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Trail Running Calendar near Waterbury 2026-2027

Monthly updates for Waterbury

Get new running races (and updates) in your inbox every month.

Explore the top trail runs near Waterbury for 2026-2027! We've gathered 24 exciting races in the area. Check out our detailed list below to find your next local race.

March 2026
Mar
29
Su

Sleeping Giant Trail Runs

Trail Run 25 km 50 km
April 2026
Apr
5
Su

Bimblers Bash

Trail Run 10 km
Apr
11
Sa

Hartford Track Club Quarter Marathon

Trail Run 7 mi
Apr
18
Sa

Traprock 50

Trail Run 17 km 50 km
May 2026
May
3
Su

The Blue 2 Blue Challenge

Trail Run 50 km
May
17
Su

Running Battles Trail Race

Trail Run 4 mi
May
24
Su

Mine Hill Half Marathon

Trail Run Half Marathon
June 2026
Jun
4-7
Th - Su

Ironhike Endurance Series - Spring

Trail Run
Jun
7
Su

Run in the Park 5K

Trail Run 5 km
Jun
13
Sa

Ansonia Six Hour Trail Run

Trail Run 6 hr
Jun
27
Sa

Brooksvale 12-Hour

Trail Run 4 mi 26 mi
July 2026
Jul
11
Sa

The Revolution

Trail Run 3 hr 6 hr 12 hr
August 2026
Aug
9
Su

Tappen Brook 5K

Trail Run 5 km
September 2026
Sep
13
Su

Macedonia Trail Race

Trail Run 12 km 25 km 50 km
October 2026
Oct
1-4
Th - Su

IronHike Endurance Series

Trail Run 61 mi
Oct
3-4
Sa - Su

Iron Hike - Kuwohi Trail Marathon Plus Relay

Trail Run 28 mi
Oct
11
Su

Mohawk Mountain Race

Trail Run 5 km 10 km Half Marathon Marathon
Oct
17
Sa

Tom Centinaro Memorial "Dam" Race

Trail Run 4 mi
November 2026
Nov
1
Su

8 Hours At The Farm

Trail Run 5 km 4 hr 8 hr
Nov
15
Su

Tarrywile Half Marathon

Trail Run 10 km Half Marathon Marathon