178 Upcoming Races Near Chestertown, MD

Most popular races in Maryland →

Fri, Nov 131 race

2026 BIAMD Scarecrow Classic 5k and 1 Mile Walk logo

2026 BIAMD Scarecrow Classic 5k and 1 Mile Walk

Baltimore, MD

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

Sat, Nov 149 races

2026 Elizabeth Seton High School Music Department 5K Run/Walk logo

2026 Elizabeth Seton High School Music Departme...

Bladensburg, MD

5K
View details for race 2026 Elizabeth Seton High School Music Department 5K Run/Walk
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Shrewsbury Fall Fest & Run logo

Shrewsbury Fall Fest & Run

Kennedyville, MD

10K
5K
View details for race Shrewsbury Fall Fest & Run
Angels on the Run 5K logo

Angels on the Run 5K

Elkridge, MD

5K
View details for race Angels on the Run 5K

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St. Joseph Fullerton 2nd Annual Turkey Chaser 5K logo

St. Joseph Fullerton 2nd Annual Turkey Chaser 5K

Kingsville, MD

5K
1 Mile
View details for race St. Joseph Fullerton 2nd Annual Turkey Chaser 5K
2026 Patterson Park 5k & Homebrew Contest logo

2026 Patterson Park 5k & Homebrew Contest

Baltimore, MD

1 Mile
5K
View details for race 2026 Patterson Park 5k & Homebrew Contest
North Linthicum Improvement Association Turkey Trot 5k and Fun Walk logo

North Linthicum Improvement Association Turkey ...

Linthicum Heights, MD

5K
View details for race North Linthicum Improvement Association Turkey Trot 5k and Fun Walk
A Great Day 5K logo

A Great Day 5K

Newark, DE

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

Stars and Strides 5K & Family Fun Day - Delaware

Newark, DE

5K
View details for race Stars and Strides 5K & Family Fun Day - Delaware
$5 5K Series: 2026 Turkey Trot logo

$5 5K Series: 2026 Turkey Trot

Baltimore, MD

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

Sun, Nov 154 races

Over the Stile 5K and Challenge

Darlington, MD

5K
Trail
View details for race Over the Stile 5K and Challenge
Scrapple Scramble 5K logo

Scrapple Scramble 5K

Newark, DE

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

Zoo Zoom - Run with the Herd 5K

Baltimore, MD

5K
View details for race Zoo Zoom - Run with the Herd 5K
The Good KARMA 5K logo

The Good KARMA 5K

Wilmington, DE

5K
View details for race The Good KARMA 5K

Sat, Nov 215 races

Dan Rankin Memorial 5K logo

Dan Rankin Memorial 5K

Middletown, DE

5K
View details for race Dan Rankin Memorial 5K
54th Annual Newark Turkey Trot 10k / 5k logo

54th Annual Newark Turkey Trot 10k / 5k

Newark, DE

5K
10K
View details for race 54th Annual Newark Turkey Trot 10k / 5k
Igniting Hope 5K logo

Igniting Hope 5K

Wilmington, DE

5K
View details for race Igniting Hope 5K
THE ZACHING RUNNING FESTIVAL logo

THE ZACHING RUNNING FESTIVAL

Ellicott City, MD

View details for race THE ZACHING RUNNING FESTIVAL
3rd Annual New Garden Gobbler logo

3rd Annual New Garden Gobbler

Landenberg, PA

5K
View details for race 3rd Annual New Garden Gobbler

Sun, Nov 224 races

Rudolph’s Run 5K logo

Rudolph’s Run 5K

Wilmington, DE

5K
View details for race Rudolph’s Run 5K
Survivor Day Trot 5K logo

Survivor Day Trot 5K

Dover, DE

View details for race Survivor Day Trot 5K
10th Annual Gobble Wobble 5K Run/Walk logo

10th Annual Gobble Wobble 5K Run/Walk

Felton, DE

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

Southampton 5 Miler

Bel Air, MD

View details for race Southampton 5 Miler

Tue, Nov 241 race

YMCA of the Chesapeake 2026 Turkey Trot Charity 5K logo

YMCA of the Chesapeake 2026 Turkey Trot Charity 5K

Various Locations on the Chesapeake, MD

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

Wed, Nov 251 race

Turkey Trot - Fun Run / Walk

Columbia, MD

View details for race Turkey Trot - Fun Run / Walk

Thu, Nov 2613 races

Bulle Rock Turkey Trot 5K - Thanksgiving Day 2026 logo

Bulle Rock Turkey Trot 5K - Thanksgiving Day 2026

Havre De Grace, MD

5K
1 Mile
View details for race Bulle Rock Turkey Trot 5K - Thanksgiving Day 2026
22nd Annual Catonsville High School XC Turkey Trot logo

