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Running Calendar near Sleepy Hollow 2026-2027

Monthly updates for Sleepy Hollow

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

Explore the top running races near Sleepy Hollow for 2026-2027! We've gathered 216 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons Fitness Races
April 2026
Apr
11
Sa

Hornet Hustle - Harvard

5 km
Apr
11
Sa

Chauncey's 4 at The Farm

Trail Run 4 mi
Apr
12
Su

Duke's Alehouse Spirits Run

5 km
Duke's Alehouse Spirits Run Step into a story-driven evening 5K that starts and ends at Duke's Alehouse. This untimed night run weaves in local lore and includes a themed drink. Costumes and glow gear add to the atmospheric fun.
Apr
12
Su

Spring Chance BQ.2 Marathon

26 mi
Apr
12
Su

Lake Ellyn 1-Mile Classic

Apr
18
Sa

Chicken Run

5 km 10 km
Apr
18
Sa

Earth Day 50k

Trail Run 5 mi 15 mi 50 km
Apr
18
Sa

Run for the Dogs - Glenview

5 km
Apr
18
Sa

Superhero Fun Run 3K

3 km
Apr
18
Sa

West40 Runs

5 km
Apr
18
Sa

The Champion of Trees 10K

Trail Run 10 km
Apr
18
Sa

Maine South Spring Color Run

3 mi
Apr
19
Su

I Raced The Law

5 km
Apr
19
Su

Naperville Women's Half Marathon

5 km 13 mi
Apr
19
Su

Lowell 5K Run/Walk

5 km
Apr
19
Su

Race for the Gold 5K

5 km
Apr
25
Sa

Childish Nonsense

Trail Run 10 km 25 km 50 km 50 mi
Apr
25
Sa

Fox Trot 10K Run

5 km 10 km
Apr
26
Su

Walk4Animals & 5K Run

Urban Trail 2 mi 5 km
Apr
26
Su

Woods Creek Feet Meet

5 km 4 mi
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