Connecticut · Thursday, November 27, 2025
The Roxbury Thanksgiving Day Charity Race is a 5k event held on Thursday, November 27, 2025.
Roxbury Painter Hill 10k
Active duty military/veterans and active first responders are encouraged to contact the race for a discount.
Run or walk this 5K to support Ann's Place then kick back and enjoy one of Connecticut’s best post-race parties! Unwind and enjoy an outdoor barbecue, ice cold beer, refreshments, DJ and an awards ceremony. Bring your favorite picnic blanket or folding chair and enjoy the beautiful grounds of the Amber Room for the after-race celebration.
This is an important fundraiser for Ann’s Place cancer support services. All proceeds go directly to Ann’s Place and help keep our doors open and our cancer support services FREE of charge to all those in need in our community. www.annsplace.org
It’s easy and fun to fundraise! Create your own fundraising page or create a team page. Have some team building with your colleagues or friends or set your own personal goals. Waterworks, our presenting sponsor has friendly competitions between teams and have worn costumes to encourage donations. Other teams have created custom shirts and/or raised money in honor of someone, so many great ideas! We can't wait to see what everyone comes up with this year!
Want to join in on the social media fun? Share your pictures and videos, while in training and during the race, via social media using the hashtag #runfromthesun5K
Race Date: Saturday, September 27, 2025
Location: Pies & Pub, One Store Road, Middlebury, CT
️
Benefiting: American Cancer Society's Making Strides Against Breast Cancer
Registration Fees:
• Early Bird (Before August 1): $35
• Kids under 12 : $25
• Standard (August 1 – September 26): $40
• Day of Race (September 27): $40
Perks for Participants:
• Free Race T-Shirt: Register by August 31, 2025, to receive a complimentary t-shirt.
• Free Pizza: All participants enjoy delicious pizza courtesy of Pies & Pub.
• Free Beer: Participants aged 21 and over receive a complimentary beer.
To ensure a smooth start, here's the key info on bib pickup, parking, and race day:
Bib Pickup:
• Tomorrow, Friday, September 26th: Swing by Pies & Pub (1 Store Road, Middlebury, CT) from 4:00 PM to 6:00 PM during our Hops For Hope Happy Hour—grab your bib, t-shirt (if registered in time), and get in the spirit early!
• Race Day (Saturday, September 27th): Pickup available starting at 8:00 AM at Pies & Pub, right before the 10:00 AM start. We recommend arriving early to avoid any last-minute rushes.
Race Day Parking:
Help keep things flowing smoothly for everyone—here are the best spots:
• Across the street at the Vyne Restaurant lot.
• At Smokey the Bear behind Pies & Pub.
• On the streets near Westover School.
• For a great warm-up option: Park at Meadowview Park Playground and stroll along the greenway to the start line—it's a scenic way to get those legs ready!
Please avoid parking at the Middlebury Plaza, as local businesses rely on those spaces for their customers. Parking could be difficult and limited if you arrive last minute, so please come early on September 27th and give yourself plenty of time to park and get to the race start at Pies & Pub by 10:00 AM.
Perks & Gratitude:
All participants will enjoy free pizza, and those 21+ can savor a complimentary beer—special thanks to Pies & Pub and Counter Weight for their generous donations! Speaking of support, we’re deeply grateful to all our sponsors. Special Thanks to Major Sponsor: Connecticut Investment Advisors. Your contributions make this event possible!
Stay Updated:
Visit piesandpub.com for any last-minute info, or check our Facebook page https://www.facebook.com/Piesandpintstatatrot/ after the race for results. We can’t wait to see you tomorrow and Saturday!
Spread the Word:
It’s not too late—tell your friends to join us! They can sign up at https://runsignup.com/Race/CT/Middlebury/PiesPubTaTaTrot5k and be part of this incredible community effort.
Race Map: Check out the course details with this QR code or visit https://ridewithgps.com/routes/52793047.
Let’s paint Middlebury pink and trot toward hope together!
With gratitude and excitement,
The Pies & Pub Ta-Ta Trot Team
Supporting Making Strides Against Breast Cancer
#TaTaTrot5K #MiddleburyStrong
What if supporting animal welfare 🐕 was a great reason to start running? 🏃➡️ You can try this experience in Newtown, USA, in Connecticut! The Race For Catherine is a charity run of 5 km 👟. Join the event in person in October 12th or participate in the virtual version October 10 - 12th. The race is organized by the Catherine Violet Hubbard Animal Sanctuary 🏥. For its 5th edition, organizers are hoping to attract even more participants! 👨👩👧👦
SUNDAY, OCTOBER 18TH!
5K Race Information:
Come celebrate our 33rd year of the Brookfield Halloween 5K! This USATF certified chip-timed 5K will begin/end at the Brookfield Municipal Center, 100 Pocono Road, Brookfield CT.
USATF certified #CT06013JHP
Walkers, strollers and dogs on leash are welcome!
Prizes for best costumes
Early Bird Registration Ends Thursday October 9th at 11:59 PM.
Online Registration Ends Saturday, October 18th at 11:59 AM.
Race day registration will be accepted starting at 7:00 AM on Sunday, October 19th.
Road Race Map Click Here (PDF Version)_
Road Race Map Click Here (Google Maps Version)
Short sleeve tee-shirts to all participants.
Awards to top runners in nine age groups:
8 and under
9-13
14-19
20-29
30-39
40-49
50-59
60-69
70+
KIDS FUN RUN INFORMATION:
The Kids Fun Run will be a 0.23 mile loop around the parking lot of our Town Hall Campus. Runners are encouraged to dress up. All participants receive a prize.