The best walks and hikes around Winchester
4.5
(2)
33
hikers
4
hikes
Last updated: October 27, 2025
10
hikers
1. Pisgah Ridge and Reservoir loop — Pisgah State Park
12.9km
03:39
290m
290m
Intermediate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
9
hikers
2. Kilburn Pond and John Summers Trail loop — Pisgah State Park
4.85km
01:18
50m
50m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
Sign up for free
2
hikers
3. Kilburn loop — Pisgah State Park
9.82km
02:42
160m
160m
Intermediate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
1
hikers
4. Davis Hill, Baker Pond, and Pisgah Ridge loop — Pisgah State Park
7.90km
02:14
170m
170m
Intermediate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Most popular routes around Winchester
Most popular attractions around Winchester
Get inspired with the komoot mobile app
Explore more
Browse the best Hikes in other regions.
Get ready to conquer new peaks
Sign up for Free