144 Upcoming 5K Races Near Chestertown, MD

Most popular races in Maryland →

Sat, Dec 121 race

The Santa Cause 5K logo

The Santa Cause 5K

Newark, DE

5K
View details for race The Santa Cause 5K

Sun, Dec 132 races

CCD’s Holiday Race for Recovery 5K logo

CCD’s Holiday Race for Recovery 5K

New Castle, DE

5K
View details for race CCD’s Holiday Race for Recovery 5K
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Holiday Hustle 5K and Jingle Jog Kids Run logo

Holiday Hustle 5K and Jingle Jog Kids Run

Bel Air, MD

5K
View details for race Holiday Hustle 5K and Jingle Jog Kids Run

Fri, Dec 181 race

Holiday Lights Run

Bel Air, MD

5K
View details for race Holiday Lights Run

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Sat, Dec 192 races

Reindeer Run 5k logo

Reindeer Run 5k

Aberdeen, MD

5K
1 Mile
Fast
View details for race Reindeer Run 5k
Naptown Half Marathon & 10K/5K logo

Naptown Half Marathon & 10K/5K

Annapolis, MD

Half
10K
5K
Trail
View details for race Naptown Half Marathon & 10K/5K

Sun, Dec 273 races

North by North 5k

Bel Air, MD

5K
Trail
View details for race North by North 5k
Terrapin Trot 5k & 10k logo

Terrapin Trot 5k & 10k

Stevensville, MD

5K
10K
View details for race Terrapin Trot 5k & 10k
Autumn Arch Winter Warmer 5K logo

Autumn Arch Winter Warmer 5K

Newark, DE

5K
Fast
View details for race Autumn Arch Winter Warmer 5K

Thu, Dec 311 race

New Year's Eve Gala

Bel Air, MD

5K
View details for race New Year's Eve Gala

Fri, Jan 1, 20274 races

Hoppy New Year 5K logo

Hoppy New Year 5K

Newark, DE

5K
View details for race Hoppy New Year 5K
Resolution Run 5K logo

Resolution Run 5K

Perryville, MD

5K
1 Mile
View details for race Resolution Run 5K
18th Annual Chesapeake City New Years Day 5k logo

18th Annual Chesapeake City New Years Day 5k

Chesapeake City, MD

5K
View details for race 18th Annual Chesapeake City New Years Day 5k
Resolution Run logo

Resolution Run

Baltimore, MD

5K
1 Mile
15K
View details for race Resolution Run

Sat, Jan 2, 20271 race

New Year 5K, 10K, & 13.1M at Bel Air, MD (01) logo

New Year 5K, 10K, & 13.1M at Bel Air, MD (01)

Bel Air, MD

5K
10K
Half
Fast
View details for race New Year 5K, 10K, & 13.1M at Bel Air, MD (01)

Sat, Jan 9, 20272 races

44th Icicle Ten Miler & Snowflake 5k logo

44th Icicle Ten Miler & Snowflake 5k

Wilmington, DE

5K
View details for race 44th Icicle Ten Miler & Snowflake 5k
Chill Chase 5k & 10k logo

Chill Chase 5k & 10k

Bladensburg, MD

5K
10K
View details for race Chill Chase 5k & 10k

Sun, Jan 10, 20271 race

Tyler Brown's "I Hate to Run" Memorial 5K logo

Tyler Brown's "I Hate to Run" Memorial 5K

Wilmington, DE

5K
View details for race Tyler Brown's "I Hate to Run" Memorial 5K

Sat, Jan 23, 20272 races

Terrapin Cult Classic 5k & 10k logo

Terrapin Cult Classic 5k & 10k

Stevensville, MD

5K
10K
View details for race Terrapin Cult Classic 5k & 10k
Cocoa & Cupcakes 5K logo

Cocoa & Cupcakes 5K

Newark, DE

5K
View details for race Cocoa & Cupcakes 5K

Sun, Jan 31, 20271 race

Little Patuxent River Half Marathon, 10K, & 5K logo

Little Patuxent River Half Marathon, 10K, & 5K

Columbia, MD

5K
10K
1 Mile
Trail
View details for race Little Patuxent River Half Marathon, 10K, & 5K

Sat, Feb 6, 20271 race

Pirate 5K, 10K, & 13.1M at Bel Air, MD (06) logo

Pirate 5K, 10K, & 13.1M at Bel Air, MD (06)

Bel Air, MD

5K
10K
Half
Fast
View details for race Pirate 5K, 10K, & 13.1M at Bel Air, MD (06)

Sat, Feb 13, 20273 races

Valentine 5K by Blue Cheetah Sports Timing logo

Valentine 5K by Blue Cheetah Sports Timing

Perryville, MD

5K
1 Mile
Fast
View details for race Valentine 5K by Blue Cheetah Sports Timing
Cupid's Chase 5K Baltimore logo

Cupid's Chase 5K Baltimore

Baltimore, MD

5K
View details for race Cupid's Chase 5K Baltimore
Cupid's Chase 5K Annapolis logo

Cupid's Chase 5K Annapolis

Annapolis, MD

5K
View details for race Cupid's Chase 5K Annapolis

Sun, Feb 14, 20271 race

Touchdown 5K logo

Touchdown 5K

Newark, DE

5K
View details for race Touchdown 5K

Sun, Feb 21, 20271 race

The 2027 Maryland Indoor 5k and Family Fun Run at Arundel Mills Mall! logo

The 2027 Maryland Indoor 5k and Family Fun Run ...

