The Angry Bear Holiday Fun Run and 5K is a running event held in Massillon, Ohio on December 5, 2026, offering both a 1-mile and 5K distance. The race starts at 4:15 PM from Jackson High School. Entry fees range from $10 to $45 depending on registration options. This December holiday-themed event provides an accessible option for runners of various levels, with the shorter mile distance suitable for newer runners or those seeking a casual effort, while the 5K caters to those training for longer distances. If you're traveling to the Massillon area for the race, you'll want accommodation near Jackson High School to minimize travel time before the late afternoon start.
From the Race Organizer
Lace up for a cause at the Angry Bear Fun Run & 5K! Join us for a festive, family-friendly afternoon and evening packed with winter cheer—all in support of the Jackson High School Baseball team. From warm drinks and holiday music to snowball games and a visit from Santa, there’s something for everyone. Kids can enjoy the 1-mile Fun Run and winter-themed activities, while runners and walkers alike take on the scenic 5K through the parks with decorations and inflatable. Don your most festive gear for a chance to win costume prizes, bring your kids for our activities and celebration. It’s more than a race—it’s a winter celebration with purpose! ❄️ 1 Mile Fun Run (Ages 10 and under) For kids, families with small children. All finishers get a mini medal or snowflake ribbon! ❄️ 5K Student/Family Pricing - Student pricing is 18-Under for $15 off, expires on December 3 - Family pricing is 4 family members for $100, expires on November 15 . ❄️ Costume Contest Judging Categories: Best Winter Outfit, Funniest, & Most Festive ❄️ We'll have Music and emcee commentary ❄️ Finish line your get receive a our medals, water, and snacks (bananas, granola, energy bars) Shirts: We offer Youth Small to X-Large, Adults Small to 2X-Large, & no shirt option for $5 discount. There is no guarantee for a t-shirt with registration after November 15th. Limited shirts will be available at the event! Medals: All participants will receive a medal! We offer a no participation medal option for a $5 discount, please select during the registration process if your not interested in receiving a medal. Schedule: Friday, December 4 5:00-7:00 PM - Packet Pickup Saturday, December 5 3:30 PM - Packet Pickup and Santa Arrives! 4:15 PM – ❄️ 1 Mile Fun Run Begins, Untimed Event! 4:30 PM – Costume Contest Judging and Awards 4:50 PM – Final Call for 5K Participants 5:00 PM – 🏃 5K Race Begins 5:20 PM – First Finishers Expected 6:00 PM – Awards Ceremony - 5K Concessions: -Candy Galore (all Christmas themed) -Guiseppe’s Pizza -Chick-Fil-A -Hot Dogs -Popcorn -Cookies ( Jenny G's Sweet Treats) -Donuts ( Amish Door) -Hot Cocoa (Biggby Coffee) -Coffee -Drinks Awards: 5K Run/Walk: -Top Overall Male & Female -Top Male & Female in the following Age Groups 14-Under, 15-19, 20-29, 30-39, 40-49, 50-59, 60-69, and 70-Over Costume Awards: -Best Winter Outfit -Funniest -Most Festive
Hotels Near This Race
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Angry Bear Holiday Fun Run and 5K 2026 — Massillon, OH
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Race Travel Insurance
Don't forget travel insurance for December 5.
You've trained for months and booked a trip to Massillon, OH.
A pre-race injury, a delayed flight, or a family emergency can derail the whole thing.
Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it,
and may cover medical costs if something goes wrong on the course. Plans typically only run
5-7% of your total trip cost — and running events are covered under standard plans with no
additional coverage needed.
Trip cancellation up to 100% of prepaid costs
Running events covered under standard plans — no add-ons needed
Trip interruption up to 150% of non-refundable costs
When is Angry Bear Holiday Fun Run and 5K 2026 — Massillon, OH?
Angry Bear Holiday Fun Run and 5K 2026 — Massillon, OH takes place on December 5, 2026. The race is held in Massillon, Ohio.
Where is Angry Bear Holiday Fun Run and 5K 2026 — Massillon, OH held?
Angry Bear Holiday Fun Run and 5K 2026 — Massillon, OH is held at Jackson High School in Massillon, Ohio.
Where can I find hotels near Angry Bear Holiday Fun Run and 5K 2026 — Massillon, OH?
RaceHotelFinder shows hotels sorted by distance from the race venue in Massillon. Use the map or list view on this page to compare options and book race weekend accommodation.
