Local Rides

Looking for a place to ride?  

Some popular local road or multi-use trail rides are listed below, or check out the Maps & Routes page to plan a ride on or off road.  


Our Calendar button on the Home Page will show you a list of scheduled local cycling events, or keep reading for general Information on weekly group/club rides and annual charity rides.


Some GREAT rides in the Simsbury area:

Tour de Mary: – 5.4mi loop

• Sharrow Loop  - 16 mi loop around town

FVTC Farm-to-Farm Tour - 20 miles

Visit Ryan Family Flower Farm,  J.L. Hall Farm, Community Farm of Simsbury,  George Hall Farm,  Flamig Farm, and Tulmeadow Farm.

Massachusetts (Barely!) – 31.6mi loop

Trail from Simsbury to Westfield –16.5 mi

Granville and Back – 43.5mi loop

West Simsbury to Old Newgate – 30.6 mi loop

West Simsbury & Tariffville – 13.4mi loop

West Simsbury & Old Newgate Prison – 25mi loop

Trails-in-Motion 10 Mile Ride (Simsbury-Avon) – 10-mile, EASY

Trails-in-Motion 30 Mile Ride (Farmington Valley Greenway Loop) – 30mi loop

Trails-in-Motion 50 Mile/Metric Century Rides, 50mi/62mi loop


Town Hall to Stratton Brook State Park: SHORT (5.5 miles)

From Town Hall, Head south on Rt. 10/202 Bushy Hill

Right onto Rte 167 W

Left about 100 meters past Bushy Hill intersection to the bike path to Stratton Brook State Park

Follow the bike path to the park

Turn around and return to town hall the same way you came

Weekly Group RIdes


Updated 5/2/2019. Check with your local bike shop or hosts for the most current information.  


Eastern Bloc 860-693-8891. There are rides (all levels) starting in Simsbury almost every day.   EBCC Calendar 


Valley Cycling  All rides start from Granby Dunkin Donuts (next to Stop &  Shop), 7 Mill Pond Rd.

M/W - 6pm  - 2hrs

Sat - 8 & 8:15 am - 2+hrs

Sun.- 8 am - 2+hrs


Central Wheel (Farmington) 860-677-7010 MTB, Road, and Rec. rides.  Check site for schedule.  


Bicycle Cellar/Pedigo Electric Bikes,

Simsbury.  Contact the shop at 860-658-1311.


Casual Bikers Meet-up (<10mph)

Thursdays 6 pm, Jim Gallagher Way, Simsbury.  Weekend rides, statewide.


Bicycle Friendly Farmington Wednesday Evening Social Rides on bike path. Wednesdays 6:15 pm, Unionville.


South Windsor Walk & Wheel way Thursday Evening Rides. CT Valley  Brewing Company, South Windsor. 10-15 mile road ride, leisurely pace. Thursdays  5:45-8PM Jun 13-Aug. 29.

Annual Charity Rides

Annual Charity Rides in the area:

TD Five Boro Bike Tour, May, NYC

CCAP Breakaway Benefit Ride - May, CT

MS Ride - June, Windsor, CT

ERRACE - July, Avon, CT

Tour of Litchfield Hills -Aug, Litchfield, CT

Pan Mass Challenge - Aug,, several locations in Massachusetts

Closer to Free - Sept., New Haven, CT

Discover CT Bicycle Tours, Bike Walk CT 

Camp Hole in the Wall Gang -Sept, Ashford, CT

Resource Directory

Charity Bicycle Ride website



Dedicated to safer, more accessible biking and walking in Connecticut's first Bicycle-Friendly Community.

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Coming to Simsbury?  Need to find a local group ride or event?  Want to promote your fund raiser?  We can help!

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