Hanover, MD

1 Mile
5K
View details for race The 2027 Maryland Indoor 5k and Family Fun Run at Arundel Mills Mall!

Sat, Feb 27, 20271 race

Rosaryville Ramble 5k, 10k & Half logo

Rosaryville Ramble 5k, 10k & Half

Upper Marlboro, MD

Half
5K
10K
View details for race Rosaryville Ramble 5k, 10k & Half

Sat, Mar 6, 20271 race

Medal Madness 5K, 10K, & 13.1M at Bel Air, MD (10) logo

Medal Madness 5K, 10K, & 13.1M at Bel Air, MD (10)

Bel Air, MD

5K
10K
Half
Fast
View details for race Medal Madness 5K, 10K, & 13.1M at Bel Air, MD (10)

Sun, Mar 7, 20272 races

Hot Chocolate 5K logo

Hot Chocolate 5K

Stevensville, MD

5K
Trail
View details for race Hot Chocolate 5K
The Holly’s Hustle 5k Run/Walk logo

The Holly’s Hustle 5k Run/Walk

Smyrna, DE

5K
View details for race The Holly’s Hustle 5k Run/Walk

Sat, Mar 13, 20272 races

Catch the Leprechaun 5K logo

Catch the Leprechaun 5K

Newark, DE

5K
View details for race Catch the Leprechaun 5K
2027 Barlowe Bolt 5K Run logo

2027 Barlowe Bolt 5K Run

Millersville, MD

5K
1 Mile
View details for race 2027 Barlowe Bolt 5K Run

Sun, Mar 14, 20271 race

Altra Kelly Benefits St. Patrick's Day Shamrock 5K logo

Altra Kelly Benefits St. Patrick's Day Shamrock 5K

Baltimore, MD

5K
Fast
View details for race Altra Kelly Benefits St. Patrick's Day Shamrock 5K

Sat, Mar 20, 20273 races

The Luckiest Light 5K logo

The Luckiest Light 5K

Havre De Grace, MD

5K
View details for race The Luckiest Light 5K
Annapolis Running Festival logo

Annapolis Running Festival

Annapolis, MD

Half
10K
5K
View details for race Annapolis Running Festival
19th Annual St. Patrick's Day 5k, 1m Fun Run, 200m Kiddie Dash logo

19th Annual St. Patrick's Day 5k, 1m Fun Run, 2...

Denton, MD

5K
1 Mile
Fast
View details for race 19th Annual St. Patrick's Day 5k, 1m Fun Run, 200m Kiddie Dash

Sat, Mar 27, 20271 race

Chocolate Bunny 5K logo

Chocolate Bunny 5K

Newark, DE

5K
View details for race Chocolate Bunny 5K

Sat, Apr 3, 20272 races

Bunny 5K, 10K, & 13.1M at Bel Air, MD (14) logo

Bunny 5K, 10K, & 13.1M at Bel Air, MD (14)

Bel Air, MD

5K
10K
Half
Fast
View details for race Bunny 5K, 10K, & 13.1M at Bel Air, MD (14)
Justice in Motion: A 5k to Support Innocence Project Delaware logo

Justice in Motion: A 5k to Support Innocence Pr...

Wilmington, DE

5K
View details for race Justice in Motion: A 5k to Support Innocence Project Delaware

Sun, Apr 4, 20271 race

Friends of Lums Pond Halfway to Pond Fest 5K logo

Friends of Lums Pond Halfway to Pond Fest 5K

Middletown, DE

5K
View details for race Friends of Lums Pond Halfway to Pond Fest 5K

Sat, Apr 10, 20272 races

Turtle Derby 5k Trail Race logo

Turtle Derby 5k Trail Race

Havre De Grace, MD

5K
Trail
View details for race Turtle Derby 5k Trail Race
Races for the Oasis 5K & Fun Run logo

Races for the Oasis 5K & Fun Run

Baltimore, MD

5K
1 Mile
View details for race Races for the Oasis 5K & Fun Run

Sun, Apr 11, 20271 race

8th Annual Dozer's Run/Walk 5K - 4/11/2027 logo

8th Annual Dozer's Run/Walk 5K - 4/11/2027

Hockessin, DE

5K
View details for race 8th Annual Dozer's Run/Walk 5K - 4/11/2027

Sat, Apr 17, 20273 races

Concord Point Lighthouse 200th Anniversary 5K logo

Concord Point Lighthouse 200th Anniversary 5K

Havre De Grace, MD

5K
View details for race Concord Point Lighthouse 200th Anniversary 5K
Earth Day 5K & Fun Run logo

Earth Day 5K & Fun Run

Baltimore, MD

5K
1 Mile
Trail
View details for race Earth Day 5K & Fun Run
Cumberland County Historical Running Festival at Greenwich logo

Cumberland County Historical Running Festival a...

Greenwich, NJ

10K
5K
1 Mile
Fast
View details for race Cumberland County Historical Running Festival at Greenwich

Sun, Apr 18, 20272 races

Discover Downtown Columbia 5K/10K logo

Discover Downtown Columbia 5K/10K

Columbia, MD

5K
10K
View details for race Discover Downtown Columbia 5K/10K
Delaware Running Festival logo

Delaware Running Festival

Wilmington, DE

Marathon
Half
10K
View details for race Delaware Running Festival

Thu, Apr 22, 20271 race

Earth Day 5K logo

Earth Day 5K

Bel Air, MD

5K
1 Mile
Trail
View details for race Earth Day 5K