25 Best & Fun Things To Do In Cumberland (MD)

Cumberland, Maryland, is a historic town nestled in the Appalachian Mountains, offering a blend of outdoor adventure and rich cultural heritage. Located along the Potomac River, the town is a gateway to the scenic C&O Canal National Historical Park and the Great Allegheny Passage, both popular for hiking and cycling. Cumberland’s downtown area is filled with Victorian-era buildings, antique shops, and cozy restaurants.

The town is also home to several museums, including the Western Maryland Railway Station, which highlights the region’s history of transportation and trade. With its natural beauty and historic charm, Cumberland offers a peaceful escape for those looking to explore both nature and history.

Looking for what to do here? Check out the best and fun things to do when you visit.

Things To Do In Cumberland, MD

1. Explore the C&O Canal National Historical Park

C&O Canal National Historical Park Cumberland, MD
Credits:Bonnachoven [CC BY-SA 4.0], Wikimedia Commons
C&O Canal National Historical Park Cumberland, MD
The C&O Canal National Historical Park is a treasure for any outdoor enthusiast. Stretching over 184.5 miles from Washington, D.C. to Cumberland, Maryland, the park offers stunning views and rich history. You can walk, bike, or ride horseback along the scenic towpath, which follows the Potomac River.

This area is perfect for observing wildlife and enjoying nature. The park features several historical locks and remnants of the canal, giving visitors a glimpse into its past. You can also enjoy small picnic areas along the trail, perfect for a midday break.

Feel free to explore interpretive exhibits and visitor centers that explain the significance of the canal and its influence on transportation and commerce. In addition, keep an eye out for events, guided tours, and educational programs offered throughout the year.

Unique sites, like the Great Falls, are just a short trek away. It’s an experience that brings history and nature together in one breathtaking location.

The park is free to enter and explore, making it an ideal spot for both residents and visitors.

Address: 100 W. Potomac St., Williamsport, MD 21795.

Also Check Out Things To Do in Harford County and  Things To Do in Elkton

2. Visit the Allegany Museum for local history

The Allegany Museum is a perfect stop for history lovers. This museum focuses on the rich local history of Allegany County. Inside, you’ll find fascinating exhibits on mining, transportation, and the area’s diverse cultures and peoples. The museum showcases artifacts that tell the story of the people who shaped the region.

Learn about the growth of Cumberland and how it became a significant hub for transportation during the 19th century. The museum hosts rotating exhibits throughout the year. These often highlight different aspects of local history and culture. Don’t miss their engaging programs and events, which are suitable for all ages.

You can also find historical photographs and personal stories from residents that help bring the past to life. The friendly staff is always ready to provide insights and answer questions about the exhibits.

Visiting the Allegany Museum is not only educational but also a great way to support local culture and history. It’s a must-visit while in Cumberland!

Address: 3 Pershing St, Cumberland, MD 21502.

3. Walk the scenic Great Allegany Passage Trail

The Great Allegany Passage Trail is a dream destination for outdoor enthusiasts. This stunning trail spans 132 miles and connects Cumberland with Pittsburgh. The well-maintained path is perfect for biking, walking, and running, providing a peaceful escape into nature.

Along the way, you’ll encounter picturesque landscapes, historic towns, and the gentle flow of streams. Scenic overlooks offer breathtaking views, making it a photographer’s delight. The trail is also rich in wildlife, so keep an eye out for local birds and other creatures.

Whether you want a casual stroll or a vigorous bike ride, the trail has options for everyone. Many access points allow you to join the trail at different locations, making it easy to plan your adventure. There are also amenities available, including restrooms and picnic areas.

This trail makes for a wonderful day out with family, friends, or solo. It’s a great way to stay active while exploring the beauty of western Maryland.

Address: 15 Canal St, Cumberland, MD 21502.

4. Check out the George Washington’s Headquarters

George Washington’s Headquarters is a vital piece of American history located in Cumberland, Maryland. This historic site served as Washington’s headquarters during the French and Indian War. Today, visitors can explore the well-preserved buildings and learn about the strategic decisions made here.

Guided tours take you through the facility, revealing details of Washington’s life and his time in this region. You’ll hear stories about the military tactics used during the war and gain insights into the challenges he faced. The exhibits and artifacts provide a vivid picture of life during colonial times.

The surrounding property is perfect for a leisurely stroll. The scenic views of the Potomac River will transport you back in time. Events and reenactments throughout the year bring history to life, making your visit even more engaging.

Visiting George Washington’s Headquarters is a fantastic educational experience. It’s a chance to connect with America’s past right in the heart of Cumberland.