22nd Annual Catonsville High School XC Turkey Trot

Catonsville, MD

1 Mile
5K
View details for race 22nd Annual Catonsville High School XC Turkey Trot
Camp Letts Turkey Chase Charity Race logo

Camp Letts Turkey Chase Charity Race

Edgewater, MD

View details for race Camp Letts Turkey Chase Charity Race
Chase Thanksgiving 5K logo

Chase Thanksgiving 5K

Middle River, MD

5K
Trail
View details for race Chase Thanksgiving 5K
22nd Annual LARS Race Against Hunger & Homelessness (The Turkey Trot) logo

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

Laurel, MD

5K
1 Mile
View details for race 22nd Annual LARS Race Against Hunger & Homelessness (The Turkey Trot)
2nd Annual LMBC Turkey Trot logo

2nd Annual LMBC Turkey Trot

Severna Park, MD

5K
1 Mile
View details for race 2nd Annual LMBC Turkey Trot
Run for Pie 5K logo

Run for Pie 5K

Newark, DE

5K
View details for race Run for Pie 5K
Downtown Columbia Turkey Trot 5K logo

Downtown Columbia Turkey Trot 5K

Columbia, MD

5K
View details for race Downtown Columbia Turkey Trot 5K
Annapolis Turkey Trot logo

Annapolis Turkey Trot

Annapolis, MD

5K
View details for race Annapolis Turkey Trot
North Shore 6th Annual Turkey Trot logo

North Shore 6th Annual Turkey Trot

Pasadena, MD

5K
View details for race North Shore 6th Annual Turkey Trot
Rugby Hall 5k Turkey Trot logo

Rugby Hall 5k Turkey Trot

Arnold, MD

5K
View details for race Rugby Hall 5k Turkey Trot
Turkey Trot for Education logo

Turkey Trot for Education

Pilesgrove, NJ

5K
1 Mile
Fast
View details for race Turkey Trot for Education
Fightin' 55 Turkey Trot logo

Fightin' 55 Turkey Trot

Havre De Grace, MD

5K
1 Mile
Trail
View details for race Fightin' 55 Turkey Trot

Fri, Nov 272 races

James & Jeffrey Miles of Memories 3k Run/Walk

Bowie, MD

View details for race James & Jeffrey Miles of Memories 3k Run/Walk
4th Annual #OptOutside Black Friday Fun Run logo

4th Annual #OptOutside Black Friday Fun Run

Bear, DE

5K
Trail
View details for race 4th Annual #OptOutside Black Friday Fun Run

Sat, Nov 284 races

Santa Fun Run 5k for Hospice logo

Santa Fun Run 5k for Hospice

Easton, MD

5K
View details for race Santa Fun Run 5k for Hospice
Rail Haus Turkey Burn 5K logo

Rail Haus Turkey Burn 5K

Dover, DE

5K
View details for race Rail Haus Turkey Burn 5K
NCR Marathon & Half Marathon logo

NCR Marathon & Half Marathon

Sparks Glencoe, MD

Marathon
Half
Trail
Fast
BQ
View details for race NCR Marathon & Half Marathon
28th Milford Cross Country Booster Reindeer Stampede 5k logo

28th Milford Cross Country Booster Reindeer Sta...

Felton, DE

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

Sun, Nov 293 races

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

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

Annapolis, MD

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

Baby Yoda 4 Miler

Abingdon, MD

View details for race Baby Yoda 4 Miler
Boundless Edventures 5K Family Run/Walk logo

Boundless Edventures 5K Family Run/Walk

Millersville, MD

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

Fri, Dec 41 race

REINDEER RUN AND ROMP logo

REINDEER RUN AND ROMP

NEWARK, DE

View details for race REINDEER RUN AND ROMP

Sat, Dec 52 races

DeCesaris Prout Cancer Foundation - Jingle Bell 5K/3K logo

DeCesaris Prout Cancer Foundation - Jingle Bell...

Annapolis, MD

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

Jolly Jingle

Wilmington, DE

5K
View details for race Jolly Jingle
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