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, December 13, 2025
- 10AB/172929.029.00Jingle Bell Ride - B GroupShowNGo ShowNGo
A ride along the coast into Fairfield before heading north on along more familiar roads.
- 10AB-/16.52929.029.00Jingle Bell Ride - B GroupShowNGo ShowNGoA ride along the coast into Fairfield before heading north on along more familiar roads.
- 9AC/142929.029.00Jingle Bell RideJason Ingargiola
Join the Jingle Bell Ride! Dress warm and optional dress up in a holiday costume! Hot cocoa and snacks afterwards in the Sherwood Island pavillion!
- 9AC+/142525.025.00Bloomin Metric 2025 - 40 KMJane Allen
Join the Jingle Bell Ride! Dress warm and optional dress up in a holiday costume! Hot cocao and snacks afterwards in the Sherwood Island pavilion
- 9:30AD+/121615.515.50Jingle Bell Ride- 15m/25 KMMichael DeAngelis
This is for the Jingle Bell ride, we will use the 2025 15m/25km Bloomin route. Wear something festive you can ride your bike with. There is a rumor that the Grinch just might join us. If it is really really cold we will shorten the ride.
- Sunday, December 14, 2025
- 10AWN/164646.046.00Darien to FairfieldShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. A rolling ride for the first half to Fairfield before returning along the coastline.
- 8:30AMB/677.07.00Trumbull Pequonnock Valley Single Track - See Alternate StartOz Yorulmaz
Alternate Start: Park Street CPL, Trumbull - We will be riding in the Trumbull Pequonnock Valley on the other side if the river from the Pequonnock Valley Rail Trail. This is some of the nicest single track around. It is typical for New England with lots of rocks and roots. We will stick together as a group throughout. Bring water, snacks and anything you may need to do trailside repairs. To be clear, we will not be riding on the rail trail itself for the majority of the ride. You will need an actual mountain bike or fat bike. This is not a ride for a hybrid or gravel bike. You do not need to dowload a route as we will be together. If you have any questions, feel free to reach out.
- Monday, December 15, 2025
- 10AMB/688.18.10Tour de HuntingtonOz Yorulmaz
MTB ride through the trails of Collis P. Huntington State Park
- 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.
- Friday, December 19, 2025
- 7PGRV/122120.620.60New 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.
- Saturday, December 20, 2025
- 10AWN/164343.443.40Brian Gossler's Memorial Ride in ReverseShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. He was a mailman so he knew all the shortcuts and easy way around. The reverse makes the ride easier and flatter - get to go down Staples Rd.
- Sunday, December 21, 2025
- 10AWN/164444.044.00Darien Bedford DashShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. This course follows the easiest terrain possible between Darien and Bedford and makes for a delightful spin. Just 2,800 feet of climbing gain, for an average gradient of 1.14%. Food stop.
- 8:30AMB/5.388.08.00Tour de RacebrookJason IngargiolaThe 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.
- Saturday, December 27, 2025
- 10AWN/164444.044.00Darien Bedford DashShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. This course follows the easiest terrain possible between Darien and Bedford and makes for a delightful spin. Just 2,800 feet of climbing gain, for an average gradient of 1.14%. Food stop.
- Sunday, December 28, 2025
- 10AWN/164343.443.40Brian Gossler's Memorial Ride in ReverseShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. He was a mailman so he knew all the shortcuts and easy way around. The reverse makes the ride easier and flatter - get to go down Staples Rd.
- Thursday, January 1, 2026
- 10AC/142726.826.80The Hobesian HillsStephen Macklin
Start the new year right. Go for a ride!
This route covers some familiar roads and some less familiar ones too. There are no big climbs, but there are hills that 17th-century philosopher Thomas Hobbes would have described as "Nasty, Brutish, and Short."
- Saturday, January 3, 2026
- 10AWN/164141.041.00Back to BethelShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. Popular ride to Bethel with a great long flat stretch on the way home. FS on Steck's Hill.
- Sunday, January 4, 2026
- 10AWN/164040.040.00New Canaan-Scotts Corners-DarienShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. Hilly sections in the first 20 miles en route to Scott Corners. Last 20 miles takes us south to the Darien shoreline before coming back to Talmadge Hill. Bailout for 27 mile ride.
- Saturday, January 10, 2026
- 10AWN/164040.040.00New Canaan-Scotts Corners-DarienShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. Hilly sections in the first 20 miles en route to Scott Corners. Last 20 miles takes us south to the Darien shoreline before coming back to Talmadge Hill. Bailout for 27 mile ride.
- Sunday, January 11, 2026
- 10AWN/164141.041.00Back to BethelShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. Popular ride to Bethel with a great long flat stretch on the way home. FS on Steck's Hill.
- Saturday, January 17, 2026
- 10AWN/15.93938.538.50Run to RidgefieldShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. Join us on the gradual climb to Ridgefield and coast down the hills through Silvermine on the return. Food stop in Ridgefield
- Sunday, January 18, 2026
- 10AWN/163939.039.00Sunny RidgeShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. Ride to the center of Easton. The hills are concentrated in the middle third of the route. Multi-mile paceline stretches along Rt. 58 and Rt. 136. Food store available mid-ride.
- Saturday, January 24, 2026
- 10AWN/163939.039.00Sunny RidgeShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. Ride to the center of Easton. The hills are concentrated in the middle third of the route. Multi-mile paceline stretches along Rt. 58 and Rt. 136. Food store available mid-ride.
- Sunday, January 25, 2026
- 10AWN/15.93938.538.50Run to RidgefieldShowNGo ShowNGo
Winter rides don't have an official ride leader. The group decides the pace and rest stops, and everyone is encouraged to help keep the group(s) together. Join us on the gradual climb to Ridgefield and coast down the hills through Silvermine on the return. Food stop in Ridgefield