4.6
(5)
106
riders
7
rides
Road cycling around Village of Montgomery offers diverse terrain within New York's Hudson Valley. The region features well-paved surfaces and elevation gains, with prominent natural features such as the Wallkill River and views of the Shawangunk Ridge. This varied topography provides engaging rides for different fitness levels.
Last updated: July 9, 2026
6
riders
64.5km
02:51
340m
340m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
5
riders
41.0km
02:01
280m
280m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
2
riders
63.0km
03:27
780m
780m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
The Shawangunk Grasslands National Wildlife Refuge covers an area of 597 acres. It was initiated to support migratory birds and wintering raptors. It has great views of the stunning Shawangunk Ridge. It is a beautiful area to cycle around.
0
0
Shawangunk Kill is a 47.2-mile-long stream that flows through several counties in New York. This point provides a nice view of the stream from a small bridge, making it an ideal spot for a quick break before you continue.
0
0
There are 8 dedicated road cycling routes around Village of Montgomery that focus on minimal traffic. These routes range in difficulty from easy to moderate, offering options for various skill levels.
The Hudson Valley region, including Village of Montgomery, is beautiful for cycling during spring, summer, and fall. Spring offers blooming landscapes, summer provides warm weather, and fall showcases stunning foliage. Always check local weather conditions before heading out.
While many of the listed routes focus on low-traffic roads, the region also offers dedicated car-free options. The Shawangunk-Walden-Wallkill Rail Trail and the Orange County Heritage Trail provide extensive car-free sections. Within the Village, Veterans Memorial Park features paved trails along the Wallkill River, suitable for a relaxed, car-free ride.
Yes, there are 3 easy routes designed for a more relaxed experience. These routes typically feature less elevation gain and shorter distances, perfect for beginners or those looking for a leisurely ride.
For longer rides, consider routes like the Deli Breakfast & Lunch – Skydive the Ranch loop from Town of Montgomery, which covers over 64 km, or the Cobblestone Pizza & Deli loop from Village of Montgomery, spanning nearly 63 km. These routes offer substantial distances with a focus on low-traffic roads.
Parking is generally available in and around the Village of Montgomery. For routes starting from the Village, public parking areas are often accessible. For rail trails like the Wallkill Valley Rail Trail or Orange County Heritage Trail, designated parking lots are located at various access points along their length.
Absolutely. The paved trails within Veterans Memorial Park along the Wallkill River offer a safe and scenic environment for families. Additionally, sections of the Orange County Heritage Trail, with its asphalt and limestone surfaces, are suitable for family rides, providing a car-free experience through varied landscapes.
Many multi-use trails in the region, such as the Wallkill Valley Rail Trail and Orange County Heritage Trail, are dog-friendly, provided dogs are kept on a leash. For specific road cycling routes, it's best to check local regulations and ensure your dog is comfortable with the distance and any potential interactions.
The Village of Montgomery itself offers various cafes and delis. Some routes, like the Deli Breakfast & Lunch – Skydive the Ranch loop or the Cobblestone Pizza & Deli loop, are named for establishments along their path, indicating opportunities for refreshments. Many towns along the rail trails also have amenities.
Cyclists can enjoy picturesque views of the Shawangunk Ridge and the Wallkill River. Routes often wind through the scenic Hudson Valley landscape. You might also pass by natural features like the Maybrook Reservoir or the Diamond Lake, offering beautiful backdrops for your ride.
The area is highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the quiet roads, scenic views of the Shawangunk Ridge, and the immersive experience of cycling through the Hudson Valley's diverse terrain without heavy traffic.
Yes, 5 of the 8 routes are rated as moderate, offering more significant elevation gains and longer distances for experienced riders. For example, the Cobblestone Pizza & Deli loop features over 778 meters of elevation gain, providing a good challenge.


Browse the best Road cycling routes in other regions.