Outdoor activities

in Shepherdstown, WV

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

Hiking

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

Nature My Comfort Zone! ⛰️🌳

Nature My Comfort Zone! ⛰️🌳

Sat, May 23 · 10:00 AM EDT

by Lonely and Introvert (making new friends and connections)

White Rocks and Prospect Point Brewing (7.4 miles, 1,066 feet, strenuous)

White Rocks and Prospect Point Brewing (7.4 miles, 1,066 feet, strenuous)

Sun, Jun 7 · 8:00 AM EDT

by Late Morning DC Hikers

Camping at Greenbrier State Park Boonsboro, Maryland

Camping at Greenbrier State Park Boonsboro, Maryland

Thu, Jun 18 · 3:00 PM EDT

by Over 40 Active Lesbian Women of Color

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)

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

Walk + Ice Cream!

Walk + Ice Cream!

Tue, May 12 · 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

Monday Evening Casual Run!

Monday Evening Casual Run!

Mon, May 11 · 5:30 PM EDT

by Christian Running Fellowship

Garden Tour and Fun in Shepherdstown, WV (Optional overnight)

Garden Tour and Fun in Shepherdstown, WV (Optional overnight)

Sun, May 17 · 11:00 AM EDT

by Metro DC Daytime Gay Buddies

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

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 – 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

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

Tour de Talbot 2026

Tour de Talbot 2026

Sat, Jun 6 · 7:00 AM EDT

by Greater Loudoun Bicycling Meetup

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