Upcoming Races in Milford, Connecticut 2026

Written By: Jeremy N

If you are looking for races in Milford, Connecticut, you have come to the right place. Milford has a growing running scene with 7 races listed in our directory, including 0 upcoming events in 2026. Whether you are lacing up for your first 5K or chasing a new personal record, there is something here for every runner.

Upcoming Races in Milford, Connecticut

Here is a look at the top upcoming races in Milford this year. We update our listings weekly so you always have the most current information.

Woodmont 5K

Date: July 25, 2026

Distance: 5K

Head to Trubee Doolittle Park in Milford, CT on July 24th at 8:30 AM for this flat, scenic 5K that runs along the shoreline. Registration is $27 online only (capped at 475 runners with no day-of registration), and everyone who pre-registers by July 1st gets a guaranteed DRI FIT… Read full details →

Register for this Race →


Boys & Girls Club of Milford Ice Cream Run (5K)

Date: August 2, 2026

Distance: 5K

Lovelyrun through Walnut Beach and along the Silver Sands boardwalk on Sunday, August 2, 2026, where you’ll support the Boys & Girls Club of Milford while enjoying a scenic 5K experience. Read full details →

Register for this Race →


Milford Rotary Run in the Park 5K

Date: June 14, 2026

Distance: 5K

Head out with your loved onesincluding your four-legged friendsfor a fun trail experience through Eisenhower Park, where you can run, walk, or hike at your own comfortable pace on a mostly flat route with gentle hills that follows a high school cross country path perfect for any… Read full details →

Register for this Race →


Milford Road Runners Independence Day 5K

Date: July 4, 2026

Distance: 5K

Join the Milford Road Runners for a festive 5K celebration on July 4th, 2026 at 9:30am at Tribus Beer Co, where you can kick off your Independence Day with a run followed by a fun afterparty. Read full details →

Register for this Race →


Milford Campus Bridgeport Hospital Mother’s Day 5K Run/Walk, 3K – Walkers only and Kids Fun Run

Date: May 10, 2026

Distance: 5K

Celebrate Mother’s Day with Bridgeport Hospital’s Milford Campus at this beloved 30+ year event featuring a chip-timed 5K run/walk, an untimed 3K walk, and a free kids’ fun run for ages 10 and under on scenic, flat terrain in Milford, CT. Read full details →

Register for this Race →


4th Annual ‘Net Gains 2026’ Pickleball Tournament Sponsored by The Peter & Thomas DiPietro Foundation and Chris Wright – Kingsview Partners

Date: June 13, 2026

Join the fun at this fourth-year pickleball event in Milford, CT, where players 40 and up compete in mixed doubles across two skill levels (Chill & Dink and Full-Throttle) while supporting The Beth-El Center. Read full details →

Register for this Race →


11th Annual Milford Moves for Veterans 5K

Date: June 28, 2026

Distance: 5K

Get ready to support a great cause at this family-friendly 5K run and walk coming to Milford on Sunday, June 28, 2026! Presented by Milford Bank, this annual event welcomes runners and walkers of all abilities to honor local veterans while raising funds for the American Legion,… Read full details →

Register for this Race →

Why Run in Milford?

Running events in Milford offer a mix of community fun runs, charity 5Ks, and competitive road races throughout the year. The local running community is active and welcoming to runners of all levels — from first-timers to seasoned racers. Many of these events benefit local charities and organizations, making race day about more than just your finish time.

Find More Races in Connecticut

Milford is just one part of a thriving Connecticut running scene. If you want to explore more events across the state, check out our full race listings for Connecticut — we track every upcoming running event from 1 mile fun runs to full marathons.

Get Ready to Race

Found a race you want to run? The next step is making sure you are properly trained for it. Whether you are a first-timer aiming to finish or a veteran chasing a PR, having the right training plan makes all the difference.

Take our free 3-question training plan quiz and get matched to the right plan for your fitness level in under a minute. We will send it straight to your inbox so you can start training today.

Good luck out there — see you at the finish line in Milford!

Hi, Jeremy Here, 

I am the the guy behind Train for a 5K. On this site, I share everything that learned along my running journey. The content I create is the running training I wish I had before we started this journeyAbout Jeremy. 

I have run over 250 races including the California International Marathon, Clarksburg Country Run, and various other 5K & 10K races throughout the United States. I am a former Athletics department employee at University of the Pacific and Shoe Consultant with Dicks Sporting Goods

Become a Train For a 5K Insider