Upcoming Races in Annapolis

Endurance Grid lists 9 races in Annapolis, Maryland, from October 2026 to September 2027.

Races

Sport

Racing in Annapolis

The Annapolis race calendar is busiest in November, December, and March. Every race here is a running event, so there's usually one near you. You'll see distances like 5K, 10K, Half Marathon, 2 Mile / 3K, and 15K, along with other popular distances.

Weather on race day varies by time of year, so it lives where it’s accurate — each race page shows that race’s typical high, low, and rain chance from NOAA climate normals for its venue and date.

City Elevation

37 ft

Nearest Airport

BWI

Baltimore/Washington International Thurgood Marshall Airport

Time Zone

Eastern Time

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Races in Annapolis, MD

Explore and filter upcoming endurance races in Annapolis, Maryland on the map below — by sport, distance, price, or month.

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9 races in Annapolis

October 2026 Annapolis, Maryland Races

1 upcoming race in Annapolis, Maryland in October.

Oct

Sat

Running

RTB Fair Winds 5k/Fun Run

600 Quiet Waters Park Rd, Annapolis, MD

Avg 64° / 49°·37 ft city elevation

Avg 64° / 49°37 ft city elevation

November 2026 Annapolis, Maryland Races

3 upcoming races in Annapolis, Maryland in November.

Nov

Sun

Running

Bay Bridge Walk/Run for a Cause - Walk the Walk Foundation

550 Taylor Ave, Annapolis, MD

10K

Avg 60° / 44°·37 ft city elevation

Avg 60° / 44°37 ft city elevation

Nov

Thu

Running

Annapolis Turkey Trot

318 6th Street, Annapolis, MD

Avg 53° / 39°·37 ft city elevation

Avg 53° / 39°37 ft city elevation

Nov

Sun

Running

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

Quiet Waters Park (Sassafras Pavilion), Annapolis, MD

Avg 52° / 39°·37 ft city elevation

Avg 52° / 39°37 ft city elevation

December 2026 Annapolis, Maryland Races

3 upcoming races in Annapolis, Maryland in December.

Dec

Sat

Running

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

600 Quiet Waters Park Rd, Annapolis, MD

2 Mile / 3K · 5K

Avg 50° / 37°·37 ft city elevation

Avg 50° / 37°37 ft city elevation

Dec

Sun

Running

Anniversary Run 15K

Quiet Waters Park, Annapolis, MD

15K

Avg 48° / 30°·37 ft city elevation

Avg 48° / 30°37 ft city elevation

Dec

Sat

Running

Naptown Half Marathon & 10K/5K

550 Taylor Ave, Annapolis, MD

5K · 10K · Half Marathon

Avg 47° / 33°·37 ft city elevation

Avg 47° / 33°37 ft city elevation

March 2027 Annapolis, Maryland Races

1 upcoming race in Annapolis, Maryland in March.

Mar

Sat

Running

Annapolis Running Festival

1040 Cedar Park Rd., Annapolis, MD

5K · 10K · Half Marathon

Avg 56° / 39°·37 ft city elevation

Avg 56° / 39°37 ft city elevation

September 2027 Annapolis, Maryland Races

1 upcoming race in Annapolis, Maryland in September.

Sep

10–12

Fri–Sun

Running

Annapolis RUN for The Light House

600 Quiet Waters Park Road, Annapolis, MD

1 Mile · 5K · Half Marathon

Avg 80° / 64°·37 ft city elevation

Avg 80° / 64°37 ft city elevation

Races near Annapolis

Nov

Thu

Running

Camp Letts Turkey Chase Charity Race

6 miles away4003 Camp Letts Rd, Edgewater, MD

Avg 54° / 38°

Mar

Sun

Running

B&A Trail Marathon and Half Marathon

6 miles awaySeverna Park High School, Severna Park, MD

Half Marathon · Marathon

Avg 52° / 36°·133 ft city elevation

Avg 52° / 36°133 ft city elevation

Nov

Thu

Running

2nd Annual LMBC Turkey Trot

7 miles away368 North Drive, Severna Park, MD

1 Mile · 5K

Avg 54° / 38°·133 ft city elevation

Avg 54° / 38°133 ft city elevation

Oct

Sun

Road Cycling

AACX - Sportif 'Cross Cup

7 miles away1214 Forney Road, Crownsville, MD

Avg 68° / 51°

Nov

Thu

Running

North Shore 6th Annual Turkey Trot

7 miles away1199 Long Cove Rd, Pasadena, MD

Avg 53° / 39°·0 ft city elevation

Avg 53° / 39°0 ft city elevation

Nov

Sat

Running

SPANTurkeyTrot

8 miles away1001 Kinder Farm Park Road, Millersville, MD

1 Mile · 5K

Avg 60° / 39°

Mar

Sat

Running

Chapman Farm St. Patrick's Day Fun Run and Walk

9 miles awayChapman Farm Clubhouse, Crofton, MD

Avg 54° / 31°·110 ft city elevation

Avg 54° / 31°110 ft city elevation

Nov

Sat

Running

Downs Park 5 Miler

10 miles away8311 John Downs Loop, Pasadena, MD

8K / 5 Mile

Avg 59° / 45°·0 ft city elevation

Avg 59° / 45°0 ft city elevation

Oct

Sat

TriathlonAquabikeDuathlon

Rev3 Mighty Matapeake

11 miles away2010 Sonny Schulz Blvd, Stevensville, MD

Sprint

Avg 67° / 50°·9 ft city elevation

Avg 67° / 50°9 ft city elevation

Apr

Sun

Running

Kent Island Fast & Furriest Run for Rescues

11 miles awayTerrapin Nature Park, Stevensville, MD

5K · 10K · 15K

Avg 67° / 49°·9 ft city elevation

Avg 67° / 49°9 ft city elevation

Jun

Sun

Swimming

Great Chesapeake Bay 4.4 Mile Swim & 1 Mile Bay Challenge

11 miles awayLibby's Coastal Kitchen (Formerly Hemingways), Stevensville Libby's Coastal Kitchen, MD

10K · 1500m

Avg 83° / 66°

May

Sat

Running

Two Rivers Race Around the Lake 5K

11 miles away1435 Two Rivers Blvd., Odenton, MD

Avg 75° / 53°·195 ft city elevation

Avg 75° / 53°195 ft city elevation

Frequently Asked Questions

How many races are in Annapolis, Maryland?

Endurance Grid's Race Calendar lists 9 upcoming races in Annapolis, Maryland, spanning 1 sport.

What kinds of races are held in Annapolis?

Annapolis hosts running races.

Is there a race season in Annapolis?

Races in Annapolis run throughout the year rather than in a single fixed season. Of the upcoming races on Endurance Grid's Race Calendar, the most are in November and December.

What race distances can you find in Annapolis?

Upcoming races in Annapolis cover distances including 1 Mile, 2 Mile / 3K, 5K, 10K, 15K, and Half Marathon.