Upcoming 5K Races Near Chestertown, MD

Name: Holiday Hustle 5K and Jingle Jog Kids Run
Start: 2025-12-14
End: 2025-12-14
Location: Bel Air

ELEVATE: PHIL SPELLMAN MEMORIAL 5K

Newark, DE

Saturday, November 1st, 2025

Featured

View details for race ELEVATE: PHIL SPELLMAN MEMORIAL 5K

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Veteran’s 5K Color Run for the Brave presented ...

Perryville, MD

Saturday, November 1st, 2025

1 Mile

Trail

Fast

View details for race Veteran’s 5K Color Run for the Brave presented by Great Wolf Lodge

Eternal Rest 5k - 10th Annual

Wilmington, DE

Saturday, November 1st, 2025

View details for race Eternal Rest 5k - 10th Annual

Jug Bay Run for Wildlife 10K 5K 3K

Upper Marlboro, MD

Saturday, November 1st, 2025

10K

View details for race Jug Bay Run for Wildlife 10K 5K 3K

8TH MISPILLON ART LEAGUE RUN FOR THE ARTS 5k

Milford, DE

Saturday, November 1st, 2025

1 Mile

Trail

Fast

View details for race 8TH MISPILLON ART LEAGUE RUN FOR THE ARTS 5k

Rock Your Socks

Baltimore, MD

Saturday, November 1st, 2025

1 Mile

View details for race Rock Your Socks

Autumn Run Charity 5K

Wilmington, DE

Saturday, November 1st, 2025

Fast

View details for race Autumn Run Charity 5K

Scott A. Mackler Memorial 5K Run/Walk

Newark, DE

Sunday, November 2nd, 2025

1 Mile

View details for race Scott A. Mackler Memorial 5K Run/Walk

Sowebo Landmark 5K

Baltimore, MD

Sunday, November 2nd, 2025

View details for race Sowebo Landmark 5K

Stars and Strides 5K - Delaware

Newark, DE

Saturday, November 8th, 2025

View details for race Stars and Strides 5K - Delaware

Harvest Hustle 5K 2025

Camden Wyoming, DE

Saturday, November 8th, 2025

View details for race Harvest Hustle 5K 2025

Jurassic Dash 5K & Fun Run

Fallston, MD

Saturday, November 8th, 2025

1 Mile

View details for race Jurassic Dash 5K & Fun Run

Historic Drawbridge Running Festival

St Michaels, MD

Saturday, November 8th, 2025

Half

Marathon

Fast

View details for race Historic Drawbridge Running Festival

2025 BIAMD Scarecrow Classic 5k and 1 Mile Walk

Baltimore, MD

Sunday, November 9th, 2025

1 Mile

View details for race 2025 BIAMD Scarecrow Classic 5k and 1 Mile Walk

Run Fast for BAS

Beltsville, MD

Sunday, November 9th, 2025

Fast

View details for race Run Fast for BAS

St. Joseph School Race for Education

Baltimore, MD

Saturday, November 15th, 2025

1 Mile

View details for race St. Joseph School Race for Education

DTD's 2nd Annual International Juneteenth-TROT ...

Randallstown, MD

Saturday, November 15th, 2025

1 Mile

View details for race DTD's 2nd Annual International Juneteenth-TROT 5K Run/Walk Event

Diabetes Awareness 5k

Newark, DE

Saturday, November 15th, 2025

View details for race Diabetes Awareness 5k

Hope 4 Homelessness 5K

Wilmington, DE

Saturday, November 15th, 2025

View details for race Hope 4 Homelessness 5K

St. Joseph Fullerton Turkey Chaser 5K

Kingsville, MD

Saturday, November 15th, 2025

1 Mile

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

Angels on the Run 5K

Elkridge, MD

Saturday, November 15th, 2025

View details for race Angels on the Run 5K

Wild & Rooted 5K Trail Run

Hockessin, DE

Saturday, November 22nd, 2025

Trail

View details for race Wild & Rooted 5K Trail Run

The Bishop's 5K 2025

Wilmington, DE

Saturday, November 22nd, 2025

View details for race The Bishop's 5K 2025

North Shore 5th Annual Turkey Trot

Pasadena, MD

Thursday, November 27th, 2025

View details for race North Shore 5th Annual Turkey Trot

21st Annual LARS Race Against Hunger & Homeless...

