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113 Sleepy Hollow Il Races All Cities

1st Annual VFW Post 99 .1K - Decatur, IL - running-14.png

1st Annual VFW Post 99 .1K

Decatur, IL

Sat - May 09, 2026

August Hill Wine Run 5k

Utica, IL

Sat - May 09, 2026 @ 09:00

5th Annual Boots and Brews 5K - Freeport, ME - genericImage-websiteLogo-253867-1746559177.913-0.bOgMdj.png

5th Annual Boots and Brews 5K

Freeport, ME

Sat - May 16, 2026

Cary Hero Dash 5KM Walk/Run - Cary, IL - genericImage-websiteLogo-265810-1760648637.7027-0.bO8v29.png

Cary Hero Dash 5KM Walk/Run

Cary, IL

Sat - May 16, 2026

Lake Lou Yaeger Triathlon - Litchfield, IL - genericImage-websiteLogo-239263-1728504506.8743-0.bNbUk6.png

Lake Lou Yaeger Triathlon

Litchfield, IL

Sun - May 17, 2026

Run for Mental Health 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-260929-1755833660.4445-0.bOP-u8.png

Run for Mental Health 5K/10K/13.1 DENVER/AURORA

Centennial, CO

Sat - May 23, 2026

Run for Mental Health 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-260929-1755833660.4445-0.bOP-u8.png

Run for Mental Health 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - May 23, 2026

Running > 5k, 10k, Half Marathon, 1 mile

Deuces Wild Endurance Festival Triathlons 2026 - Show Low, AZ - c480f1f1-4d05-4e86-bd79-c5713817f960.jpg

Deuces Wild Endurance Festival Triathlons 2026

Show Low, AZ

May 30, 2026 - May 31, 2026

Triathlon > Olympic, Sprint

Wayne Twp Clinton County, PA 5K Walk/Run - Lock Haven, PA - ultra-300px.bMjMog.png

Wayne Twp Clinton County, PA 5K Walk/Run

Lock Haven, PA

Sat - May 30, 2026

Neoga Days 5K Run & Walk - Neoga, IL - genericImage-websiteLogo-263044-1757617417.8105-0.bOWX0j.jpg

Neoga Days 5K Run & Walk

Neoga, IL

Sat - May 30, 2026

Mistie Hill Wine Run 5k - Custer Park, IL - genericImage-websiteLogo-90774-1762198344.9674-0.bPcqni.png

Mistie Hill Wine Run 5k

Custer Park, IL

Sun - May 31, 2026

2026 Walk & Roll Chicago - Chicago, IL - genericImage-websiteLogo-265332-1762450548.5636-0.bPdnX0.png

2026 Walk & Roll Chicago

Chicago, IL

Sat - Jun 06, 2026

Running > 5k, 10k, Walking

Run for Breast Cancer 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-245242-1751340033.2371-0.bOy1qb.png

Run for Breast Cancer 5K/10K/13.1 DENVER/AURORA

Centennial, CO

Sat - Jun 06, 2026

Cooper's Hawk Wine Run 5k

New Lenox, IL

Sat - Jun 06, 2026

Run for Breast Cancer 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-245242-1751340033.2371-0.bOy1qb.png

Run for Breast Cancer 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Jun 06, 2026

Running > 5k, 10k, Half Marathon, 1 mile

DRC Rock Springs Ramble - Decatur, IL - genericImage-websiteLogo-268710-1764608371.3795-0.bPlCLZ.jpg

DRC Rock Springs Ramble

Decatur, IL

Jun 6, 2026 - Jun 8, 2026

Tom's Try-athlon Oak Brook Park District - Oak Brook, IL - genericImage-websiteLogo-268847-1764780292.79-0.bPmgKe.png

Tom's Try-athlon Oak Brook Park District

Oak Brook, IL

Sat - Jun 06, 2026

Cooper's Hawk Wine Run 5k - New Lenox, IL - coopers-hawk-wine-run-5k-logo_vrUfuFv.png

Cooper's Hawk Wine Run 5k

New Lenox, IL

Sat - Jun 06, 2026 @ 09:00

Plainfield American Legion 5K Charity Run - Plainfield, IL - genericImage-websiteLogo-243840-1734095311.9749-0.bNxdhp.png

Plainfield American Legion 5K Charity Run

Plainfield, IL

Sat - Jun 13, 2026

Eiffel Tower Triathlon - Paris, IL - genericImage-websiteLogo-248198-1739832329.7506-0.bNS7Wj.png

Eiffel Tower Triathlon

Paris, IL

Sat - Jun 13, 2026

Summer Trail Fest Ultra 50K, Half Marathon, & 5 Mile - Laingsburg, MI - STFU_logo-05.png

Summer Trail Fest Ultra 50K, Half Marathon, & 5 Mile

Laingsburg, MI

Sat - Jun 13, 2026 @ 7:30 AM

Running > 5 mile, Half Marathon, Trail, Ultra

VIEW DISCOUNT

ENDO 5K - Chicago, IL - running-5.png

ENDO 5K

Chicago, IL

Tue - Jun 16, 2026

Jasper Mountain Trail Fest 2026 - Dayton, WA - genericImage-websiteLogo-222762-1731355837.5999-0.bNmMs9.png

Jasper Mountain Trail Fest 2026

Dayton, WA

Sat - Jun 20, 2026

Running > Obstacle Race, Half Marathon, Marathon

Sloth Run 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-260929-1755833660.4445-0.bOP-u8.png

Sloth Run 5K/10K/13.1 DENVER/AURORA

Centennial, CO

Sat - Jun 20, 2026

Sloth Run 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-260929-1755833660.4445-0.bOP-u8.png

Sloth Run 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Jun 20, 2026

Running > 5k, 10k, Half Marathon, 1 mile

Iowa Trail Run Series: Sleepy Hollow - Des Moines, IA - running-9.png

Iowa Trail Run Series: Sleepy Hollow

Des Moines, IA

Sat - Jun 27, 2026

Run for Chocolate 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-260933-1755837035.1641-0.bOP_jR.png

Run for Chocolate 5K/10K/13.1 DENVER/AURORA

Centennial, CO

Sat - Jul 04, 2026

Running > 5k, 10k, Half Marathon, 1 mile

Run for Chocolate 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-260933-1755837035.1641-0.bOP_jR.png

Run for Chocolate 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Jul 04, 2026

Running > 5k, 10k, Half Marathon, 1 mile

Treat Trot Greater Chicago

Greater Chicago, IL

Sun - Jul 05, 2026

Running > 5k, 10k

Savage Race Chicago 2026 - Spring Grove, IL - genericImage-websiteLogo-239250-1728494920.0989-0.bNbR1i.png

Savage Race Chicago 2026

Spring Grove, IL

Sat - Jul 11, 2026

Running > 5 mile, 5k, 1 mile, Obstacle Race