Upcoming Races in Annapolis

Endurance Grid lists 10 races in Annapolis, Maryland, from August 2026 to March 2027.

Races

Sports

The race calendar

Racing in Annapolis

The Annapolis race calendar is busiest in September, November, and March. It covers a range of endurance sports — you'll find races in Running, Duathlon, Paddle, and Rucking — so there's usually a race near you. Distances span a wide range across those sports; you'll see 5K, 10K, 1 Mile, Half Marathon, and 10 Mile, 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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10 races in Annapolis

August 2026 Annapolis, Maryland Races

1 upcoming race in Annapolis, Maryland in August.

Aug

Sun

Running

Annapolis 10 Mile Run

Navy–Marine Corps Memorial Stadium, Annapolis, MD

10 Mile

Avg 85° / 69°·37 ft city elevation

Avg 85° / 69°37 ft city elevation

September 2026 Annapolis, Maryland Races

4 upcoming races in Annapolis, Maryland in September.

Sep

Sun

PaddleDuathlon

Bay Bridge Paddle

1100 E College Pkwy, Annapolis, MD

Sprint

Avg 81° / 66°·37 ft city elevation

Avg 81° / 66°37 ft city elevation

Sep

Sun

Running

The Peake Run- Our Big Ducking 60th Anniversary Run at the Maryland Seafood Festival

East Beach, Annapolis, MD

1 Mile · 5K · 10K

Avg 81° / 66°·37 ft city elevation

Avg 81° / 66°37 ft city elevation

Sep

Sun

RunningRucking

9/11 Heroes Run - Annapolis

Navy-Marine Corps Memorial Stadium, Annapolis, MD

1 Mile · 5K

Avg 81° / 66°·37 ft city elevation

Avg 81° / 66°37 ft city elevation

Sep

18–20

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

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

2 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

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

1 upcoming race in Annapolis, Maryland in December.

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

Just Outside Annapolis

Races near Annapolis

Swim & Paddle the South River

Sun, Oct 4

100 Orchard Road, Riva, MD

4 mi away

Stef Ripple 10th Annual Stefanie Ashdown Memorial Do Your Best 5k Run and 1 Mile Walk

Sun, Sep 13

101 College Parkway, Arnold, MD

4 mi away

PRO-Vision Memorial Run 2026

Sat, Oct 10

623 BALTIMORE ANNAPOLIS BLVD, Severna Park, MD

6 mi away

Rosaryville 20k/50k Trail Training

Mon, Aug 31

1284 Bacon Ridge Rd, Crownsville, MD

6 mi away

North Shore 6th Annual Turkey Trot

Thu, Nov 26

1199 Long Cove Rd, Pasadena, MD

7 mi away

SPANTurkeyTrot

Sat, Nov 7

1001 Kinder Farm Park Road, Millersville, MD

8 mi away

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

Sat, Mar 13

Chapman Farm Clubhouse, Crofton, MD

9 mi away

Swim Across America - Baltimore Open Water Swim

Sun, Sep 27

5101 Mountain Road, Pasadena, MD

9 mi away

Downs Park 5 Miler

Sat, Nov 7

8311 John Downs Loop, Pasadena, MD

10 mi away

Metric Marathon

Sun, Oct 4

Southern High School, Harwood, MD

10 mi away

Old Bay XC Open 6k

Sat, Sep 19

103 Bateau Drive, Stevensville, MD

11 mi away

The Kellie Thompson Shiley 5k and Family Fun Run

Sun, Sep 20

Terrapin Nature Trail, Stevensville, MD

11 mi away

Frequently Asked Questions

How many races are in Annapolis, Maryland?

Endurance Grid's Race Calendar lists 10 upcoming races in Annapolis, Maryland, spanning 4 sports.

What kinds of races are held in Annapolis?

Annapolis hosts duathlon, paddle, rucking, and 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 September and November.

What race distances can you find in Annapolis?

Upcoming races in Annapolis cover distances including 1 Mile, 5K, 10K, 10 Mile, Half Marathon, and Sprint.

What other cities near Annapolis have races?

Nearby race cities include Stevensville.