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Triathlon Calendar near Millbrook 2025-2026

Explore the top triathlons near Millbrook for 2025-2026! We've gathered 32 exciting races in the area. Check out our detailed list below to find your next local race.

May 2025
May
25
Sunday

Mine Hill Half Marathon

Trail Run 13 mi
May
31
Saturday

EDRRC - Eagle Run 5K

5 km
May
31
Saturday

Peach Hill "Run For the Hill Of It" 5K

Trail Run 5 km
June 2025
Jun
5-8
Th - Su

Ironhike Endurance Series - Spring

Trail Run 15 mi 28 mi ... 61 mi 152 mi
Jun
8
Sunday

Litchfield Hills Road Race

7 mi
Jun
22
Sunday

Stissing Triathlon

Triathlon
July 2025
Jul
6
Sunday

Red Wing Trail Challenge

Trail Run 15 km 60 km
Jul
12
Saturday

Pawling Triathlon

Triathlon
Jul
12
Saturday

Hopkins Vineyard Triathlon

Triathlon
Jul
12
Saturday

EDRRC - Racing to Save Lives 10K

5 km 10 km
Jul
27
Sunday

Hilltopper Half Marathon

13 mi
August 2025
Aug
17
Sunday

Millbrook Vineyards Wine Run 5k

5 km
September 2025
Sep
7
Sunday

Macedonia Trail Race

Trail Run 12 km 25 km 50 km
Sep
13
Saturday

Shawangunk Ridge Trail Run (SRT)

Trail Run 13 mi 30 mi 70 mi
Sep
13-14
Sa - Su

Pawling 24 Hour Trail Running Festival

Backyard Ultra 3 hr 6 hr 12 hr 24 hr
Sep
21
Sunday

Gardiner Dump Run

Trail Run 5 km 10 km
Sep
21
Sunday

Angevine Farm Trail Festival

Trail Run 5 km 13 mi 8 hr
Sep
27-28
Sa - Su

Dutchess County Classic

5 km 10 km 13 mi
October 2025
Oct
2-5
Th - Su

IronHike Endurance Series

Trail Run 15 mi 28 mi ... 61 mi 152 mi
Oct
4
Saturday

Motivate 5K

5 km
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