Outdoor events near Middletown, Delaware
32 outdoor events are on within 25 miles of Middletown over the next three months: 31 races and 1 ranger-led or guided program. 4 are this weekend. A typical October day in Middletown reaches about 69°F and drops to 46°F, with rain or snow about 1 day in 4 (NOAA 30-year average).
- 32 upcoming
- 4 this weekend
- October: 13
- November: 15
- December: 4
- Guided tour40th Annual Amish Country Bike TourSat, Oct 10 · All dayDover · 22 mi from Middletown
- 5KFreedom From Seizures 5K SouthSat, Oct 10 · 9:00 AMDover · 21 mi from Middletown
- 5KTender Hearts 5KSun, Oct 11 · 10:00 AMNewark · 11 mi from Middletown
- 5KMonster Mile Walk for a Cause & 5KSun, Oct 11 · 11:00 AMDover · 23 mi from Middletown
- RaceWild & Rooted Trail RunSat, Oct 17 · 8:30 AMHockessin · 24 mi from Middletown
- 5KLittle Sisters of the Poor Nun Run 5KSat, Oct 17 · 9:00 AMNewark · 15 mi from Middletown
- 5KDelaware Down Syndrome 5K Run/WalkSat, Oct 17 · 10:00 AMNewark · 11 mi from Middletown
- 15K · 5K2026 Delaware Distance Classic 15K & 5KSun, Oct 18 · 9:00 AMWilmington · 22 mi from Middletown
- 5KBOO & BREW 5KSat, Oct 24 · 9:00 AMWilmington · 23 mi from Middletown
- 5KDeer Park Goes Pink 5KSun, Oct 25 · 9:00 AMNewark · 17 mi from Middletown
- 5KHalloween Hustle 5KSat, Oct 31 · 8:00 AMSmyrna · 11 mi from Middletown
- 5KZombie Dash 5KSat, Oct 31 · 9:00 AMDover · 21 mi from Middletown
- 5KRoofs From The Heart 5KSat, Oct 31 · 9:00 AMWilmington · 23 mi from Middletown
- 5KSheldon Shuffle 5KSun, Nov 1 · 8:00 AMNewark · 11 mi from Middletown
- 5KMake Today Count 5KSat, Nov 7 · 9:00 AMNewark · 11 mi from Middletown
- RaceDelaware Dash for RareSat, Nov 7 · 9:00 AMKelly's Logan House, Wilmington · 23 mi from Middletown
- 5K20th Annual Harvest Hustle 5K 2026Sat, Nov 7 · 10:00 AMFifer's Farm, Camden Wyoming · 25 mi from Middletown
- 5KJack o Lantern Revenge 5KSun, Nov 8 · 10:00 AMWilmington · 23 mi from Middletown
- 5KStars and Strides 5K & Family Fun Day - DelawareSat, Nov 14 · 8:30 AMNewark · 15 mi from Middletown
- 5KA Great Day 5KSat, Nov 14 · 5:00 PMNewark · 16 mi from Middletown
- 5KThe Good KARMA 5KSun, Nov 15 · 9:00 AMWilmington · 23 mi from Middletown
- 5KScrapple Scramble 5KSun, Nov 15 · 10:00 AMNewark · 11 mi from Middletown
- 5KDan Rankin Memorial 5KSat, Nov 21 · 9:00 AMMiddletown · 0.4 mi from Middletown
- 5KIgniting Hope 5KSat, Nov 21 · 9:00 AMSaint Mark's High School, Wilmington · 20 mi from Middletown
- 5KSurvivor Day Trot 5KSun, Nov 22 · 9:00 AMDover · 23 mi from Middletown
- 5KRudolph’s Run 5KSun, Nov 22 · 10:00 AMWilmington · 23 mi from Middletown
- 5KRun for Pie 5KThu, Nov 26 · 9:00 AMNewark · 11 mi from Middletown
- 5KRail Haus Turkey Burn 5KSat, Nov 28 · 9:00 AMDover · 22 mi from Middletown
- RaceWild Winter RunSat, Dec 5 · 9:00 AMMiddletown · 3.2 mi from Middletown
- 5KThe Santa Cause 5KSat, Dec 12 · 10:00 AMNewark · 17 mi from Middletown
- 5KCCD’s Holiday Race for Recovery 5KSun, Dec 13 · 10:00 AMNew Castle · 17 mi from Middletown
- 5KAutumn Arch Winter Warmer 5KSun, Dec 27 · 10:00 AMAutumn Arch Beer Project, Newark · 13 mi from Middletown
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Schedules come from park agencies, race sites and organizers' own calendars, checked daily. Events can change, so check the event page before you go. Typical weather is the NOAA 1991–2020 average.
