Start your Greene County road cycling with a visit to Nick Bove, owner and operator of Windham Mountain Outfitters, found near the ski resort at the junction of South Street and 296. Hunter Mountain Outfitters in Tannersville followed a decade later. Look for a brown-haired guy in a short blue shirtsleeves—that's Bove. No sign of him? He's likely out on two wheels, pedaling the renowned climbs and scenic rural byways of the Great Northern Catskills.
"The sheer number of back roads gives us so much variety," says Nick Bove. "Every loop has so many variations, it seems like we have endless miles to explore."
Stop by, and Bove happily pulls out a county map to highlight cycling routes based on your desired mileage and effort. The outfitter doubles as aid station (buy a Clif Bar or Nuun hydration tablets here) and able pit crew, with mechanics ready for everything from a sidewall tear to bike fit issues. Swing by the Windham store on Thursday nights in summer for group rides: the A route typically runs 45 miles; B pedals 35, and C goes for a 20-mile jaunt.
Then come back the next week. Because in the Catskills, every turn feels brand new.
See guides to Bove's picks for 32-mile and 40-mile loops from Windham, plus a 45-mile ride that features the burliest climb in the Catskills.