Running Races in Annapolis, Maryland
11 upcoming races in Annapolis, updated nightly. For radius search from your exact zip, use the Race Finder.
Racing in Annapolis: what the calendar looks like
There are 11 upcoming races on the Annapolis calendar over the next 12 months, with race dates in 5 of the next 12 months. September is the busiest month, with 4 races. By race count, Annapolis ranks 6th among Maryland cities.
Of those, 9 offer a 5K, 5 offer a 1 Mile and 5 offer a 10K. The next half marathon is Annapolis RUN for The Light House on September 18. Where fees are published, the median entry in Annapolis is $30, close to the Maryland median of $30.
Close enough for a race-day drive: Baltimore (39 races, 22 miles), Columbia (13 races, 25 miles).
Races by month
- Sep 20264 races
- Oct 20261 race
- Nov 20264 races
- Dec 20261 race
- Mar 20271 race
September 2026
- Sun 9/139/11 Heroes Run - AnnapolisAnnapolis, MD · 5K · 1 Mile · from $21 · register ↗
- Sun 9/13Bay Bridge PaddleAnnapolis, MD · 9 Miles · 5K · 1 Mile · from $50 · register ↗
- Sun 9/13The Peake Run- Our Big Ducking 60th Anniversary Run at the Maryland Seafood FestivalAnnapolis, MD · 10K · 5K · 1 Mile · from $5 · register ↗
- Fri 9/18Annapolis RUN for The Light HouseAnnapolis, MD · Half Marathon · 5K · 1 Mile · from $25 · register ↗
October 2026
- Sat 10/24RTB Fair Winds 5k/Fun RunAnnapolis, MD · 5K · from $15 · register ↗
November 2026
- Sun 11/8Bay Bridge RunAnnapolis, MD · 10K · from $80 · register ↗
- Sun 11/8Bay Bridge Walk/Run for a Cause - Walk the Walk FoundationAnnapolis, MD · 10K · from $70 · register ↗
- Thu 11/26Annapolis Turkey TrotAnnapolis, MD · 5K · from $50 · register ↗
- Sun 11/29St. Mary's Boys Basketball Annual 5K Run and 1-Mile Fun RunAnnapolis, MD · 5K · 2K · from $30 · register ↗
December 2026
- Sat 12/19Naptown Half Marathon & 10K/5KAnnapolis, MD · Half Marathon · 10K · 5K · from $40 · register ↗
March 2027
- Sat 3/20Annapolis Running FestivalAnnapolis, MD · Half Marathon · 10K · 5K · from $30 · register ↗
Where to stay in Annapolis
Race-weekend hotel search, dates prefilled for check-in the night before.
- Sep 18Annapolis RUN for The Light HouseFind hotels for this race weekend
- Dec 19Naptown Half Marathon & 10K/5KFind hotels for this race weekend
- Mar 20Annapolis Running FestivalFind hotels for this race weekend
Hotel links are affiliate links. Booking through them costs you nothing extra and helps keep RunRace USA free.
Planning a race
- Getting inlotteries, qualifiers, and how entry works for the races that sell out
- Lottery watchwhich race lotteries and registration windows are open right now
- Choosing a first marathona practical guide to picking a debut race