New Haven Century

The 2014 New Haven Century will take place on Sunday, June 29. Choose from four marked routes (30, 45, 64, and a full 100 miles) each of which showcases the best of what greater New Haven has to offer: scenic shorelines, rolling green hills and quiet forest roads. All routes begin on Pitkin Plaza in downtown New Haven, in front of The Devil’s Gear Bike Shop. Join us after the ride for a barbecue.

Ride registration is available at

Ride Day

Registration will be open from 7-9:00 a.m. Century riders should be on the route by 8:00. Same-day registration is $45.

The Routes

Downloadable .GPX files for each route are available in this public Google Drive folder.

30 Miles: Leave New Haven and head west along the shoreline, through West Haven into Milford. Stop for a drink and a snack in downtown Milford before returning along the Milford and West Haven beaches. This route is flat and suitable for beginning riders.

30 mile route map

45 Miles: Continue on from the downtown Milford rest stop and climb into the hills of Bethany and Woodbridge. Ride along Lake Watrous before descending back to route 10 in Hamden for your second rest stop at Wentworth’s Ice Cream. Return along Ridge Road in Hamden. This ride has a couple of moderate hills.

45 mile route map

64 Miles: Continue on from the Hamden rest stop. Ride along in the shadow of Sleeping Giant and climb to an apple orchard in Wallingford. Climb to the top of Whirlwind Hill Road in Durham (via the ‘short-but-steep’ Whirlwind Hill Road, or the longer, but more gradual Scard Road) to a farmhouse crossroads before heading back to New Haven generally along Middletown Avenue.

64 mile route map

100 Miles: Continue on from the crossroads on Whirlwind Hill and roll through central Connecticut farm country. Head into Madison on Durham Road for your third rest stop before several miles on some quiet, tree-shaded roads, with lots of descending. Return through the shoreline communities of Madison, Guilford, Branford and East Haven.

100 mile route map

Getting to the New Haven Century

The ride begins and ends on Pitkin Plaza in downtown New Haven. On-street parking is free on Sunday and there are a number of commercial garages nearby.

For those coming by train, Pitkin Plaza is a five-minute ride from New Haven Union Station.