The Best Road Bike Trails in Connecticut (United States)

Greenwich High School Wednesday Night Ride (WNR)

Road Bike

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Felipe Gonzalez-Gordon

Distance

45.64mi

Elevation +

2018f

TrailRank

23

This ride takes place every Wednesday during the season. Start time is 5pm but moves to 6pm as the days get longer. The route also starts a bit shorter (turning right on rt137 to Pound Ridge, instead of going all the way...

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Cycling

Road Bike

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Mahendrasinh Chudasama

Distance

10.20mi

Elevation +

144f

TrailRank

23

Cycling from 2021-04-28T13:40:23.000Z to 2021-04-28T15:03:04.839Z. Distance 15627m Did Cycling ...🚴🚴.....today .....10 Miles in 64 Miniutes ... from Home to Yale University ... and back ....#farmingtoncanalheritagetra...

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Canaan

Road Bike

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methowskier

Distance

41.67mi

Elevation +

1463f

TrailRank

19

This is a lovely ride through pastoral country in the Southern Berkshires. There is little traffic (like one car every few minutes during the week) except on the short section of US Route 7. This is a popular weekend des...

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S. Mass N Ct 65 loop

Road Bike

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jhsmith51

Distance

68.30mi

Elevation +

4721f

TrailRank

16

I did this ride 6-4-11 immediately after the devastating tornado of June 1st. I was awestruck at the damage in Monson and Brimfield

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Ct bike

Road Bike

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angel.rosario

Distance

6.04mi

Elevation +

148f

TrailRank

15

Around

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Cycling

Road Bike

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Mahendrasinh Chudasama

Distance

10.20mi

Elevation +

144f

TrailRank

10

Cycling from 2021-04-28T13:40:23.000Z to 2021-04-28T15:03:04.839Z. Distance 15627m

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65 mile Loop Ma, Ct, RI

Road Bike

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jhsmith51

Distance

66.03mi

Elevation +

3225f

TrailRank

10

Beautiful ride, with lots of steep sharp hills.

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Farmington River Canal Rail Trail

Road Bike

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theOz24

Distance

20.72mi

Elevation +

240f

TrailRank

10

Start from downtown Simsbury to Farmington River Bridge (~10 miles 1-way).

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Farmington Herritage Canal trail

Road Bike

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Locky 9000z

Distance

29.16mi

Elevation +

3f

TrailRank

8

with Pasha

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