Collection: 2027 Trips

65 miles 3000ft climbing Day 1, 1500ft climbing Day 2 Some hills

$125. Leaving from Hudson, NY, and sailing across the river to the town of Catskill. We then ride to Woodstock and camp halfway up Overlook Mountain. In the morning we stop in town for breakfast and ride mostly downhill all the way back to Hudson.

25 miles on both Day 1 and 3, optional miles Day 2 1500ft climbing Day 1 and Day 3, flat Day 2 Some hills

$185 and includes a unique sleeveless shirt. We leave from Hudson, NY and cycle roughly 25 miles to a private land stay where we set up camp for 2 nights. Breakfast both mornings and dinner on night 2 are included. There are lots of amenities because it's too hot to do any intense riding and this trip is an extra comfy long weekend upstate. Pack a swimsuit! This is the hillier and moderately difficult riding weekend of the 2 cycling and splashing weekends.

70 miles in total Very flat Day 1-3 Few hills

$185 and includes a unique sleeveless shirt. We leave from Hudson, NY and cycle roughly 25 miles on rail trail and roads to a private land stay where we set up camp for 2 nights. There are lots of amenities because it's too hot to do any intense riding and this trip is an extra comfy long weekend upstate. Breakfast both mornings and dinner on night 2 are included. Pack a swimsuit! This is the less-hilly and easier riding weekend of the 2 cycling and splashing weekends, which makes it perfect for bringing a friend or partner who is willing to try out this whole bikes and camping thing.

40 miles in total, plus optional miles Day 2 1000ft of hill climbs Day 1 and 3, optional Day 2 Some hills

$135 and includes a unique t-shirt. A long comfy weekend at a sweet little private campground with lots of amenities in the sunset shadow of the Great Northern Catskills.

100 miles in total Constant uphills Day 1, 3000ft Day 2 Very hilly

$75 and includes a unique t-shirt. We're headed to the Catskill Plateau for an overnight camp deep in the woods. This is the most challenging ride of our season. Road surfaces are mostly paved with some gravel, and there's a mile and a half hike-a-bike to/from the shelter that is ridable on mtb tires.

80 miles in total 1000ft climbing both Day 1 and Day 2 Few hills

$85 and includes a unique long sleeve t-shirt. We leave from Poughkeepsie, NY at the MetroNorth/Amtrak train station and cycle on the Empire State Trail making food and coffee stops in New Paltz and Kingston. We have one night camping in a large open field and several lean-to shelters that can fit 1-2 people. There is a portapotty for shared use. On Sunday we have a slow morning and enjoy several hours in camp before packing up and retracing our route back to the train station in Poughkeepsie.

90 miles in total 3500ft Day 1, 1000ft Day 2 Hilly

$75 and includes a unique long sleeve t-shirt. We leave from Hudson, NY and we're cycling towards the Taconic Crest for an overnight camp deep in the woods on public lands. As the season closer for 2027, this trip has some hills and the elevation of the campsite is around 2000ft. On Day 1 road surfaces start off mostly paved and end up mostly unpaved. Day 2 we make our descent as long and drawn-out as possible while stopping for breakfast along the way.