Bridgewater, Connecticut · Sunday, August 9, 2026
The Tappen Brook 5K is a 5k event held on Sunday, August 9, 2026. It is located at 221 Tappen Road in Bridgewater, Connecticut.
Roxbury Painter Hill 10k
Active duty military/veterans and active first responders are encouraged to contact the race for a discount.
THE summer race with the best way to cool down, a margarita of course!
Barbara Nevins and Southwest Cafe present the 20th annual Southwest Cafe Margarita 5k to benefit Ability Beyond. The yummy margarita you know and love will be waiting for you at the post-race fiesta! Race begins at 7pm!
The Southwest Cafe Margarita 5K continues to support Ability Beyond, an organization dedicated to empowering every person, no matter their ability, to live, work and thrive as members of their community. The non-profit currently runs two residential programs in Ridgefield: Sunrise Cottage and Ritch Drive. Click on the "donation" button to find out more about Ability Beyond.
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
Ready, Set, RACE!
Join us for the first annual New Pond Farm Hayfield Hustle! Choose from a scenic 5 mile, 5k, or Children's Sap fun run through the hayfields and byways of New Pond Farm, all finishing with a rollicking family-friendly Oktoberfest celebration. Races benefit New Pond Farm Education center, a nonprofit dairy farm of distinction and environmental education center. We educate and inspire each generation to become stewards of the land by championing conservation and sustainable farming practices to protect and preserve our natural world.
The 5 mile race features gentle hills along rolling pastures, with waterfall views as you pass the Mark Twain Library, and finishes with a dash through our dairy barn.
The 5K begins through the picturesque farmland, includes some challenging hills along winding country roads, and finishes with a fast and easy downhill run through our dairy barn.
The Children's Sap run highlights the stream, pond, and animals of New Pond Farm, and will be untimed.
Participants are welcome at all paces, including walkers. Jogging strollers are only allowed on the 5k course.
Race registration includes entry into our family friendly Oktoberfest, which includes live music, a scavenger hunt throughout the 102 acres of pasture and woodlands, games, hay rides, and of course frosty beer. Food will be available for purchase.