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, March 14, 2026
- 10AWN/15.95050.050.00Après Bird to DodgingtownShowNGo 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 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.
- 9AC+/15.33231.631.60Early Birds ComboMike AhearnThis ride is a combination of the original Early Bird Special and the Early Bird to Catamount rides.
- 9AC/142525.325.30Early Bird to CatamountRon TysonFirst part is the traditional Early Bird Course, but takes a turn up Bronson to the church, then up Redding and Banks North to Catamount. Flat at first with a couple nice climbs and a fast finish back for coffee.
- 9:30AC/132525.025.00Milford to Savin RockJeff Munk
Enjoy many miles of coastal views from downtown Milford to the Savin Rock section of West Haven with an inland return through Milford, ending with a cruise past Milford two duck ponds. Lunch stop in Savin Rock. The shoreline section is mostly flat with a few short hills, while the inland section is rolling. The route has 850 ft. of elevation gain.
- 10AD/122626.026.00Early Bird to Catamount BackwardsSheila Quinn
Starting with the traditional Early Bird to Catamount, this route takes a backward course, first going up Sturges Hwy and then down Banks North and Redding Rd. Après coffee and - just before the end of the ride.
- Sunday, March 15, 2026
- 10AWN/164545.045.00Lake Truesdale SpecialShowNGo 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. Scenic ride through South Salem, North Salem, Cross River, Bedford and Pound Ridge before returning to New Canaan. 3,450 feet of climbing gain. As a percentage of the linear ride distance (46 miles), that?s 1.42% which is a normal ratio for area rides. Food stop.
- 9AC+/15.33131.031.00Tour de L'eauMike Ahearn
Alternative Start Exit 27 (Old Exit 44) Commuter Lot
Come join us for a spirited ride through Fairfield, Southport, and Westport. The ride leaves Exit 28 from the Merritt Parkway and climbs Rt 58 before heading down to the beaches of Westport and Fairfield, then heads north back to the lot. This is a ride intended for B and B- riders that are looking for a good interval workout with a final sprint at the end.
- Wednesday, March 18, 2026
- 6:15PC/13.51717.217.20Trek Evening Shop RideJason Ingargiola
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.
- Saturday, March 21, 2026
- 10AWN/164545.045.00Lake Truesdale SpecialShowNGo 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. Scenic ride through South Salem, North Salem, Cross River, Bedford and Pound Ridge before returning to New Canaan. 3,450 feet of climbing gain. As a percentage of the linear ride distance (46 miles), that?s 1.42% which is a normal ratio for area rides. Food stop.
- 10AD+/132020.220.20Milford Folks on Spokes FOSMark AmmannThis ride follows the Folks on Spokes (FOS) 20 mile route and is marked with FOS signs on posts. It follows the coastline to the West Haven Beach and then returns slightly inland.
- Sunday, March 22, 2026
- 10AWN/15.95050.050.00Après Bird to DodgingtownShowNGo 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 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.
- Wednesday, March 25, 2026
- 6:15PC/141717.017.00Trek Shop Ride ReversedJason Ingargiola
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.
- Saturday, March 28, 2026
- 10AWN/163939.039.00Westport-Georgetown-Bethel Loop (39 miles)ShowNGo 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. Cruise through Georgetown on your way up to Bethel, and then enjoy the scenery along the Saugatuck Reservoir on the way back. Several sustained climbs come with a reward of some fabulous downhills on the other side. Food stop in Bethel. The route has 2,300 ft. of elevation gain, or 58 ft. of climbing per mile. Map and GPX track at GPX track at https://connect.garmin.com/modern/activity/1378882272
- Sunday, March 29, 2026
- 10AWN/163837.537.50Low Road To BedfordShowNGo 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. Darien RR StationDarien RR StationFrom Darien to Scotts Corners and then a 14 mile clockwise loop through Bedford. The outbound leg of the loop uses Lower Shad, South Bedford and Pine Brook. That means Rt 121, Rt 137 and Rt 124 on the way back to Scotts Corners. Then gently descending terrain back to Darien.
- Wednesday, April 1, 2026
- 6:15PC/13.51717.217.20Trek Evening Shop RideJason Ingargiola
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, April 8, 2026
- 6:15PC/141717.017.00Trek Shop Ride ReversedJason Ingargiola
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.