Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Road cycling routes
United States
New York
Putnam County

Brewster Heights

The best road cycling routes around Brewster Heights

4.8

(6)

461

riders

30

rides

Road cycling around Brewster Heights offers diverse terrain, characterized by a mix of paved rail-trails, scenic lakes, and wooded areas. The region features routes that traverse former railroad corridors, providing relatively flat sections alongside areas with moderate elevation changes. Natural features such as Lake Mahopac, Lake Casse, and the Middle Branch Reservoir contribute to the picturesque landscapes encountered on many routes.

Best road cycling routes around Brewster Heights

  • The most popular road cycling route is Empire State Trail: Hudson Valley Loop, a 74.0 miles (119.0 km) difficult trail that takes 5 hours to complete. This route is part of the extensive Empire State Trail network, offering long-distance cycling opportunities.
  • Another top favourite among local road cyclists is Maybrook Trailway – Whaley Lake loop from Brewster, a moderate 49.5 miles (79.7 km) path. This route follows the Maybrook Trailway, passing by Whaley Lake and offering varied scenery.
  • Local road cyclists also love the Maybrook Trailway – Maybrook Trailway loop from Brewster, a 11.7 miles (18.9 km) trail leading through the Maybrook Trailway corridor, often completed in about 45 minutes.
  • Road cycling around Brewster Heights is defined by rail-trails, scenic lakes, and forested sections. The network offers options for different ability levels, from easy, flat rides to more challenging routes with significant elevation gain.
  • The routes in Brewster Heights are highly rated by the komoot community with an average score of 4.8 stars from 9 reviews. More than 300 road cyclists have used komoot to explore Brewster Heights's varied terrain.

Last updated: August 23, 2026

#1.

Empire State Trail: Hudson Valley Loop

119km

05:02

770m

770m

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Navigate with device

Send to Phone

Save

Hard

5.0

(2)

87

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
Sign up for free to see 26 more rides around Brewster Heights.

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 Brewster Heights

Hiking around Brewster Heights

Cycling around Brewster Heights

Running Trails around Brewster Heights

Tips from the Community

LuisG
August 24, 2025, Lake view

Should be the top and relatively flat. All downhill either direction

0

0

Alex Tray
June 16, 2025, Lake view

Pretty lake on one side and a marsh on the other

0

0

This paved rail trail traverses two counties in New York — you can bike more than 28 miles on it if you go from end to end. This particular section passes through a sort of wetland land — keep an eye out for birds!

0

0

Lots of benches just off the paved trail to rest your legs or to enjoy the scenery.

0

0

AverieOutside
January 25, 2024, Lake Casse

Lake Casse is a 30-acre lake that is owned and managed by the Lake Casse Park District. There is a beach, public restrooms, a playground, and a clubhouse.

0

0

Buck R-T
July 10, 2022, Whaley Lake

It's along the rail trail. No fishing and no swimming from the trail side.

0

0

Whaley Lake is the largest lake in Dutchess County. So nice to ride here!

0

0

Here you have a great view of the Middle Branch Reservoir.

1

0

Frequently Asked Questions

How many road cycling routes are available in Brewster Heights?

There are over 25 road cycling routes around Brewster Heights, catering to various skill levels. You'll find a good mix, with 5 easy routes, 14 moderate routes, and 6 more challenging options.

What kind of terrain and elevation can I expect on road cycling routes in Brewster Heights?

Road cycling around Brewster Heights offers diverse terrain. You'll encounter a mix of paved rail-trails, which provide relatively flat sections, alongside areas with moderate elevation changes. The region features picturesque landscapes with scenic lakes and wooded areas, offering both gentle rides and satisfying climbs.

Are there any long-distance road cycling routes in Brewster Heights?

Yes, for those seeking longer rides, the area offers extensive options. A notable route is the Empire State Trail: Hudson Valley Loop, which is a challenging 74-mile (119 km) route. Additionally, the Putnam Trailway, a 45-mile paved corridor, provides a long, scenic ride through the region.

What are the most scenic viewpoints or natural features to see while road cycling in Brewster Heights?

The routes in Brewster Heights are rich with natural beauty. You can expect to see several beautiful bodies of water, including Lake Mahopac, Lake Casse, Lake Gleneida, and the Middle Branch Reservoir. The Maybrook Trailway itself offers varied scenery, and you might also encounter views from Mount Nimham or the Ninham Mountain Fire Tower.

Are there any loop trails for road cycling in the area?

Yes, there are several loop options. A popular choice is the Maybrook Trailway – Whaley Lake loop from Brewster, a moderate 49.5-mile (79.7 km) path that follows the Maybrook Trailway and passes by Whaley Lake. Another option is the shorter Quiet resting spot loop from Brewster.

What do other road cyclists enjoy most about road cycling in Brewster Heights?

The area is highly rated by the komoot community, with an average score of 4.8 stars from 9 reviews. Cyclists often praise the varied terrain, which includes both flat rail-trails and routes with significant elevation gain, as well as the scenic beauty of the lakes and wooded sections.

Are there any family-friendly road cycling routes in Brewster Heights?

Yes, the paved rail-trails, such as sections of the Putnam Trailway, are generally suitable for families due to their relatively flat and well-maintained surfaces. These trails offer a safe and scenic environment for cyclists of all ages.

What are the best times of year for road biking in Brewster Heights?

The region's picturesque landscapes, with shady hardwoods and beautiful bodies of water, are particularly enjoyable during spring, summer, and fall. Spring offers fresh greenery, summer provides lush scenery, and autumn brings vibrant foliage, making these seasons ideal for road cycling.

Are there any specific attractions or points of interest near the road cycling routes?

Beyond the scenic routes themselves, you can find several points of interest. The Maybrook Trailway is a highlight in itself. You can also find the Titicus Reservoir North Side, and for those interested in views, Mount Nimham and the Ninham Mountain Fire Tower offer elevated perspectives.

What are the options for public transport access to road bike trails in Brewster Heights?

The Putnam Trailway, a significant cycling corridor, begins in Brewster at Putnam Avenue. This suggests good accessibility for those arriving by public transport, such as Metro-North, which often allows bikes with a permit. It's advisable to check specific train line policies for bike carriage.

Are there any less crowded road bike routes around Brewster Heights?

While popular routes like the Putnam Trailway can see more activity, exploring some of the less-trafficked local roads or the quieter sections of the Maybrook Trailway, such as the Maybrook Trailway – Whaley Lake loop from Croton Falls, might offer a more serene experience. The region's extensive network provides opportunities to find quieter paths, especially during off-peak hours.

Most popular routes around Brewster Heights

Hiking around Brewster Heights

Most popular attractions around Brewster Heights

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 Road cycling routes in other regions.

Lake CarmelPeach LakeBrewster HillVillage of BrewsterMahopacPutnam LakeDonald J. Trump State ParkCarmelHudson Highlands State ParkNelsonvilleCold SpringClarence Fahnestock Memorial State ParkWonder Lake State ParkCalifornia Hill State ForestBig Buck State Forest

Nearby adventure guides

Things to Do around Village of Brewster

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesRedeem a voucherHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy