only educational but also a fun experience that fosters appreciation for local culture and history.

Address: 3 Pershing St, Cumberland, MD 21502.

8. Stroll through Downtown Cumberland

Downtown Cumberland is a vibrant area filled with charm and character. The revitalized Arts & Entertainment District features unique boutique shops, local cafes, and art galleries. A stroll through downtown is both relaxing and inspiring.

As you wander the streets, soak up the historic architecture that adds to the area’s appeal. You’ll find colorful murals and sculptures that showcase local artists’ talents. Make sure to stop by popular shops that offer handmade crafts and local goods.

Cafes and restaurants line the streets, offering delicious food and drinks. Whether it’s a quick coffee or a sit-down meal, there’s something for everyone. Enjoy outdoor seating when the weather permits, adding to the experience.

Downtown also hosts regular events, such as First Fridays and art walks, which bring community members together. Discover local talents through live music and performances during these events. You’ll feel the energy of the community as you enjoy the festivities.

Visiting downtown Cumberland is an excellent way to experience the local culture and support small businesses.

Address: Downtown Cumberland, MD 21502.

9. Take a Historic Walking Tour

A historic walking tour in Cumberland is a delightful way to explore the city’s rich past. The tour showcases 32 notable sites, including homes, buildings, and landmarks that tell the story of Cumberland’s evolution. You can choose to join a guided group or explore on your own with a map.

As you stroll through the streets, you’ll encounter beautiful architecture from various periods, reflecting the city’s diverse history. Knowledgeable guides on the tours share fascinating anecdotes and historical facts that bring the sites to life.

Some highlighted locations include the Gordon-Roberts House and the historic courthouse, each with its own unique story. Don’t rush; take your time to appreciate the details and learn more about the individuals who shaped the community.

Feel free to stop by local shops or cafes during your tour to take a break and enjoy refreshments. This adds to the experience and supports local businesses. Remember to wear comfortable shoes!

Whether you’re a history buff or just looking for a pleasant outing, the historic walking tour of Cumberland offers enjoyment and discovery.

Address: Historic Cumberland, MD 21502.

10. Enjoy the Great Appalachian Outdoors

The Great Appalachian Outdoors beckons to adventurers looking to explore nature. With its vast array of parks and trails, this gem is perfect for outdoor activities. Whether you enjoy fishing, hiking, or wildlife watching, the region has much to offer.

Numerous trails wind through the landscape, providing everything from easy walks to challenging hikes. Many trails offer sweeping views of the mountains and valleys, making for an invigorating experience. Pack your gear and enjoy a day in the fresh air.

Fishing enthusiasts can visit local rivers and lakes to cast their lines. Many spots are known for excellent fishing opportunities. Grab your rod and enjoy a peaceful day on the water.

If you love birdwatching, keep your binoculars handy! The area is home to various bird species, making it a delightful spot for bird lovers. You might catch a glimpse of eagles soaring overhead or a melody of songbirds.

Exploring the Great Appalachian Outdoors guarantees an adventurous day filled with fun and serenity in nature.

Address: Appalachian Mountains Region, MD.

11. Relax at the Canal Place Heritage Area

The Canal Place Heritage Area is a unique locale combining history and nature. Situated along the Chesapeake and Ohio Canal, it showcases the interconnection of waterway and railroad history. Strolling through this area is a peaceful experience that highlights the significance of these transportation routes.

Visitors can explore interpretive exhibits that explain the canal’s history and its impact on the region’s development. Enjoy the scenic backdrop of the river while learning about the past. This area makes for a lovely spot to relax and take in the beauty around you.

With green spaces and seating areas, it’s a perfect place for a picnic. Bring your lunch and enjoy it while overlooking the canal. The sound of gentle water can add a sense of tranquility to your meal.

In addition to its historical charm, the Canal Place area hosts local events. Keep an eye out for festivals and markets that showcase local art, crafts, and food. It’s a great way to engage with the community.

The Canal Place Heritage Area invites visitors to unwind and connect with the rich history of Cumberland.

Address: 13 Canal St, Cumberland, MD 21502.

12. Visit the Fort Cumberland Historical Marker

The Fort Cumberland Historical Marker is a significant site reflecting the region’s military past. Located in a prominent spot, it commemorates the original fort built during the French and Indian War. The fort played a crucial role in the early history of the area.

As you visit, take a moment to read about its historical context. Informative plaques detail the strategic importance of Fort Cumberland and its impact on the conflict. The views from the site offer a glimpse into the terrain that was vital during battles.

Walking around the area allows you to appreciate the fort’s original boundaries. While much of the structure no longer stands, the markers provide insight into its operations and significance.

It’s a wonderful opportunity for history buffs and anyone interested in the military heritage of the region. Learn about the lives of soldiers and the community during that era.

Visiting the Fort Cumberland Historical Marker enriches your understanding of local history and its important role in shaping the region.

Address: Fort Cumberland, Cumberland, MD 21502.

13. Check out the Savage River State Forest

The Savage River State Forest is an idyllic retreat for nature lovers. Spanning over 54,000 acres, it provides ample space for outdoor activities like hiking, biking, and fishing. Experience the beauty of Maryland’s wilderness as you explore its diverse landscapes.

The extensive network of trails accommodates all skill levels. Whether you seek a leisurely stroll or a challenging hike, there’s a path for you. Many trails lead to breathtaking overlooks, offering stunning views of the river and surrounding mountains.

Fishing enthusiasts can enjoy the Savage River, known for its clear waters and abundant fish species. Bring your gear and spend a peaceful day by the water, soaking in the serene environment.

Campsites within the forest provide an opportunity for an overnight adventure. Gather around a campfire under the stars and share stories with friends and family. The sounds of the forest create a calming atmosphere ideal for relaxation.

Visiting Savage River State Forest promises a refreshing escape into the great outdoors.

Address: 10 Savage River Rd, Frostburg, MD 21532.

14. Take in the sights at Constitution Park

Constitution Park is a lovely urban park perfect for relaxation and recreation. Situated in the heart of Cumberland, it offers various amenities for visitors. Enjoy the spacious picnic areas, walking trails, and historical monuments scattered throughout the park.

The park’s beautiful landscaping enhances its appeal, making it a popular spot for families and individuals alike. Take a leisurely stroll along the paths to soak in the natural surroundings. It’s an excellent place to unwind from daily stresses.

Children can enjoy the playground, where they can play and interact with other kids. Bring a ball or frisbee and participate in some fun outdoor activities. The park provides ample space for picnics, making it an ideal location for family gatherings.

In the warmer months, you might catch community events and concerts held in the park. Be sure to check the local schedule to participate in these exciting happenings.

Constitution Park is a perfect blend of nature and community, ensuring an enjoyable experience for all visitors.

Address: 100 S Johnson St, Cumberland, MD 21502.

15. Explore George Washington’s Headquarters

George Washington’s Headquarters is a significant historical site that provides insight into the early days of America. This landmark is associated with Washington’s military activities during the French and Indian War. Visiting this site offers a glimpse into the life of one of the nation’s founding fathers.

You can explore the area and learn about the strategic decisions made here. Interpretive signs tell the story of Washington’s time in Cumberland and the challenges faced during that period. It’s a fantastic place for anyone interested in American history.

The location also boasts beautiful views of the surrounding landscapes, making it a pleasant spot to reflect on historical events. Grab a seat on a bench and absorb the atmosphere while considering the past.

Guided tours are available for those wanting a more in-depth understanding of the site. Knowledgeable guides share fascinating anecdotes that bring history to life.

Visiting George Washington’s Headquarters is both educational and inspiring, making it a must-see for history enthusiasts.

Address: 210 N Mechanic St, Cumberland, MD 21502.

16. Visit the Cumberland Visitor Center

The Cumberland Visitor Center is your go-to spot for information on local attractions and activities. Friendly staff are available to answer questions and provide maps and brochures, ensuring you make the most of your visit. Stop by at the beginning of your trip!

Inside the center, discover exhibits that showcase Cumberland’s history and culture. The displays give an overview of the region’s significance, highlighting places you should not miss. Take your time to learn more about the area before setting out on your adventure.

The visitor center also offers souvenirs and local products, making it a great place to find a special memento of your trip. Each item reflects the spirit of the community, and purchasing them supports local artisans and businesses.

Before heading out, don’t forget to ask about current events and festivals happening in the area. There are often exciting activities that can enhance your visit.

The Cumberland Visitor Center is a welcoming hub that ensures an unforgettable experience in this charming town.

Address: 13 Canal St, Cumberland, MD 21502.

17. Discover the Cumberland Historic Cemetery

The Cumberland Historic Cemetery is a peaceful and intriguing place to explore local history. Established in the early 1800s, it is the final resting place for many notable figures from the area. Walking through the cemetery allows visitors to appreciate its historical significance.

Stroll along the paths and discover interesting gravestones featuring beautiful artwork and inscriptions. Some markers date back to the founding days of Cumberland. Take your time to read the names and stories behind them, creating a timeless connection with the past.

The landscaping adds to the cemetery’s charm, with carefully maintained grounds that provide a serene atmosphere. You might spot wildlife, such as birds and squirrels, enhancing your time spent in this hidden gem.

Guided tours often take place, where knowledgeable hosts share stories of the individuals buried there. This personal touch gives life to the history and provides context about their contributions to the community.

Visit the Cumberland Historic Cemetery for a reflective journey through time and an appreciation for those who came before.

Address: 202 Greenwood Ave, Cumberland, MD 21502.

18. Participate in a local arts event

Cumberland’s Arts & Entertainment District hosts a variety of local arts events throughout the year. From art shows to live performances, there’s always something exciting to experience. Checking the local calendar will help you find events that fit your interests.

Explore galleries showcasing works by local artists. These displays often feature everything from paintings to sculptures, each telling a unique story. Many events encourage interaction, allowing visitors to engage with artists directly and learn about their creative processes.

Live performances offer diverse entertainment, including music, theater, and dance. Enjoy a wonderful night out while supporting local talent. Many venues are intimate, creating a cozy atmosphere where you can appreciate the artistry up close.

Participating in arts events contributes to the community’s vibrant culture. Whether you attend a festival, workshop, or exhibit, you get to immerse yourself in the creative spirit of Cumberland.

The local arts scene promises inspiring experiences and memorable nights that stay with you long after the event is over.

Address: Arts & Entertainment District, Cumberland, MD 21502.

19. Enjoy a meal at the Dinner Train

Dining on the Western Maryland Scenic Railroad’s Dinner Train is a unique experience that marries excellent cuisine with breathtaking scenery. This special train ride offers guests a delightful dining experience while traveling through the picturesque Appalachian landscape.

As you embark on the journey, you’ll be served a multi-course meal prepared by talented chefs. Each dish is thoughtfully crafted using fresh, local ingredients, providing a tasty travel treat. Enjoy the meal while seated in beautifully restored vintage rail cars, ensuring a charming atmosphere.

The train glides through rolling hills, lush forests, and stunning vistas. Enjoying your meal alongside the lovely views creates a magical setting that enhances your dining experience. Don’t forget to bring your camera to capture the picturesque scenery!

Reservations are typically required, so be sure to plan ahead for this popular dining option. Various themed dinners throughout the year offer additional opportunities to experience this culinary adventure.

The Dinner Train provides a memorable way to enjoy fine dining while exploring the beauty of Maryland’s landscape.

Address: 13 Canal St, Cumberland, MD 21502.

20. Take a scenic drive on the National Road

The National Road, known as the first federally funded highway, offers a picturesque scenic drive through Maryland. This historic byway stretches from Baltimore to Vandalia, providing travelers with stunning views and rich heritage. Driving along this road is like stepping back in time.

You’ll encounter charming small towns, quaint shops, and historical landmarks as you travel. It’s a delightful opportunity to explore the culture and history of the regions along the route. Pull over in various spots to stretch your legs and appreciate the scenery fully.

The road meanders through beautiful landscapes, showcasing rolling hills, valleys, and rivers. Each season presents its own charm, making it a great drive year-round. Don’t forget to bring your camera to capture scenic vistas and memorable sights!

Pause at notable sites such as old inns and historic markers, learning about their significance along the way. These stops enhance the journey by providing deeper insights into the National Road’s importance.

Taking a scenic drive on the National Road promises an enjoyable outing filled with beauty and discovery of Maryland’s history.

Address: National Road, MD.

21. Visit the Braddock Run

Braddock Run is a beautiful outdoor area that invites visitors to relax and enjoy nature. Located near downtown Cumberland, it provides a serene escape from the bustle of urban life. The area offers various activities, including hiking and nature watching.

As you explore Braddock Run, you can follow the trails that wind along the water. The scenic paths provide ample opportunities to appreciate the beauty of the surrounding environment. Bring your binoculars for birdwatching, as you may spot various species inhabiting the area.

The lush greenery and gentle sound of flowing water create an atmosphere of peace and tranquility. It’s an excellent location to unwind, enjoy a picnic, or take a leisurely stroll. The areas are well-maintained, making it an inviting place for families and individuals alike.

Consider bringing your camera to capture the stunning landscapes. The flora and fauna along Braddock Run are perfect subjects for photography enthusiasts. It’s also a great spot for nature lovers to experience the local ecosystem.

Braddock Run is a hidden gem that promises a refreshing outdoor experience right in Cumberland.

Address: Braddock Run, Cumberland, MD 21502.

22. Tour the historic homes of Cumberland

Cumberland is home to several historic homes that showcase its rich architectural history. Touring these lovely residences gives visitors a peek into the lives of those who shaped the community over the centuries. Each house tells a unique story through architecture and preserved artifacts.

Notable homes include the Gordon-Roberts House, known for its stunning 19th-century craftsmanship. Walking through these spaces enables you to appreciate period furnishings and decorations. Guides often provide fascinating details about the history of each house.

Some homes offer themed tours, adding an extra layer of enjoyment for visitors. Learn about architectural styles and influences that define these historic residences. Special events often take place in some homes, showcasing historical reenactments or holiday displays.

The tours combine education with fun, making it a great family activity. Walk through halls where history was made and get a feel for life in past eras.

Exploring the historic homes of Cumberland is a delightful journey through time, allowing you to connect with the area’s heritage.

Address: Historic Homes District, Cumberland, MD 21502.

23. Enjoy seasonal festivals and events

Cumberland hosts a variety of seasonal festivals and community events throughout the year. From music festivals to holiday celebrations, there’s always something exciting happening in the city. Participating in these events offers a chance to connect with locals and experience community spirit.

Spring and summer bring vibrant festivals that celebrate arts and culture. Be sure to check for events featuring local musicians, artists, and vendors. It’s a fantastic way to support local talent while enjoying great food and entertainment.

Fall brings harvest festivals, complete with local produce and crafts. Visitors can enjoy hayrides, corn mazes, and family-friendly activities, making it an enjoyable outing for everyone. Winter brings festive holiday events that fill the downtown area with cheer.

Make sure to check the local calendar to find events during your visit. There’s often live music, tasty food, and craft vendors that make each festival unique and memorable.

Attending seasonal festivals and events in Cumberland is an excellent way to embrace the community and create lasting memories.

Address: Various locations in Cumberland, MD 21502.

24. Check out the Artisan’s Mercantile

The Artisan’s Mercantile is a charming shop that showcases local crafts and handmade goods. Visiting this store is a delightful way to support local artisans while discovering unique treasures. Whether you’re looking for gifts or something special for yourself, you’ll find plenty of options.

Browse through beautifully crafted items, including pottery, jewelry, and textiles. Each piece reflects the talent and creativity of Cumberland’s artisans. Take your time to explore the variety of offerings and appreciate the craftsmanship involved.

The store often features items that celebrate both traditional and contemporary styles. You may even have the opportunity to meet some of the artisans during special events or workshops held at the Mercantile.

Shopping at the Artisan’s Mercantile not only allows you to find unique items but also helps support the local economy. It’s a lovely way to take a piece of Cumberland home with you!

Visiting this shop promises enjoyable shopping while celebrating the artistry of the community.

Address: 575 N Centre St, Cumberland, MD 21502.

25. Relax at the scenic overlook near the Potomac River

The scenic overlook near the Potomac River provides a perfect spot for relaxation and breathtaking views. This beautiful location is ideal for picnics, photography, or simply unwinding while surrounded by nature’s beauty. The overlook is easily accessible and welcomes visitors throughout the year.

As you arrive, take a moment to appreciate the stunning vistas of the river and its banks. The tranquil environment offers an excellent opportunity for birdwatching or wildlife spotting. Bring your binoculars to catch glimpses of various species that inhabit the area.

Designated seating areas provide a comfortable place to enjoy your surroundings. Whether you’re alone with a good book or with family and friends, it’s a lovely place to spend a day outdoors. The sounds of the river create a soothing backdrop for relaxation.

Consider packing a picnic to make the most of your visit. Dining by the river while soaking up the natural beauty creates an unforgettable experience. Don’t forget your camera; the views are picture-perfect!

The scenic overlook near the Potomac River is a peaceful haven that embodies relaxation and connection with nature.

Address: Overlook near Potomac River, Cumberland, MD 21502.

Final Thoughts

Cumberland, MD, is a city rich in history and natural beauty. From exploring scenic trails to enjoying the vibrant arts scene, there’s something for everyone. Each activity offers a unique perspective of this charming town.

Whether you’re biking the Great Allegheny Passage or relaxing at a local overlook, your time in Cumberland will be rewarding. The community spirit and engaging events enhance every visit. You’ll surely leave with fond memories and a desire to return.

If you’re interested in further exploring Maryland, check out the places to visit in Maryland and don’t miss the unique offerings of things to do in Solomons, MD.