Outdoor activities

in Shepherdstown, WV

Discover outdoor activities in Shepherdstown with Meetup. Whatever your interest, Meetup helps you connect with like-minded people.

Hiking

Harper's Ferry Weverton Cliffs & HF Brewery: Slightly Strenuous 7 - 8 Miles

Harper's Ferry Weverton Cliffs & HF Brewery: Slightly Strenuous 7 - 8 Miles

Sat, May 16 · 10:30 AM EDT

by Hiking Around Baltimore (HAB)

Nature My Comfort Zone! ⛰️🌳

Nature My Comfort Zone! ⛰️🌳

Sat, May 23 · 10:00 AM EDT

by Lonely and Introvert (making new friends and connections)

Sugarloaf Mountain Loop & Northern Peaks Trail Hike

Sugarloaf Mountain Loop & Northern Peaks Trail Hike

Sun, May 17 · 9:00 AM EDT

by Frederick Outdoor Adventures

Gambrill State Park (Rating: A)

Gambrill State Park (Rating: A)

Sat, May 16 · 9:00 AM EDT

by Northern Virginia Hiking Club (NVHC)

Walking

Harper's Ferry Weverton Cliffs and HF Brewery, Slightly Strenuous 7 - 8 miles

Harper's Ferry Weverton Cliffs and HF Brewery, Slightly Strenuous 7 - 8 miles

Sat, May 16 · 10:30 AM EDT

by Mid-Atlantic Outdoors

Leisurely Canal Walk in Historic Frederick MD

Leisurely Canal Walk in Historic Frederick MD

Thu, May 14 · 1:15 PM EDT

by Sierra Club Potomac Region Outings (SCPRO)

Harper's Ferry Weverton Cliffs & HF Brewery: Slightly Strenuous 7 - 8 Miles

Harper's Ferry Weverton Cliffs & HF Brewery: Slightly Strenuous 7 - 8 Miles

Sat, May 16 · 10:30 AM EDT

by Hiking Around Baltimore (HAB)

Walk + Ice Cream!

Walk + Ice Cream!

Fri, May 29 · 5:00 PM EDT

by Frederick 20's and 30's Hiking and Social Group

Running

Leisure Bike Ride: C+O Canal – Snyders Landing to Dam 4

Leisure Bike Ride: C+O Canal – Snyders Landing to Dam 4

Sun, May 17 · 10:00 AM EDT

by Sierra Club - West Virginia

Frederick Feral Gremlin Brunch (at Nola's Cafe)

Frederick Feral Gremlin Brunch (at Nola's Cafe)

Sun, May 17 · 10:30 AM EDT

by Frederick Feral Gremlin Brunch

Leisure Bike Ride: C+O Canal – Dam 4 to Spring Dell Road

Leisure Bike Ride: C+O Canal – Dam 4 to Spring Dell Road

Sun, May 31 · 10:00 AM EDT

by Sierra Club - West Virginia

Little Library Crawl - Downtown Frederick

Little Library Crawl - Downtown Frederick

Sat, Jun 6 · 11:00 AM EDT

by Frederick Feral Gremlin Brunch

Cycling

(May 30th) All Levels: Western Maryland Rail Trail @ Lockhouse-49 (Pizza/Fire)

(May 30th) All Levels: Western Maryland Rail Trail @ Lockhouse-49 (Pizza/Fire)

Sat, May 30 · 10:30 AM EDT

by Northern Virginia Casual Bicycling Group (NoVA CBG)

Leisure Bike Ride: C+O Canal – Dam 4 to Spring Dell Road

Leisure Bike Ride: C+O Canal – Dam 4 to Spring Dell Road

Sun, May 31 · 10:00 AM EDT

by Sierra Club - West Virginia

Leisure Bike Ride: C+O Canal – Snyders Landing to Dam 4

Leisure Bike Ride: C+O Canal – Snyders Landing to Dam 4

Sun, May 17 · 10:00 AM EDT

by Sierra Club - West Virginia

Tour de Talbot 2026

Tour de Talbot 2026

Sat, Jun 6 · 7:00 AM EDT

by Greater Loudoun Bicycling Meetup

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