Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Cycling routes
United States
New York
Ulster County

Milton

The best cycling routes around Milton

5.0

(37)

320

riders

28

rides

Touring cycling around Milton is characterized by diverse landscapes shaped by the Niagara Escarpment, a UNESCO World Biosphere Reserve, offering a mix of rugged cliffs and wooded slopes. The region features extensive conservation areas and picturesque rural roads that wind through countryside and forests. These areas provide varied terrain, from challenging climbs and descents to flatter paths through farmlands, catering to different skill levels. Milton Ontario cycling trails popular routes often traverse these natural features.

Best touring cycling routes around…

Last updated: May 16, 2026

11

riders

#1.

Hudson Valley Rail Trail and River-to-Ridge Loop

53.0km

03:35

660m

660m

Cycle the difficult 32.9-mile Hudson Valley Rail Trail and River-to-Ridge Loop, featuring river views and Shawangunk Ridge vistas.

Navigate with device

Send to Phone

Save

Hard

This difficult 76.2-mile touring cycling loop from Poughkeepsie offers stunning views of the Ashokan Reservoir and Catskills, crossing the W

Hard
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

This moderate 28.8-mile touring cycling loop near Poughkeepsie offers Hudson River views, historical sites, and a crossing of the Walkway Ov

Moderate

This difficult 38.5-mile touring cycling loop from Marlboro combines road cycling with the scenic Wallkill Valley Rail Trail, featuring 1937

Hard

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
Sign up for free to see 24 more rides around Milton.

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

Popular around Milton

Hiking around Milton

Running Trails around Milton

Road Cycling Routes around Milton

Tips from the Community

Ivan
July 10, 2025, Hudson Valley Rail Trail

Beautiful

0

0

Ivan
July 10, 2025, Mid-Hudson Bridge

5:00 p.m. 8:30 p.m.

Translated by Google

0

0

Excellent views

Translated by Google

0

0

Alex
September 13, 2024, Walkway Over the Hudson

The Walkway Over the Hudson, also known as the Poughkeepsie Bridge, is a steel cantilever bridge spanning the Hudson River between Poughkeepsie and Highland. Originally it was built as a railroad bridge in 1889, then closed in 1974 due to fire damage and later reopened as a pedestrian walkway in 2009. It connects the Hudson Valley Rail Trail with the Dutchess Rail Trail and is part of the Empire State Trail. Stretching 6,768 feet, it was the world’s longest pedestrian footbridge until 2016. The bridge is free to access and welcomes cyclists as well as foot traffic.

0

0

Beautiful and peaceful. Very little shade so dress accordingly.

0

0

mtm05005
February 25, 2024, Dutchess Rail Trail

The Dutchess Rail Trail is a 13 mile traffic free path. It is built on an abandoned railway line. The trail runs from Hopewell Junction to the Walkway Over the Hudson in the City of Poughkeepsie

0

0

Matthew
January 15, 2024, Rosendale Trestle

The Rosendale Trestle Bridge is a famous bridge crossing along the Wallkill Valley Rail Trail between Joppenbergh Mountain Park and Hardenbergh Park. This wooden boards making the base of the bridge are a little weathered, so watch your footing as you cross.

0

0

Scenic road that runs right next to the Ashokan Reservoir. Great views of the Reservoir and the Catskill Mountains.

0

0

Frequently Asked Questions

How many touring cycling routes are available around Milton, and what are their difficulty levels?

Milton offers a diverse selection of touring cycling routes, with over 25 options available. These routes cater to various skill levels, including 2 easy routes, 12 moderate routes, and 11 difficult routes, ensuring there's something for every cyclist.

What kind of terrain can I expect on touring cycling routes in Milton?

The terrain around Milton is significantly influenced by the Niagara Escarpment, a UNESCO World Biosphere Reserve. Cyclists can expect a mix of rugged cliffs, wooded slopes, and varied paths. Routes range from challenging climbs and descents to flatter paths through farmlands and picturesque rural roads winding through countryside and forests.

Are there any family-friendly touring cycling routes in Milton?

While specific family-friendly routes are not detailed, the region's diverse offerings include easier loops and paths through farmlands that could be suitable for families. For a generally accessible option, consider routes that incorporate sections of rail trail, which tend to be flatter and more separated from traffic.

