Orlando Holiday Runs 2026 — Jingle Bell 5Ks & Santa Races

Bells on the shoelaces, cocoa at the finish: Orlando's December calendar has 22 holiday-season races for 2026 — jingle bell runs, Santa dashes, and ugly-sweater 5Ks. They're the most beginner-friendly races of the year, built for families and first-timers. The next one up is Oh, What Fun Run 5K on Sat, Dec 5, 2026. Every listing links straight to registration.

• Sat, Dec 5, 2026 Oh, What Fun Run 5K 6900 Tavistock Lakes Blvd. · Orlando, FL · From $39 5K Road
• Sat, Dec 5, 2026 Holiday 5K, 10K, & 13.1M at DeBary, FL (49) 37 Dirksen Drive · DeBary, FL · From $30 5K10KHalf Marathon Road
• Sat, Dec 12, 2026 Stuff Your Face Race 2501 General Rees Ave · Orlando, FL · From $25 5K Road
• Sat, Dec 12, 2026 2026 Jingle Bell Run - Orlando, FL 4982 New Broad Street · Orlando, FL · From $35 5K Road
• Sat, Dec 12, 2026 Chosen 4 Change 5K Gemini Springs Park · Debary, FL · From $10 5K Road
• Sat, Dec 12, 2026 AdventHealth Howey-in-the-Hills Reindeer Dash 5K presented by LiveTrends Design Group 510 S Palm Avenue · Howey-in-the-Hills, FL · From $35 5K Road
• Sat, Dec 12, 2026 Holiday 5K, 10K, & 13.1M at Deland, FL (50) 2100 Fatio Rd · Deland, FL · From $30 5K10KHalf Marathon Road
• Sat, Dec 12, 2026 ITMS Howl-iday Hustle, Run, Walk, and Play! 1000 Central Winds Park Drive · Winter Springs, FL · From $22 5K Road
• Sun, Dec 13, 2026 Naughty or Nice 5K - Lake Mary 1061 S Sun Dr · Lake Mary, FL · From $20 5K Road
• Sun, Dec 13, 2026 Candy Cane Course - Orlando TBD · Orlando, FL · From $22 5K10K Road
• Sat, Dec 19, 2026 Ancient Oaks 100-Mile Endurance Run 444 Columbia Blvd · Titusville, FL Trail Run Trail
• Sat, Dec 19, 2026 Santa's Run Fest 401 Avenue B NW · Winter Haven, FL · From $10 5K10K Road
• Sat, Dec 19, 2026 Mount Dora Half Marathon & 5K 100 N. Donnelly St · Mount Dora, FL · From $40 5K10KHalf Marathon Road
• Sat, Dec 19, 2026 Dream Finders Homes 12Ks of Christmas, Christmas 5k & Kids Races 14111 Shoreside Way · Winter Garden, FL · From $15 5K Road
• Sat, Dec 19, 2026 Holiday 5K, 10K, & 13.1M at DeBary, FL (51) 37 Dirksen Drive · DeBary, FL · From $30 5K10KHalf Marathon Road
• Sat, Dec 19, 2026 Santa Hustle Orlando 8000 Fins Up Cir · Kissimmee, FL · From $20 5K10K Road
• Sat, Dec 19, 2026 AdventHealth Santa's Twilight 5K - Downtown Clermont 685 W Montrose St · Clermont, FL · From $35 5K Road
• Sun, Dec 20, 2026 Deltona Jingle Jog 5K 1200 Deltona Boulevard · From $20 5K Road
• Thu, Dec 24, 2026 Holiday Stress Buster 5K - 14th Annual 126 Washington Ave E, Lake Helen, FL 32744 · From $20 5K Road
• Sat, Dec 26, 2026 The Ritz-Carlton Winter GLO 5k 4012 Central Florida Parkway · Orlando, FL · From $60 5K Road
• Sat, Dec 26, 2026 Holiday 5K, 10K, & 13.1M at Deltona, FL (52) Green Springs Park · Deltona, FL · From $30 5K10KHalf Marathon Road
• Sun, Dec 27, 2026 Holiday Five Cady Way Trail Head · Winter Park, FL · From $30 5K10KHalf MarathonMarathonTrail Run Trail

Race-day tip

December races are the best gateway race to give someone: register a friend, then train together through the cold weeks — accountability is the real gift.

Looking beyond december holiday? See every upcoming Orlando race →