Laurel, MD

Thursday, November 27th, 2025

1 Mile

View details for race 21st Annual LARS Race Against Hunger & Homelessness

Turkey Trot for Education

Pilesgrove, NJ

Thursday, November 27th, 2025

1 Mile

Fast

View details for race Turkey Trot for Education

Bulle Rock Turkey Trot 5K - Thanksgiving Day 2025

Havre De Grace, MD

Thursday, November 27th, 2025

1 Mile

View details for race Bulle Rock Turkey Trot 5K - Thanksgiving Day 2025

Unionville High School 5K and 1 Mile Turkey Tro...

Kennett Square, PA

Thursday, November 27th, 2025

1 Mile

View details for race Unionville High School 5K and 1 Mile Turkey Trot and Food Drive!

Annapolis Turkey Trot

Annapolis, MD

Thursday, November 27th, 2025

View details for race Annapolis Turkey Trot

Downtown Columbia Turkey Trot 5K

Columbia, MD

Thursday, November 27th, 2025

View details for race Downtown Columbia Turkey Trot 5K

YMCA of the Chesapeake 2025 Turkey Trot Charity 5K

Various Locations on the Chesapeake, MD

Thursday, November 27th, 2025

View details for race YMCA of the Chesapeake 2025 Turkey Trot Charity 5K

21st Annual Catonsville High School XC Turkey Trot

Catonsville, MD

Thursday, November 27th, 2025

1 Mile

View details for race 21st Annual Catonsville High School XC Turkey Trot

Run for Pie 5K

Newark, DE

Thursday, November 27th, 2025

View details for race Run for Pie 5K

Santa Fun Run 5k for Hospice

Easton, MD

Saturday, November 29th, 2025

View details for race Santa Fun Run 5k for Hospice

Rail Haus Turkey Burn 5K

Dover, DE

Saturday, November 29th, 2025

View details for race Rail Haus Turkey Burn 5K

Motorcycle Santa 5K (AKA Rudolph’s Run)

Wilmington, DE

Saturday, November 29th, 2025

View details for race Motorcycle Santa 5K (AKA Rudolph’s Run)

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

Annapolis, MD

Sunday, November 30th, 2025

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

Boundless Edventures 5K Family Run/Walk

Millersville, MD

Sunday, November 30th, 2025

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

Medal Madness 5K, 10K, & Half Marathon at Cedar...

Bel Air, MD

Saturday, December 6th, 2025

10K

Half

View details for race Medal Madness 5K, 10K, & Half Marathon at Cedar Lane Regional Park, Bel Air, MD (49) 80

Run Like The Dickens 5K Run/Walk

Chestertown, MD

Saturday, December 6th, 2025

View details for race Run Like The Dickens 5K Run/Walk

BISC St. Nicholas Run 2025

Baltimore, MD

Saturday, December 6th, 2025

View details for race BISC St. Nicholas Run 2025

DeCesaris Prout Cancer Foundation - Jingle Bell...

Annapolis, MD

Saturday, December 6th, 2025

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

Santa's Helpers 5K

Wilmington, DE

Saturday, December 6th, 2025

View details for race Santa's Helpers 5K

CCD’s Holiday Race for Recovery 5K

New Castle, DE

Sunday, December 7th, 2025

View details for race CCD’s Holiday Race for Recovery 5K

Holiday Hustle

Parkville, MD

Sunday, December 7th, 2025

Fast

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Holiday Hustle

Phoenix, MD

Sunday, December 7th, 2025

View details for race Holiday Hustle

8th Annual Homewood Holiday 5k

Baltimore, MD

Sunday, December 7th, 2025

View details for race 8th Annual Homewood Holiday 5k

2025 Jingle Bell Run - Baltimore, MD

Baltimore, MD

Saturday, December 13th, 2025

View details for race 2025 Jingle Bell Run - Baltimore, MD

The Santa Cause 5K

Newark, DE

Saturday, December 13th, 2025

View details for race The Santa Cause 5K

Holiday Hustle 5K and Jingle Jog Kids Run

Bel Air, MD

Sunday, December 14th, 2025

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

Explore more in Chestertown, MD

Distances:

5K 10K Half Marathon Marathon

Months:

November December January

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Maryland races

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