What are some notable natural features or landmarks I can see along the touring cycling routes?

Milton's routes often traverse areas rich in natural beauty and points of interest. You can explore extensive conservation areas like Hilton Falls, Kelso, Crawford Lake, Rattlesnake Point, Mount Nemo, and Mountsberg. Some routes also feature sections of rail trails, such as the Hudson Valley Rail Trail and the Dutchess Rail Trail. Other highlights include the Walkway Over the Hudson and scenic viewpoints like the View of the Mid-Hudson Bridge from Johnson Iorio Memorial Park.

Are there any circular touring cycling routes in the Milton area?

Yes, many of the touring cycling routes around Milton are designed as loops. For example, the Hudson Valley Rail Trail and River-to-Ridge Loop offers diverse scenery and varied terrain in a circular format. Another popular option is the Poughkeepsie to Ashokan Reservoir loop, known for its significant elevation changes.

What is the best time of year for touring cycling in Milton?

The best time for touring cycling in Milton generally aligns with the milder seasons. Spring and fall offer pleasant temperatures and beautiful scenery, especially with the changing leaves in autumn. Summer is also popular, though it can be warmer. Winter cycling options may be limited due to snow and ice, particularly on unpaved trails.

Are there any specific conservation areas that are good for touring cyclists?

Milton is home to several conservation areas that offer excellent cycling opportunities. While some, like Hilton Falls, are known for mountain biking, many feature extensive trail networks that can be explored by touring cyclists. These areas provide a serene backdrop for cycling and other outdoor pursuits, often connecting to larger trail systems like the Bruce Trail.

What do other touring cyclists say about the routes in Milton?

The touring cycling routes in Milton are highly regarded by the komoot community, boasting an impressive average rating of 4.9 stars from over 40 reviews. More than 250 touring cyclists have explored the varied terrain, often praising the diverse landscapes and the mix of challenging and accessible paths.

Are there any routes that incorporate rail trails?

Yes, Milton's cycling network includes routes that utilize rail trails, which are often flatter and provide a smooth riding experience. A notable example is the Hudson Valley Rail Trail – Dutchess Rail Trail loop from Poughkeepsie, which combines two popular rail trail sections.

Can I find routes that are suitable for a moderate skill level?

Absolutely. Milton offers a good selection of routes for moderate skill levels, with 12 such routes available. These routes provide a balanced challenge without being overly strenuous. An example is the Poughkeepsie to Mills Memorial State Park loop, which covers 46.3 km through rural roads and scenic areas.

Is there a world-class cycling facility in Milton?

Yes, Milton is home to the Mattamy National Cycling Centre (Velodrome), a world-class indoor facility dedicated to track cycling. It hosts professional competitions and offers various programs and rentals for public participation, solidifying Milton's reputation as a cycling hub.

Are there any longer touring cycling routes for experienced riders?

For experienced riders seeking a longer challenge, Milton offers several difficult routes. The Poughkeepsie to Ashokan Reservoir loop is a significant option, spanning 122.6 km with considerable elevation changes through varied landscapes, making it a demanding yet rewarding ride.

Are there any routes that offer a mix of rural roads and scenic areas?

Many routes in Milton combine rural roads with scenic natural areas. The Wallkill Valley Rail Trail Loop from Marlboro is a great example, offering a blend of trail riding and picturesque surroundings, perfect for touring cyclists looking for varied scenery.

Most popular routes around Milton

Hiking around Milton

Most popular attractions around Milton

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Cycling routes in other regions.

RubyHighlandLincoln ParkHillsidePort EwenEast KingstonKingstonBlack Creek State ForestMarlboroHurleyLake KatrineFranny Reese State ParkKerhonksonEllenvilleWitch'S Hole State ForestMinnewaska State Park PreserveNew PaltzZenaStone RidgeTillsonWoodstockWest HurleyRiftonSlide Mountain WildernessAccordRosendaleClintondaleShokanBig Indian WildernessNapanochVernooy Kill State ForestWallkillShawangunk Grasslands National Wildlife RefugeHigh FallsGardinerGlascoTurkey Point State ForestMalden-On-HudsonSaugertiesCragsmoorSaugerties SouthBristol Beach State ParkPhoeniciaWatchtower

Nearby adventure guides

Things to Do around Crown Heights

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy