Available distances
About
Cupid's Chase 5K Annapolis is held in Annapolis, Maryland, on February 13, 2027, with a single 5K (3.1 miles) starting at 10:00 a.m. Elevation gain is not listed for the course. The mid-morning start is a friendly one for a February race, since it gives the air a few hours to warm before you line up.
Valentine's weekend 5Ks tend to draw a mixed field, which makes them a comfortable place to run your first race and still a legitimate test if you want to push. To race it, spend the last three weeks doing one interval session and one steady 20-minute run each week, and keep everything else easy. To simply finish it, three run-walk sessions a week for a month is plenty. Either way, arrive early enough for 10 minutes of jogging, because a cold start line and a fast opening quarter mile are a bad combination.
Prepare for Cupid's Chase 5K Annapolis with RunRun
An AI-generated training plan, adjusted every week based on your real sessions. Built around your goal, current level and race date.
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Races nearby
Other upcoming races around Annapolis.
Annapolis Run for the Light House
Sep 20, 2026 · Annapolis, MD · 2 mi away
13.1 mi · 3.1 mi
Stef Ripple Stefanie Ashdown Memorial "Do Your Best" 5k Run and 1 Mile Walk
Sep 13, 2026 · Arnold, MD · 4 mi away
3.1 mi
Prelude 5k & 10k Walk/Run
Sep 26, 2026 · Glenn Dale, MD · 17 mi away
6.2 mi · 3.1 mi
5K Walk-Run Soul Fitness Weekend
Sep 26, 2026 · Kettering, MD · 18 mi away
3.1 mi
Sowebo Gateway 5K
Sep 26, 2026 · Baltimore, MD · 21 mi away
3.1 mi
Gentle Hands & Feet 5K
Oct 4, 2026 · College Park, MD · 24 mi away
3.1 mi