144 Upcoming 5K Races Near Chestertown, MD

Fri, Nov 131 race

2026 BIAMD Scarecrow Classic 5k and 1 Mile Walk

Baltimore, MD

1 Mile

View details for race 2026 BIAMD Scarecrow Classic 5k and 1 Mile Walk

Sat, Nov 149 races

Stars and Strides 5K & Family Fun Day - Delaware

Newark, DE

View details for race Stars and Strides 5K & Family Fun Day - Delaware

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Shrewsbury Fall Fest & Run

Kennedyville, MD

10K

View details for race Shrewsbury Fall Fest & Run

2026 Elizabeth Seton High School Music Departme...

Bladensburg, MD

View details for race 2026 Elizabeth Seton High School Music Department 5K Run/Walk

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$5 5K Series: 2026 Turkey Trot

Baltimore, MD

View details for race $5 5K Series: 2026 Turkey Trot

St. Joseph Fullerton 2nd Annual Turkey Chaser 5K

Kingsville, MD

1 Mile

View details for race St. Joseph Fullerton 2nd Annual Turkey Chaser 5K

2026 Patterson Park 5k & Homebrew Contest

Baltimore, MD

1 Mile

View details for race 2026 Patterson Park 5k & Homebrew Contest

A Great Day 5K

Newark, DE

View details for race A Great Day 5K

North Linthicum Improvement Association Turkey ...

Linthicum Heights, MD

View details for race North Linthicum Improvement Association Turkey Trot 5k and Fun Walk

Angels on the Run 5K

Elkridge, MD

View details for race Angels on the Run 5K

Sun, Nov 154 races

The Good KARMA 5K

Wilmington, DE

View details for race The Good KARMA 5K

Over the Stile 5K and Challenge

Darlington, MD

Trail

View details for race Over the Stile 5K and Challenge

Zoo Zoom - Run with the Herd 5K

Baltimore, MD

View details for race Zoo Zoom - Run with the Herd 5K

Scrapple Scramble 5K

Newark, DE

View details for race Scrapple Scramble 5K

Sat, Nov 214 races

3rd Annual New Garden Gobbler

Landenberg, PA

View details for race 3rd Annual New Garden Gobbler

54th Annual Newark Turkey Trot 10k / 5k

Newark, DE

10K

View details for race 54th Annual Newark Turkey Trot 10k / 5k

Igniting Hope 5K

Wilmington, DE

View details for race Igniting Hope 5K

Dan Rankin Memorial 5K

Middletown, DE

View details for race Dan Rankin Memorial 5K

Sun, Nov 222 races

10th Annual Gobble Wobble 5K Run/Walk

Felton, DE

View details for race 10th Annual Gobble Wobble 5K Run/Walk

Rudolph’s Run 5K

Wilmington, DE

View details for race Rudolph’s Run 5K

Tue, Nov 241 race

YMCA of the Chesapeake 2026 Turkey Trot Charity 5K

Various Locations on the Chesapeake, MD

View details for race YMCA of the Chesapeake 2026 Turkey Trot Charity 5K

Thu, Nov 2612 races

Fightin' 55 Turkey Trot

Havre De Grace, MD

1 Mile

Trail

View details for race Fightin' 55 Turkey Trot

Chase Thanksgiving 5K

Middle River, MD

Trail

View details for race Chase Thanksgiving 5K

Downtown Columbia Turkey Trot 5K

Columbia, MD

View details for race Downtown Columbia Turkey Trot 5K

Turkey Trot for Education

Pilesgrove, NJ

1 Mile

Fast

View details for race Turkey Trot for Education

North Shore 6th Annual Turkey Trot

Pasadena, MD

View details for race North Shore 6th Annual Turkey Trot

Rugby Hall 5k Turkey Trot

Arnold, MD

View details for race Rugby Hall 5k Turkey Trot

2nd Annual LMBC Turkey Trot

Severna Park, MD

1 Mile

View details for race 2nd Annual LMBC Turkey Trot

Run for Pie 5K

Newark, DE

View details for race Run for Pie 5K

Bulle Rock Turkey Trot 5K - Thanksgiving Day 2026

Havre De Grace, MD

1 Mile

View details for race Bulle Rock Turkey Trot 5K - Thanksgiving Day 2026

22nd Annual Catonsville High School XC Turkey Trot

Catonsville, MD

1 Mile

View details for race 22nd Annual Catonsville High School XC Turkey Trot

Annapolis Turkey Trot

Annapolis, MD

View details for race Annapolis Turkey Trot

22nd Annual LARS Race Against Hunger & Homeless...

Laurel, MD

1 Mile

View details for race 22nd Annual LARS Race Against Hunger & Homelessness (The Turkey Trot)

Fri, Nov 271 race

4th Annual #OptOutside Black Friday Fun Run

Bear, DE

Trail

View details for race 4th Annual #OptOutside Black Friday Fun Run

Sat, Nov 283 races

28th Milford Cross Country Booster Reindeer Sta...

Felton, DE

View details for race 28th Milford Cross Country Booster Reindeer Stampede 5k

Rail Haus Turkey Burn 5K

Dover, DE

View details for race Rail Haus Turkey Burn 5K

Santa Fun Run 5k for Hospice

Easton, MD

View details for race Santa Fun Run 5k for Hospice

Sun, Nov 292 races

Boundless Edventures 5K Family Run/Walk

Millersville, MD

View details for race Boundless Edventures 5K Family Run/Walk

St. Mary's Boys Basketball Annual 5K Run and 1-...

Annapolis, MD

View details for race St. Mary's Boys Basketball Annual 5K Run and 1-Mile Fun Run

Sat, Dec 56 races

2026 Jingle Bell Run - Baltimore, MD

Baltimore, MD

View details for race 2026 Jingle Bell Run - Baltimore, MD

DeCesaris Prout Cancer Foundation - Jingle Bell...

Annapolis, MD

View details for race DeCesaris Prout Cancer Foundation - Jingle Bell 5K/3K

Wild Winter Run

Middletown, DE

Trail

Fast

View details for race Wild Winter Run

Jolly Jingle

Wilmington, DE

View details for race Jolly Jingle

Holiday 5K, 10K, & 13.1M at Bel Air, MD (49)

Bel Air, MD

10K

Half

Fast

View details for race Holiday 5K, 10K, & 13.1M at Bel Air, MD (49)

$5 5K Series: 2026 Reindeer Run

Baltimore, MD

View details for race $5 5K Series: 2026 Reindeer Run

Sun, Dec 65 races

Hot Chocolate Run

Bel Air, MD

View details for race Hot Chocolate Run

Holiday Hustle

Parkville, MD

View details for race Holiday Hustle

12th Annual Angel Park Jingle All The Way 5k & ...

Perry Hall, MD

1 Mile

View details for race 12th Annual Angel Park Jingle All The Way 5k & 1 Mile Family Fun Run

Freedom Hills Therapeutic Riding Reindeer Run 5K

Port Deposit, MD

View details for race Freedom Hills Therapeutic Riding Reindeer Run 5K

9th Annual Homewood Holiday 5k

Baltimore, MD

View details for race 9th Annual Homewood Holiday 5k

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