Cumberland MarylandATTRACTIONS & THINGS TO DO


Listed below are the best attractions and things to do near Cumberland, Maryland.



1. Great Allegheny Passage

SCENIC BIKING TRAIL


The Great Allegheny Passage is an acclaimed biking and hiking trail stretching from Cumberland, Maryland to Pittsburgh, Pennsylvania. The pathway meanders through lush valleys, scenic mountains, and along rivers, offering nearly level terrain for cyclists and hikers of all skill levels. This attraction is a favorite for outdoor enthusiasts seeking picturesque landscapes and a long-distance adventure.


2. Western Maryland Scenic Railroad

HISTORIC TRAIN RIDES


The Western Maryland Scenic Railroad offers heritage train excursions departing from Cumberland with picturesque views of the region. Passengers enjoy narrated historical insights, themed rides, and special events throughout the year. The roundtrip journey includes a layover in Frostburg, making it a memorable experience for families and train enthusiasts.


3. C&O Canal National Historical Park – Paw Paw Tunnel

HISTORIC CANAL TUNNEL


The C&O Canal - Paw Paw Tunnel is a remarkable engineering feat from the 19th century, allowing canal boats to bypass a rugged stretch of the Potomac River. Visitors can walk through the nearly mile-long tunnel and explore the towpath surrounded by scenic woods. It's a significant site for history buffs and nature lovers alike.


4. Rocky Gap State Park

OUTDOOR RECREATION HAVEN


Rocky Gap State Park features a sparkling lake, sandy beaches, and wooded campsites ideal for campers, anglers, and boaters. The park is perfect for hiking, swimming, and enjoying the beautiful Appalachian scenery. It's a popular destination for outdoor activities year-round.


5. Sideling Hill Overlook & Rest Area

PANORAMIC HIGHWAY VIEW


Sideling Hill Overlook & Rest Area provides travelers with spectacular views of the surrounding mountain landscape and a unique cross-section of Maryland's geological history. A short walk up the stairs rewards visitors with a sweeping look at I-68 and the dramatic landform. The site includes clean facilities, making it a popular stop for a scenic break.



6. Charis Winery & Distillery

LOCAL WINE & SPIRITS


Charis Winery & Distillery offers handcrafted wines and spirits in the heart of downtown Cumberland. Guests can enjoy tastings of a variety of local wines and small-batch distilled products. The venue provides a stylish, relaxed atmosphere perfect for sampling regional flavors or shopping for locally made gifts.


7. Downtown Cumberland Historic District

VIBRANT DOWNTOWN SCENE


Downtown Cumberland Historic District is a lively area featuring unique shops, galleries, and a range of dining options housed in preserved 19th-century buildings. Visitors can stroll along pedestrian walkways and enjoy frequent art events and festivals. It is the cultural heart of the city, welcoming residents and tourists alike.


8. Allegany Museum

REGIONAL HISTORY EXHIBITS


The Allegany Museum showcases the rich cultural and industrial history of Western Maryland. Exhibits highlight the area's significance in transportation, commerce, and community development. The museum is located in a beautifully restored historic building in downtown Cumberland.


9. Gordon-Roberts House

VICTORIAN ERA HOME


The Gordon-Roberts House is a meticulously preserved Victorian mansion offering a glimpse into upper-class life in the late 19th century. Guided tours reveal elegant interiors, authentic furnishings, and stories about the region's prominent families. The house also hosts public events and seasonal festivities.


10. George Washington's Headquarters

HISTORIC LOG CABIN


George Washington's Headquarters is a log cabin that once served as the future president's base during the French and Indian War. The site features artifacts and interpretive panels detailing Washington's time in the region. It's a must-visit for anyone interested in early American history.



11. Emmanuel Episcopal Church

ARCHITECTURAL LANDMARK


Emmanuel Episcopal Church sits atop the ruins of old Fort Cumberland, blending striking Gothic Revival architecture with colonial-era history. The church's stained glass windows and historic tunnels beneath provide a distinctive cultural experience. Guided tours offer insight into its architectural and historical significance.


12. Queen City Creamery

CLASSIC ICE CREAM PARLOR


Queen City Creamery is celebrated for its homemade frozen custard, classic diner fare, and nostalgic soda fountain atmosphere. Locals and visitors flock here for sweet treats, hearty breakfasts, and sandwiches. The cheerful, retro vibe makes it a staple stop when exploring downtown Cumberland.


13. City Lights American Grill & Bar

POPULAR DINING SPOT


City Lights American Grill & Bar offers a diverse menu of American classics in a lively, art-filled environment. The restaurant is known for its extensive wine list, signature cocktails, and welcoming service. With frequent live music and eye-catching decor, it's a favorite for both locals and visitors.


14. The Book Center

INDEPENDENT BOOKSTORE


The Book Center has served the Cumberland community for decades, providing a wide selection of books, gifts, and regional interest titles. The shop hosts author events and children's activities, making it a family-friendly destination. Its personal service and cozy ambiance invite browsing for hours.


15. Main Street Books

CHARMING BOOKSTORE


Main Street Books in Frostburg is an independent bookstore known for its carefully curated selection, author readings, and community events. Visitors enjoy the welcoming, literary atmosphere and knowledgeable staff. Its location on Frostburg's Main Street makes it an easy side trip from Cumberland.