Get ready to lace up, bundle up, and jingle your way into the holidays. The Greg Hill Foundation’s Jingle All The Way 5K is back on Saturday, December 6, 2025 at 9 AM in the beautiful Boston Seaport. This festive charity race is one of the city’s most beloved December traditions and a guaranteed way to kick off the season with energy, purpose, and holiday spirit.

If you’re looking for fun things to do in Boston in December, a festive 5K, or a meaningful way to support local families during the holidays, this event delivers all of it in one unforgettable morning.

A Festive 5K Through Boston’s Seaport

This is not your average winter run. The Jingle All The Way 5K transforms the Seaport into a sea of holiday sweaters, jingling hats, bright red cheeks, and tons of cheer. Whether you’re a seasoned runner or just want a fun walk with friends, everyone is welcome.

Your registration includes:

A commemorative finisher medal
Long-sleeve race shirt (first 1,500 runners)
Post-race drink ticket for runners 21+
Post-race food from local partners

After crossing the finish line, stick around for the post-race celebration with live music, great food, festive drinks, and lots of holiday photo ops.

Presented by Kahlua & Dunkin

This year’s presenting sponsor is the iconic Kahlua & Dunkin collaboration, bringing even more holiday spirit to the race.

Runners 21+ can enjoy exclusive Kahlua x Dunkin cocktails throughout the event, while everyone can enjoy the Dunkin Truck on site with hot coffee, hot chocolate, and donuts. It’s the perfect warm-up (or warm-down) for a chilly December morning.

Wear Your Best Holiday Outfit

This race rewards both speed and spirit. Put on your ugly sweater, Santa hat, elf pajamas, or full-on reindeer costume. The most festive outfits will be recognized and rewarded.

Join the Team Challenge

Run with friends, coworkers, or your local Boston run club. Two teams will earn an exclusive prize:

Largest Team (most members registered before race day)
Top Fundraising Team

Both winners receive a cocktail hour for the entire team at one of Boston’s favorite restaurants.

As of now, top fundraising teams include:

North Street Grille – $528.55 raised
Reinbeer Runners – $389.83 raised
Dillon Dashers – $347.06 raised

Registration Options

Spots are limited, and only 246 remain. Prices include all fees.

Individual Registration (21+) – $44.79
Shirt, medal, drink ticket, post-race party
Munchkin Run (20 & Under) – $23.39
Shirt and commemorative medal
Virtual Registration – $44.79
Complete the 5K anywhere; items are shipped after the race

Why You Should Sign Up

This race supports The Greg Hill Foundation, which provides critical assistance to local families in need. By running, you’re helping deliver real impact during the holiday season while enjoying one of Boston’s most fun and festive events.

If you love holiday events, charity runs, or just want something joyful to look forward to this winter, this is one of the best December races in Boston.

Register!

Jingle All The Way 5K Returns to Boston Seaport Dec 6th