Cycling Trails and Events
Skip to main content
Maryland Header Logo
Search Button

facebook icon twitter icon google icon youtube icon pinterest icon foursquare icon

Skip Navigation Links
Places To See
Things To Do
Places To Stay
Places To Eat
Getting Here
About MD
Related Items

Find Events
Events Date Range
From From Date Picker
To    To Date Picker Go
flash divider

Sign up for Newsletter

flash divider
 Interactive map
Destination Travel Guide
DESTINATION MARYLAND The Official Guide To Maryland State Travel
Order or view now >>

Cycling Trails and Events 

Photo of a cyclist stopping to consult a map 

Click for Video

Take a bike ride - for recreation, exercise, or just the thrill of competition - and discover
Maryland's diverse landscape. Check out Cycle Maryland and the listings below for more information on events, trails, and infastructure around the state.

Western Maryland

Photo of cyclistsTour of Washington County Kick-Off Classic Criterium, June, Hagerstown – Presented by the Antietam Velo Club, this evening race cutting through the Hagerstown Arts and Entertainment District features four 90-degree turns and one uphill section. A bike parade at 5:30 p.m. precedes a series of divisional races, and more races take place on the following days in Smithsburg, Boonsboro, and Williamsport.

Tour of Washington County Stage Race, June –Antietam Velo Club is proud to announce the Tour of Washington County Stage Race. Race coordinators emphasize that the goal for this event is to bring exposure to various parts of Washington County, MD, so while you're here, be sure to enjoy some of the fabulous local sites and restaurants.

Garrett County Gran Fondo, June – Cyclists of all types – recreational to professional – can select one of five ride options in this mass-participation cycling event that starts and ends atop Wisp Mountain (above Deep Creek Lake) at Adventures Sports Center International. These five individual itineraries range from extreme to engaging: the 125-mile Diabolical Double Metric to the 25-mile Garrett's Greatest. Participation is limited to 1,200 cyclists and a sell-out is expected, so register early.

Photo of cyclists riding a trailChesapeake and Ohio (C&O) Canal Towpath – Part of the C&O Canal National Historic Park, the towpath is a 184-mile corridor that runs along the Potomac River, starting in Washington, D.C., and extending to Cumberland. In Cumberland, it merges into the Maryland stretch of the Great Allegany Passage, a route that continues through Frostburg and westward to Pittsburgh.

Western Maryland Rail Trail – This 23-mile route traces the C&O Canal and the former Western Maryland Railway line, with Hancock as the mid-way point. Going east, the trail stops a half mile from Fort Frederick State Park, site of the restored star-shaped fort used in the French and Indian War (1754-1763).

Capital Region

Ride the Riverside, June, National Harbor (Prince George's County) – Participants of this long-standing event can choose from routes traveling through Prince George's and Charles counties along the Potomac River and ranging from 30 to 150 miles. Each cyclist agrees to raise $300 to benefit multiple sclerosis research, and family and friends are invited to waterfront finish-line party to celebrate their hard work. Photo of the Capital Crescent Trail

Capital Crescent Trail – This 11-mile pathway follows a former route of the Baltimore & Ohio Railroad from the Georgetown section of Washington, D.C., to Silver Spring in Montgomery County. Bikers pass over four historic bridges and through two tunnels along the Potomac River before eventually merging onto the C&O Canal Towpath and the Rock Creek Trail.

Gambrill State Park, outside of Frederick (Frederick County) – Located on the ridge of the Catoctin Mountains, the park has 15 miles of wooded trails that are open to mountain biking, many of which offer scenic overlooks.

Photo of group of cyclistsSeneca Creek State Park, Gaithersburg (Montgomery County) –The park includes Schaeffer Farm Trails, a 10-mile multi-use trail system through wooded valleys and open farm land that was designed for mountain biking.

Central Maryland

Tour dem Parks, Hon, June,Baltimore – Participants in this annual ride through Carroll, Clifton, Druid Hill, Herring Run and Patterson parks, depending on the tour they choose. Le Grande Tour includes all five parks plus other smaller parks along a 36-mile route, while the Metric Century is a 64-mile route that combines urban and suburban riding, but regardless of route, a good time is guaranteed for all cyclists of all abilities!

Photo of a group of cyclistsBaltimore and Annapolis Trail – This 13-mile rail-trail in Anne Arundel County has historical markers literally labeled from "A to Z" with site information and a "Planet Walk" – a NASA-hosted linear museum of planetary displays. The trail follows the path of the Baltimore and Annapolis Railroad and merges onto the BWI Trail, a 12.5-mile route that circles BWI Marshall Airport.

Photo of a cyclist in Patapsco State Park.Patapsco Valley State Park (Howard County) – Mountain-bike riders call the park "Moab East" because its 170 miles of trails are known for rocky terrain and steep pathways. Extending 32 miles along the Patapsco River, the park draws more than a million outdoor enthusiasts each year.

Torrey C. Brown Trail (formerly known as Northern Central Railroad, or NCR, Trail) – Located in Baltimore County, the trail extends north 20 miles from Hunt Valley to the state line and goes through Gunpowder Falls State Park, which has more than 100 miles of trails. In addition to providing a great cycling environment, the Brown Trail accommodates hikers and even offers access for fishing.

Southern Maryland

Indian Head Rail Trail LogoIndian Head Rail Trail – Charles County transformed this abandoned rail corridor into a 13-mile bike trail that passes through the Mattawoman Creek area, which boasts forests, wetlands, and a variety of wildlife.

To the Point – Starting in Historic St. Mary's City, home of Maryland's first settlement, this 30-mile route extends to the 1828 lighthouse at Point Lookout State Park, which is part of the Chesapeake Bay Gateways Network and is home to a Civil War Museum and a nature center.

Eastern Shore

Bay to Bay Ride, June, Betterton (Kent County) – This annual Lions Club event offers five itineraries between 27 miles and 104 miles in length, and at the end of the day, participants and friends are invited to gather at Betterton Beach for a swim in the Chesapeake Bay.

Photo of a cyclist on a brdgeTwo Rivers Bike Ride, June - Centreville (Queen Anne's County) – Riders can choose from three routes – 15-, 65- and 100-miles long – that begin in historic Centreville (established in 1794) and offer views of the Corsica and Chester rivers. The courses also go through Tuckahoe State Park, which has a dozen different trails and contains Adkins Arboretum.

Oxford-St. Michaels Bike Trail (Talbot County) – One of Talbot's six bike trails, this 29.6-mile route runs between Oxford, a historic boat-building town, and St. Michaels, a destination known for its restaurants, shopping and the Chesapeake Bay Maritime Museum. The route – a favorite among cyclists – also includes a trip across the Tred Avon River on the Oxford-Bellevue Ferry.

     Biker in Tunnel Photo Check out our Biking related attractions

    • The East Coast Greenway is a developing trail system, spanning nearly 3,000 miles as it winds its way between Canada and Key West, linking all the major cities of the eastern seaboard. 
    • Bike Maryland 


View more Insiders Guides to Maryland.
Maryland Footer Logo