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Walking Events Calendar near Millbrook 2026-2027

Explore the top walking events near Millbrook for 2026-2027! We've gathered 34 great walks in the area. Check out our detailed list below to find your next local walk.

November 2026
Nov
21
Sa

Heritage 5K Turkey Trot - New Windsor

3 mi
Nov
21
Sa

Run for Max - Danbury

Trail Run 3 mi
Nov
26
Th

Family of New Paltz Turkey Trot

5 km
Nov
26
Th

Rhinebeck Ferncliff Forest Turkey Trot

5 km
Nov
28
Sa

Run Santa Run - New Milford

5 km
Monthly updates for Millbrook

Get new walking events (and updates) in your inbox every month.
December 2026
Dec
5
Sa

Santa Made Me Do It

2 mi
Dec
6
Su

YMCA Reindeer Ramble 5K - Kingston

5 km
February 2027
Feb
28
Su

Lake Waramaug Polar Bear Run

8 mi
May 2027
May
1
Sa

Rock The Ridge

Trail Run 26 mi 50 mi
May
2
Su

Hudson Valley Marathon

May
15
Sa

Millbrook Vineyards Wine Run 5k

Trail Run 2 mi 5 km
May
16
Su

Rossiter Run

5 km
May
22
Sa

Brooklyn Cider House Spiked Apple 5K

Trail Run 5 km
September 2027
Sep
11
Sa

Shawangunk Ridge Trail Run (SRT)

Trail Run 13 mi 30 mi
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