Upcoming Rides
If You Can Not Ride
If you can not ride please remove your name from the ride. PLEASE do not use the Can't Ride option. Removing your name informs the ride leader and makes room for other riders.
- Saturday, November 15, 2025
- 9:15AB-/16.24444.044.00Kisco KidJon Swallen
a scenic ramble through North Greenwich, Armonk, Mt Kisco and Bedford with some testy rollers and hills. Food stop.
- 10:30AC+/153231.631.60Early Birds ComboRon Tyson
This ride is a combination of the original Early Bird Special and the Early Bird to Catamount rides.
- 9:45AC/14.12727.227.20Fairfield-Westport Great Circle TourJason Ingargiola
Cycle along the shoreline in Fairfield, Southport and Westport before taking an inland loop through northern Fairfield and a bit of Easton. Food stop available about halfway through the ride at Old Mill Deli in Westport. Meet at the narrow parking lot furthest away from the Merritt Parkway on the southbound side of Black Rock Turnpike, Route 58: https://maps.app.goo.gl/JzkiHdqbErxChvZD6
- 10AD+/12.52221.721.70Waveny Wonder - Back to ParkSheila QuinnScenic route goes south into Darien traveling along Long Island Sound, with a stop at Rowayton Market, then turns north to New Canaan. Park in the lot on the left near the top of the hill coming from South Ave. Lunch: After ride: Mead Memorial Park, 241 Park St., New Canaan.
- Sunday, November 16, 2025
- 9AB-/16.55050.050.00Après Bird to DodgingtownDrew BerescikA scenic ride on familiar roads to Poverty Hollow and Dodgingtown. An easy start and finish with one steep climb and a lot of rolling hills in the middle third of the course.
- 8:30AMB/5.598.58.50Tour de RacebrookJason Ingargiola
Let's get into the woods! Join me for a tour through Racebrook Tract mountain bike trails in Orange, CT. We'll take our time and explore the best trails in this small but dense park. A mountain bike is a must. Come prepared with water, nutrition, & appropriate flat repair kit. The park is mostly smooth, flowy single- & double-track with very few technical obstacles.
I(Jason) have an extra mountain bike if you'd like to join but don't have the appropriate bike to ride. First come, first served.
The Racebrook Tract encompasses 230 acres in Orange and 181 acres in Woodbridge. Four blazed trails meander across fairly level land, passing through mixed hardwoods and impressive stands of white pines. The varied habitats: stream belts, forests, wetlands, meadows, and brush make this attractive to a variety of animals and songbirds. Many species of reptiles and amphibians find the habitat to their liking and even avian predators such as the Great-horned Owl can occasionally be seen.
- Wednesday, November 19, 2025
- 6:15PC/14.51717.017.00Trek Shop Ride ReversedJason Ingargiola
Getting darker earlier. Bring lights!
Join us at Trek Fairfield for a reverse version of the evening ride through Fairfield, Southport, and Westport along familiar club roads. The route leaves from the store parking lot on Black Rock Turnpike and follows roads down to Southport then turns inland and north back to the store. Flat & fast first half with most of the elevation in the second half.
- Thursday, November 20, 2025
- 10AC/142727.127.10Longshore to Greenfield-27Jane AllenRelaxing, scenic ride from beautiful Longshore Park along Compo beach before heading inland on some Bloomin' Metric roads then returning back to the shore. We have a Food Stop at The Porch in Westport, a little over halfway into the ride.
- 7PGRV/131818.018.00New Moon Ride on the Pequonnock River Trail - ALTERNATE START LOCATIONJason Ingargiola
ALTERNATE START LOCATION - 2 Daniels Farm Rd. Trumbull, CT - park in parking lot facing Daniels Farm Rd
You & your bike should be gravel- & nighttime ready. Hybrids, mountain bikes, gravel bikes, wide-tire road bikes are all welcome. Please have fully charged lights as the ride will mostly be in the dark.
Peaceful ride on shady rail trail that is mostly hard-packed stone dust. The flat to rolling terrain means there are no hills on this ride! The highlights are the pedal along the Pequonnock River in Trumbull, and through Wolfe Park in Monroe. Seasonal restrooms may be available at Wolfe Park. If you are thinking of trying an off-road ride and don't know what to expect, this the perfect ride for you. No stores, so bring food and water. The route has 6.4 miles of pavement and one narrow single-track section at the end in Newtown that is easily skipped.
- 10AD+/12.52525.025.00Longshore Ramble - 25 mile rideCharles FosterRelaxing, scenic ride from beautiful Longshore Park along Compo beach before a few manageable hills inland then returning back along Southport and Compo beaches, with stop at Corner Market & Sandwich Shop in Fairfield during ride.
- Wednesday, November 26, 2025
- 6:15PC/14.51717.317.30Trek Evening Shop RideJason Ingargiola
Getting darker earlier. Bring lights!
Join us at Trek Fairfield for a ride through Fairfield, Southport, and Westport along familiar club roads. The route leaves from the store parking lot on Black Rock Turnpike and follows Mill Plain Rd into Southport then turns inland and northeast back to the store. Flat & fast first half with most of the elevation in the second half.
- Wednesday, December 3, 2025
- 6:15PC/14.51717.017.00Trek Shop Ride ReversedJason Ingargiola
Getting darker earlier. Bring lights!
Join us at Trek Fairfield for a reverse version of the evening ride through Fairfield, Southport, and Westport along familiar club roads. The route leaves from the store parking lot on Black Rock Turnpike and follows roads down to Southport then turns inland and north back to the store. Flat & fast first half with most of the elevation in the second half.
- Wednesday, December 10, 2025
- 6:15PC/14.51717.317.30Trek Evening Shop RideJason Ingargiola
Getting darker earlier. Bring lights!
Join us at Trek Fairfield for a ride through Fairfield, Southport, and Westport along familiar club roads. The route leaves from the store parking lot on Black Rock Turnpike and follows Mill Plain Rd into Southport then turns inland and northeast back to the store. Flat & fast first half with most of the elevation in the second half.
- Wednesday, December 17, 2025
- 6:15PC/14.51717.017.00Trek Shop Ride ReversedJason Ingargiola
Getting darker earlier. Bring lights!
Join us at Trek Fairfield for a reverse version of the evening ride through Fairfield, Southport, and Westport along familiar club roads. The route leaves from the store parking lot on Black Rock Turnpike and follows roads down to Southport then turns inland and north back to the store. Flat & fast first half with most of the elevation in the second half.