Running Races in Chesapeake, Virginia
10 upcoming races in Chesapeake, updated nightly. For radius search from your exact zip, use the Race Finder.
Racing in Chesapeake: what the calendar looks like
There are 10 upcoming races on the Chesapeake calendar over the next 12 months, with race dates in 6 of the next 12 months. Among complete calendar months, December 2026 has the most listed races, with 3. By race count, Chesapeake ranks 13th among Virginia cities.
Of those, 7 offer a 5K, 3 offer a 1 Mile and 3 offer a Half Marathon. The next marathon on the calendar is Tidewater Strider Dismal Swamp 50K / Marathon /Half Marathon/50K Relay on December 6, which also runs a half marathon. Where fees are published, the median entry in Chesapeake is $35, above the Virginia median of $30.
Close enough for a race-day drive: Virginia Beach (27 races, 19 miles).
Races by month
- Oct 20261 race
- Nov 20261 race
- Dec 20263 races
- Jan 20273 races
- Feb 20271 race
- Mar 20271 race
October 2026
- Sat 10/242026 Angel Dash - Chesapeake, VAChesapeake, VA · 5K · register ↗
November 2026
- Sun 11/1Run the Rainbow 5K and Fun Run 2026Chesapeake, VA · 5K · 1 Mile · register ↗
December 2026
- Sat 12/5Chesapeake Rotary Holly Jolly Jog Race and Fun Run presented by the YMCA of South Hampton RoadsChesapeake, VA · 1 Mile · from $25 · register ↗
- Sun 12/6Tidewater Strider Dismal Swamp 50K / Marathon /Half Marathon/50K RelayChesapeake, VA · 50K · Marathon · Half Marathon · from $40 · register ↗
- Sat 12/26Kwanzaa 5k Run & WalkChesapeake, VA · 5K · from $35 · register ↗
January 2027
- Sat 1/9Tidewater Striders 2027 Distance Series #1Chesapeake, VA · 5K · 10K · 20K · from $40 · register ↗
- Sat 1/16Cookie Classic RunChesapeake, VA · 1 Mile · 5K · 10K · from $5 · register ↗
- Sat 1/23Schock & Shivers 5k and Cold Water ChallengeChesapeake, VA · 5K · 0.5 Miles · from $20 · register ↗
February 2027
- Sat 2/27Tidewater Striders 2027 Distance Series #3Chesapeake, VA · 10K · 20K · 30K · from $50 · register ↗
March 2027
- Sat 3/6Knights of Columbus Run for Life 5KChesapeake, VA · 5K · from $35 · register ↗
Where to stay in Chesapeake
Race-weekend hotel search, dates prefilled for check-in the night before.
- Dec 6Tidewater Strider Dismal Swamp 50K / Marathon /Half Marathon/50K RelayFind hotels for this race weekend
- Jan 9Tidewater Striders 2027 Distance Series #1Find hotels for this race weekend
- Feb 27Tidewater Striders 2027 Distance Series #3Find 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