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Walking Events Calendar near Berryville 2026-2027

Explore the top walking events near Berryville for 2026-2027! We've gathered 29 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
Oct
17
Sa

Bob Baronner Apple Trample 5k

5 km
Oct
18
Su

Stride into Fall - One Loudoun

2 mi 3 mi 4 mi
Oct
24
Sa

Spring Mills Rotary Ready, Set, Glow 5K

5 km
Oct
24
Sa

Paula's Path 5K Walk

5 km
Oct
24
Sa

Greasy-Gooney 10K

Monthly updates for Berryville

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Oct
29
Th

Halloween Scavenger Hunt Fun Run - Winchester

November 2026
Nov
7
Sa

Bob Gurtler Memorial 5K

5 km
Nov
7
Sa

Spring Mills 5K Zombie Fun Run & Pumpkin Smash

5 km
Nov
14
Sa

Berryville Turkey Trot 5K

Trail Run 5 km
Nov
14
Sa

Big Cork Wine Run Turkey Trot 5K

Trail Run
Nov
15
Su

Barrel Oak Turkey Trot 6k

Trail Run 3 km 6 km
Nov
15
Su

Girls on the Run Shenandoah Valley 5K

5 km
Nov
26
Th

Thanksgiving Day 5K

Road Race Trail Run
Nov
26
Th

United Way of the Eastern Panhandle Turkey Trot

Road Race Trail Run 5 km
Nov
28
Sa

Henway Hard Cider Turkey Trot 10k

Trail Run 5 km 10 km
December 2026
Dec
12
Sa

Ringing in Hope: Jingle Bell Rock and Run 10K

Dec
17
Th

Holiday Scavenger Hunt Fun Run - Winchester

January 2027
Jan
1-31
Fr - Su

New Day * New Year 5k & HNY Fun Run

3 mi
February 2027
Feb
7
Su

Museum of the Shenandoah Valley 10k

Feb
21
Su

Dirt Farm Brewing 10k

5 km 10 km
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