New Canaan Biking Routes


New Canaan Bike Routes

Please be sure to always ride to the right, as far as possible from oncoming traffic. Also, always watch for branches, stones and other natural objects that may be on the roadside.

Easy “neighborhood” bike riding for young children- The Hoyt Farms development is self-contained and has little traffic.

The 4 New Canaan Bike Routes (below) show approximate cumulative mileage and can be found on https://ridewithgps.com:

New Canaan 8 Mile   
From New Canaan Train Station:   Cumulative Miles 
Head up the slope on Park Street   
Turn left onto Seminary Street  0.1
Turn right onto Oenoke Lane  0.3
At the end of Oenoke Lane, turn left into Oenoke Ridge/Rt. 124  0.8 
Turn slight left onto West Road  1.6 
At the stop sign, turn right onto continuation of West Road  4.1 
At the end of West Road, turn right onto Oenoke Ridge/Rt. 124  4.2 
Head back to town  7.9 
Turn right onto Elm Street  8.1 
   
New Canaan 11 Mile   
From New Canaan Train Station:  Cumulative Miles 
Head up the slope on Park Street   
Turn left onto Seminary Street  0.1 
Turn right onto Oenoke Lane  0.3 
At the end of Oenoke Lane, turn left into Oenoke Ridge/Rt. 124  0.8 
Slight turn right onto Lukes Wood Road  3.7 
Turn right onto Michigan Road  4.0 
Carefully cross Route 123 and continue on the Michigan Road extension   
Turn left on North Wilton Road  5.1 
At stop sign, turn right onto Laurel Road.  5.5 
Turn left onto Turner Hill Road  7.0 
At the bottom of the hill, turn right onto Valley Road  7.4 
Turn right onto Silvermine Road (Rt. 106) at a stop sign  9.0 
Carefully cross Route 123, and continue on Rt. 106 into town   
At “T”, turn left to remain on Route 106  11.0 
Turn right onto Elm Street   11.1 
   
New Canaan 15 Mile  
From New Canaan Train Station: Cumulative Miles
Head up the slope on Park Street  
Turn left onto Seminary Street 0.1
Turn right onto Oenoke Lane 0.3
At the end of Oenoke Lane, turn left into Oenoke Ridge/Rt. 124 0.8
Take a slight left onto West Road 1.5
At the stop sign, turn right to continue on West Road 4.2
At the end of West Road, turn right onto Oenoke 4.3
Turn left onto Bowery Road 4.8
Stay left to continue up the slope on Eastwoods Road 5.2
At the end of Eastwoods Road, turn left onto Trinity Pass 8.2
At the stop sign, continue onto Lower Trinity Pass Road. 9.3
Turn left onto Ponus Ridge Road 10.1
Turn left onto Wahackme Road 12.9
Turn right at Bayberry Road 13.8
Turn right onto Weed Street  14.2
Turn left onto Richmond Hill Road  14.7
Turn left onto Park Street  15.2
   
   
New Canaan 15 Mile Hilly (partially unpaved)   
From New Canaan Train Station:  Cumulative Miles 
Head up the slope on Park Street   
Turn left onto Seminary Street 0.1
Turn right onto Oenoke Lane 0.3
At the end of Oenoke Lane, turn left into Oenoke Ridge/Rt. 124  0.8 
Slight turn right onto Lukes Wood Road  3.7 
Turn right onto Michigan Road 4.0
Carefully cross Route 123 and continue on the Michigan Road extension  
Turn left on North Wilton Road 5.1
At stop sign, turn left and proceed down the hill 5.5
Turn left onto Briscoe Road 5.6
At end of Briscoe, turn right onto East Street 6.5
Take East Street down the hill to Brown’s Reservoir 8.2
Turn right onto Silver Spring Road 8.3
Continue onto Bald Hill Road  9.1
Turn right onto North Wilton Road 9.7
Make an almost immediate left onto South Bald Hill Road 9.7
At bottom, turn right on to Benedict Hill Road  10.5 
Turn left onto Valley Road  10.7 
Turn right onto Turner Hill Road  11.7 
At the top of the hill, turn left onto Laurel Road  12.1 
Turn Right onto Canoe Hill Road 12.4
Turn left onto Rosebrook Road 12.5
Turn right onto Brushy Ridge Road 13.4
Bear left to stay on Brushy Ridge Road 13.6
Continue onto Locust Avenue 14.0
Turn left onto Main Street 14.3
Turn right onto Elm Street  14.4 

 

For parts, service and rentals, visit New Canaan Bicycles at 96 Park Street, New Canaan, 866.629.2453, loukozar@cyclesoncall.com