Kingston City Dock – Rosendale Trestle Bridge loop from Kingston

If you're looking for a rewarding road cycling experience in the Hudson Valley, the Kingston City Dock – Rosendale Trestle Bridge loop from Kingston delivers. This moderate route covers 27.1 miles (43.6 km) with 1028 feet (313 metres) of elevation gain, typically taking just under two hours. It's a fantastic option for cyclists with good fitness seeking a diverse ride with notable landmarks and scenic views.

What to expect on Kingston City Dock – Rosendale Trestle Bridge loop from Kingston

This route offers a journey through varied landscapes, from woodlands and open fields to orchards and organic farms. You'll pass by the Third, Fourth, and Fifth Lakes, and even catch glimpses of historical cement-mining facilities. The highlight for many is the Rosendale Trestle Bridge, a historic railway bridge standing 150 feet (46 meters) above Rondout Creek, offering breathtaking views of the Rosendale area and the surrounding Hudson Valley. While much of the route is well-paved, be aware that some segments, particularly north of Rosendale, can be a bit hillier and have rougher, unpaved surfaces that might challenge road bikes with narrow tires.

Planning your visit

The loop incorporates sections of the Wallkill Valley Rail Trail, which is part of the larger Empire State Trail and is known for being well-maintained with excellent wayfinding signage. While the route is generally accessible, consider your tire choice for the potentially rougher sections. There are no specific permits or fees mentioned, and the trail is generally open year-round, though checking local weather conditions for cycling in Kingston, NY, is always a good idea.

Trail details

• Distance: 27.1 miles (43.6 km)
• Elevation gain: 1028 feet (313 metres)
• Difficulty: moderate
• Estimated time: 1 hours and 54 minutes