Address: 135 E. Main St, Cumberland, MD 21502.

5. Enjoy a show at the Avalon Theatre

The Avalon Theatre is a gem of Cumberland, offering a variety of performances and events all year round. This historic venue is known for its beautifully restored interior and vibrant atmosphere. From concerts to plays, the Avalon Theatre provides something for everyone.

The theatre hosts local and national acts, showcasing talent from music to drama. With its excellent acoustics and comfortable seating, every show feels intimate and engaging. Keep an eye on their schedule for seasonal events and special performances that highlight the local creative community.

Concessions are available for snacks and beverages, adding to the experience. Don’t forget to explore the adjoining art gallery, which features local artwork and photography.

Attending a show at the Avalon Theatre is a delightful night out whether you’re a local or just visiting. It’s a perfect way to immerse yourself in the Cumberland culture.

Address: 134 E. Main St, Cumberland, MD 21502.

6. Have fun at the Rocky Gap State Park

Rocky Gap State Park is an outdoor paradise located just outside Cumberland. The park features breathtaking landscapes, hiking trails, and a scenic lake for fishing and boating. It’s a perfect spot for a family day in nature.

The park’s large picnic areas with tables and grills make it easy to enjoy a meal outdoors. Hiking enthusiasts will appreciate the diverse trails, ranging from easy walks to challenging hikes leading to stunning vistas. Wildlife abounds, creating wonderful opportunities for birdwatching and photography.

Don’t miss the sandy beach area by the lake, perfect for swimming during those hot summer months. The park also features a golf course for those looking to hit the greens.

Whether you enjoy hiking, fishing, or just a peaceful day outdoors, Rocky Gap State Park is a fantastic destination. It’s an ideal place to unwind and connect with nature.

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

7. Discover the historic sites at the Cumberland Historic District

The Cumberland Historic District is an area rich in heritage and charming architecture. A stroll through this district will take you back in time, showcasing beautifully preserved buildings that reflect the city’s past. Many structures are listed on the National Register of Historic Places.

As you wander the streets, take in the diverse architectural styles, from Victorian mansions to classic storefronts. There are guided tours available that offer in-depth insights into the history of the area and its significance to Maryland.

Don’t forget to pop into local shops and cafes, where you can find unique items and delicious bites. Several historical markers provide additional context and anecdotes about the city’s evolution.

Exploring the Cumberland Historic District is a delightful way to appreciate the city’s heritage and character. It’s a wonderful blend of history, culture, and local charm.

Address: Cumberland Historic District, Cumberland, MD 21502.

8. Visit the Western Maryland Railway Station

The Western Maryland Railway Station is a beautiful historic train station that now serves as a visitor center and museum. Originally built in 1913, this stunning structure showcases the importance of railroads in the city’s development.

When you visit, you can explore exhibits that highlight the history of the Western Maryland Railway. Photographs, artifacts, and memorabilia bring the past alive, telling the story of train travel in the region. The station is a fine example of Romanesque architecture, and its design is a joy to admire.

Don’t forget to check their schedule for events, including seasonal celebrations and community gatherings. The gardens surrounding the station are lovely for a short stroll, providing a picturesque backdrop.

This unique attraction combines history and culture, making it a must-see while you’re in Cumberland.

Address: 300 W. Harrison St, Cumberland, MD 21502.

9. Stroll through the beautiful Constitution Park

Constitution Park is a serene oasis in the heart of Cumberland. This beautifully landscaped park features walking trails, picnic areas, and playgrounds, making it a perfect spot for families and individuals alike. The park is ideal for a leisurely stroll or an afternoon of relaxation in nature.

Take advantage of the scenic ponds and fountains that dot the landscape, providing delightful spots to unwind. The peaceful atmosphere is great for reading a book, having a picnic, or simply enjoying the outdoors.

Seasonal events are held here, such as community gatherings and festivals, enhancing the local culture. Constitution Park is a lovely place to take a break from exploring the city and connect with nature.

Visitors are sure to leave refreshed and with a smile after their time spent in this charming park.

Address: Constitution Park, Cumberland, MD 21502.

10. Check out local art at the Criel M. C. Art Gallery

The Criel M. C. Art Gallery is a vibrant space that showcases the work of local and regional artists. The gallery features a rotating collection of artwork, including paintings, sculptures, and mixed media. It provides an excellent opportunity to appreciate and support local talent.

Visitors to the gallery can enjoy exhibits that often change, ensuring there is always something new to discover. The gallery hosts events such as artist talks, workshops, and art openings that foster community involvement and creativity. It’s a fantastic place to engage with art and learn about the artists behind the work.

The accessible location makes it easy to pop in during your visit to downtown Cumberland. Enjoy the welcoming atmosphere as you explore various artistic expressions and styles.

A visit to the Criel M. C. Art Gallery is a delightful way to connect with the local arts scene while enjoying beautiful artwork.

Address: 213 N. Centre St, Cumberland, MD 21502.

11. Experience the local flavors at a farmer’s market

Visiting a local farmer’s market is a fantastic way to taste the best of Cumberland’s seasonal produce and homemade goods. The farmers’ market operates year-round, offering a wide variety of fresh fruits, vegetables, meats, baked goods, and artisanal products. Meeting local vendors adds a personal touch to your shopping experience.

The vibrant atmosphere makes it a lively place to wander through and discover what local farmers and artisans have to offer. Taste samples, ask questions, and learn about the products from those who grow and make them. Local events may sometimes provide live music, making your visit even more enjoyable.

Shopping at the farmer’s market not only supports local businesses but also encourages sustainable practices. It’s an excellent opportunity to gather fresh ingredients for a home-cooked meal or pick up unique gifts for friends and family.

Connecting with the community and enjoying fresh, flavorful food makes the farmer’s market a must-visit destination in Cumberland.

Address: 1 N. Liberty St, Cumberland, MD 21502.

12. Visit the Folk Festival if you’re in town in August

The annual Folk Festival is a highlight for residents and visitors alike. Held every August, this vibrant event showcases the rich cultural heritage of the area. Experience live music, dance performances, and art displays from talented local artists.

The festival promotes community engagement and celebrates the traditional arts and crafts that contribute to Cumberland’s unique identity. Festival-goers can enjoy food vendors offering various cuisines, adding even more flavor to the experience.

Participate in workshops and demonstrations to learn about various folk crafts and arts. It’s a wonderful opportunity to immerse yourself in the local culture while meeting friendly faces from the community.

The Folk Festival is not just an event, but a celebration of togetherness and creativity. If you’re in town during this time, make sure to stop by for an unforgettable experience.

Address: Downtown Cumberland, MD 21502.

13. Enjoy fishing and boating at Dan’s Mountain State Park

Dan’s Mountain State Park is a hidden gem for outdoor activities in western Maryland. The park is perfect for fishing, boating, or simply enjoying nature. The serene lake is stocked with fish, making it a popular spot for anglers to cast their lines and catch their dinner.

With opportunities for picnicking and hiking, it’s an excellent destination for a full day of outdoor fun. The park has well-maintained trails that lead to stunning vistas over the surrounding countryside. Wildlife enthusiasts will appreciate the chance to spot various birds and other animals.

Canoeing and kayaking are also welcoming activities here, enabling visitors to explore the calm waters at their own pace. Renting equipment is easy, making it accessible for everyone, from experienced paddlers to beginners. To top off the experience, twilight hours offer beautiful sunset views that reflect off the lake’s surface.

Dan’s Mountain State Park provides a perfect escape for families, groups, or individuals seeking adventure and tranquility.

Address: 31 Dan’s Mt. Rd, Lonaconing, MD 21539.

14. Go on a scenic drive on the Mountain Maryland Scenic Byway

The Mountain Maryland Scenic Byway is a must-see for anyone visiting the area. This beautiful drive showcases the stunning landscapes and scenic views that western Maryland has to offer. The byway winds through lush forests, rolling hills, and charming small towns.

As you drive, you’ll find plenty of opportunities to stop and take photos of breathtaking vistas and quaint spots that catch your eye. Scenic overlooks provide breathtaking backdrops for future memories.

The byway is especially spectacular during the fall, when vibrant autumn colors blanket the landscape, creating a picturesque drive. Make sure to dedicate time to explore some of the side roads and attractions along the way.

The Mountain Maryland Scenic Byway is an enchanting journey that connects you with the area’s natural beauty and hidden treasures.

Address: Garrett County, MD 21541.

15. Explore the historic homes on the Washington Street

Washington Street is a historic corridor that showcases some of the oldest and most beautifully preserved homes in Cumberland, Maryland. As you stroll along this charming street, you’ll be transported to a different era with its stunning architecture and unique designs.

Each home tells a story of the people who lived there, showcasing different architectural styles from the Victorian era to Colonial Revival. Some homes are open for tours, revealing their fascinating histories and beautiful interiors. Make sure to look for information plaques that provide context and history for the structures you pass.

The area is perfect for an afternoon walk, allowing you to enjoy the beauty of the homes while learning about Cumberland’s development and heritage. Stopping along the way for a coffee or snack at nearby cafes is a delightful way to rest while exploring.

Exploring Washington Street is not just a stroll; it’s an engaging journey through history in one of Cumberland’s most beautiful neighborhoods.

Address: Washington St, Cumberland, MD 21502.

16. Walk along the Potomac River at the Riverwalk Park

Riverwalk Park is a beautiful urban park that runs alongside the Potomac River. It offers a scenic pathway for walking, jogging, or just relaxing while enjoying the calming sounds of the river. The park is well-maintained and features landscaped areas, making it a peaceful escape within the town.

As you walk along the path, you’ll witness beautiful views of the water and possibly catch sight of local wildlife. The park also features picnic areas and benches, inviting you to sit and soak in the scenery.

Throughout the year, the park hosts community events, art exhibits, and concerts, adding to its vibrant atmosphere. It’s the perfect place to gather with friends or family and enjoy some time outdoors.

Walking along the Potomac at Riverwalk Park is an enjoyable way to appreciate the natural beauty of Cumberland while staying active!

Address: 175 Baltimore St, Cumberland, MD 21502.

17. Visit the local breweries for craft beer tasting

Cumberland has a developing craft beer scene that offers various local breweries to explore. Visiting these breweries provides a fun experience and a chance to taste unique and flavorful craft beer. Many breweries offer tours that showcase their brewing process and philosophy behind their creations.

Sampling different styles of beer, from hoppy IPAs to rich stouts, gives you a true taste of the area’s brewing talent. Breweries often host events, live music, and food pairings, creating a lively atmosphere for patrons. Be sure to check which beers are on tap and the seasonal selections that reflect the creativity of the brewing teams.

Whether you’re a beer aficionado or a casual drinker, exploring local breweries can be a delightful way to unwind and connect with the community. Taste the local flavors and support the craft brewing movement in Cumberland.

Address: Various locations in Downtown Cumberland.

18. Participate in events at the Fort Cumberland

Fort Cumberland is a historic site that showcases the military history of the area and offers various events throughout the year. This fort played a crucial role during the French and Indian War and has been preserved to provide educational opportunities for visitors.

History enthusiasts will appreciate guided tours and reenactments that bring the past to life. The events are family-friendly and often involve hands-on activities for visitors of all ages. It’s a great opportunity to learn about early American military history and the role of Fort Cumberland in it.

Throughout the year, the fort hosts community events, festivals, and holiday celebrations, making it a lively gathering place. Engaging with history in such an interactive way allows visitors to connect with the region’s rich past.

Making a visit to Fort Cumberland can add a memorable touch to your trip, filled with learning and cultural appreciation.

Address: 995 Washington St, Cumberland, MD 21502.

19. Attend the annual Oktoberfest celebration

The annual Oktoberfest in Cumberland is a lively celebration that highlights the city’s German heritage. Held during the fall season, this community event attracts residents and visitors alike to enjoy food, music, and cultural festivities. Local breweries serve up delicious craft beers, and traditional German dishes are available from various food vendors.

Live music creates a festive atmosphere, with bands performing a mix of traditional and contemporary tunes. There are also activities for children, making it a family-friendly event. Artisans and crafters often showcase their work, allowing attendees to shop for unique gifts.

Participating in Oktoberfest is a wonderful way to immerse yourself in local culture while enjoying a day filled with fun and celebration. Make sure to mark your calendar if you’re in town during this popular event.

Address: Downtown Cumberland, MD 21502.

20. Explore the Sideling Hill Creek during the summer months

Sideling Hill Creek is a fantastic destination for those looking to enjoy the natural beauty of western Maryland. During the summer months, the creek offers opportunities for hiking, fishing, and relaxation. The surrounding area is characterized by lush greenery, adding to its scenic charm.

The trails along the creek provide options for everyone, whether you prefer a leisurely walk or a more challenging hike. The peaceful waters create a soothing ambience perfect for a day spent outdoors. Bring a picnic to enjoy by the creek while soaking in the beauty of nature.

Fishing enthusiasts will be happy to learn that the area is known for its fishing possibilities, especially for trout. Make sure to check local regulations regarding fishing licenses and permits.

Exploring Sideling Hill Creek is an opportunity to unwind in a tranquil setting and create lasting memories with family and friends.

Address: Sideling Hill Creek, MD 21502.

21. Go to the local parks for picnics and outdoor activities

Cumberland is home to a variety of beautiful local parks that provide ample opportunities for picnics and outdoor activities. Whether you’re looking for a place to relax or enjoy sports, you’ll find a park to suit your need. Many parks offer picnic tables, grills, and open fields, making them ideal for family gatherings.

The parks often feature playgrounds for children, walking trails, and sports facilities for activities like basketball and tennis. Enjoy a leisurely day outdoors by packing your favorite lunch and immersing yourself in nature while surrounded by the beauty of Cumberland.

Look for seasonal events that local parks host, such as movie nights, concerts, and community festivals. Participating in these events is a great way to engage with the community.

Spending time in the local parks will enhance your experience while exploring Cumberland and provide an excellent opportunity to connect with nature.

Address: Various locations throughout Cumberland, MD.

22. Visit the local antique shops for unique finds

Cumberland is home to delightful antique shops that offer a treasure trove of unique finds. Exploring these shops is a wonderful way to spend an afternoon and hunt for hidden gems. From vintage furniture to classic collectibles, you’ll discover items that tell a story and evoke nostalgia.

The friendly shop owners are often excited to share the history behind their treasures, adding to the experience. Many stores curate a selection of home decor, jewelry, and artwork, making it an enjoyable journey for all collectors.

Shopping at the antique shops not only allows you to find one-of-a-kind pieces but also supports local businesses. Take your time exploring and ask about any special inventory or sales that may be happening during your visit.

Your treasure hunt may lead to exactly what you need to complete your home or the perfect gift for a friend!

Address: Various antique shops in downtown Cumberland.

23. Check out the local music scene

Cumberland’s local music scene is vibrant and full of talent. Throughout the year, various venues showcase live performances ranging from rock to folk and classical music. Bars, cafes, and theaters host musicians, creating a lively atmosphere for residents and visitors alike.

Attending local shows is a wonderful way to support home-grown artists while enjoying a memorable night out. Many venues welcome both established and up-and-coming performers, so there’s always something new to discover.

Check local event calendars to find out about upcoming concerts or open mic nights where you can enjoy a raw and authentic music experience. Bring friends along to share in the fun and immerse yourself in the local culture.

Whether you’re a music lover or just looking for a fun night out, exploring Cumberland’s music scene is sure to be a highlight of your visit.

Address: Various music venues in Cumberland.

24. Hike up to the scenic vista of Wills Mountain

Wills Mountain is an excellent hiking spot providing breathtaking scenic views of the surrounding area. The trails vary in difficulty, catering to both novice and experienced hikers. The trek up Wills Mountain is well worth the effort, with panoramic vistas that capture the beauty of Cumberland and beyond.

Along the way, hikers will encounter a diverse landscape, including lush vegetation and rocky outcroppings. Be sure to pack water and wear good hiking shoes for the journey. The trail takes you through natural beauty, making each step enjoyable.

Once at the top, take a moment to relax and take in the scenery. It’s a perfect opportunity for photos that can capture your adventure. Hikers often report that the views from Wills Mountain are amongst the most rewarding in the region.

Hiking Wills Mountain promises an exhilarating outdoor experience that leads to unforgettable memories.

Address: Wills Mountain, Cumberland, MD 21502.

25. Relax with a beautiful view at the Rocky Gap Casino Resort

The Rocky Gap Casino Resort provides a unique blend of entertainment and relaxation. With stunning views of Lake Habeeb and the surrounding mountains, it’s an excellent destination for a weekend getaway. The resort features a full-service casino, golf course, spa, and multiple dining options.

Spend the day playing your favorite casino games or trying out the golf course. After a day of fun, treat yourself to a relaxing visit to the spa. The resort’s beautiful location allows for outdoor activities, including hiking and fishing nearby.

Dining options include casual eateries to elegant restaurants, satisfying any palate. Many dining locations also feature stunning views of the lake, enhancing your experience.

The Rocky Gap Casino Resort is an ideal spot to enjoy leisure while taking in the best natural views Maryland has to offer.

Address: 16701 Lakeview Road NE, Flintstone, MD 21530.

Also Check Out Things To Do in Rock Hall and  Things To Do in Fells Point

Final Thoughts

Cumberland, Maryland, is a hidden gem with plenty of activities and attractions that cater to everyone. From hiking scenic trails to exploring rich history, there’s no shortage of adventures to be had. The local music scene and vibrant art culture add to the unique charm of this city.

Whether you’re dining at delightful eateries, participating in community festivals, or simply enjoying the natural beauty that surrounds you, Cumberland provides endless opportunities for fun and relaxation. Embracing the local culture will enhance your visit, leaving you with great memories and stories to cherish long after you leave this enchanting city.