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Routes
Cycling routes
United States
New York
Putnam County

Brewster Heights

The best cycling routes around Brewster Heights

4.8

(39)

192

riders

14

rides

Touring cycling routes around Brewster Heights offer access to a diverse landscape in New York. The region features picturesque natural beauty, including several lakes and forested areas, with the Putnam Trailway passing by scenic bodies of water like Lake Mahopac and the Middle Branch Reservoir. Cyclists can experience miles of shady hardwood forests and varied terrain, including some challenging climbs, along historic rail corridors. This area provides a blend of natural environments and dedicated trails suitable for touring cyclists.

Best…

Last updated: May 13, 2026

#1.

Maybrook and Putnam Trailways Loop

60.2km

03:41

550m

550m

Cycle the Maybrook and Putnam Trailways Loop, a challenging 37.4-mile route with 1820 feet of elevation gain through scenic woodlands and pa

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Hard

25

riders

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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5.0

(1)

27

riders

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

Moderate

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

Moderate

5.0

(1)

6

riders

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Tips from the Community

Ed Mal
August 10, 2025, Stewart's Farm

Coffee an Peach ride

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

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

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

1

0

Peter B
September 25, 2021, Maybrook Trailway

offers possible resting spots with shade. good for people watching as well :)

0

0

Frequently Asked Questions

How many touring cycling routes are available around Brewster Heights?

There are over 15 touring cycling routes around Brewster Heights, offering a diverse range of experiences. These routes are highly rated by the komoot community, with an average score of 5.0 stars from 40 reviews.

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

The region around Brewster Heights features picturesque natural beauty, including several lakes and forested areas. You can expect miles of shady hardwood forests and varied terrain, with some routes like the Putnam Trailway presenting satisfying challenges with steep climbs. Many routes follow historic rail corridors, offering a mix of paved and well-maintained surfaces.

Are there routes suitable for beginners or less experienced cyclists?

Yes, Brewster Heights offers several easy touring cycling routes. For example, the Maybrook Trailway – Maybrook Trailway loop from Brewster is an easy 26 km path with minimal elevation gain, perfect for a relaxed ride.

Are there challenging routes for experienced touring cyclists?

Absolutely. For experienced riders seeking a challenge, routes like the Maybrook and Putnam Trailways Loop offer a difficult 60 km journey combining two significant trailways with substantial elevation changes. Another demanding option is the Senior Hill – The Pine Bridge Monument loop from Southeast, a 69.6 km trail with significant elevation gain.

What natural features or scenic viewpoints can I expect to see along the routes?

Many routes pass by scenic bodies of water such as Lake Mahopac, Lake Casse, and the Middle Branch Reservoir. The Maybrook Trailway itself offers beautiful views. You can also find viewpoints like Mount Nimham, which provides expansive vistas of the surrounding landscape.

Are there any specific landmarks or attractions worth visiting near the cycling routes?

Beyond the natural beauty, you can explore the Ninham Mountain Fire Tower for historical interest and panoramic views. The Titicus Reservoir North Side is another notable spot for its serene waterscapes. Green Chimneys Farm & Wildlife Center, located just 15 minutes from downtown Brewster, offers a unique outdoor educational experience with over 300 animals.

Are there circular touring cycling routes available?

Yes, many touring cycling routes in Brewster Heights are designed as loops. Examples include the popular Whaley Lake – Maybrook Trailway loop from Brewster and the Lake Casse – Senior Hill loop from Brewster, allowing you to start and end at the same point.

Are there family-friendly touring cycling routes in Brewster Heights?

While specific 'family-friendly' designations vary, many of the easier, flatter sections of the rail trails, such as parts of the Putnam Trailway, are suitable for families. These trails often offer a smoother, more predictable surface away from vehicle traffic, making them enjoyable for all ages.

Are dogs allowed on the cycling trails in Brewster Heights?

Many multi-use trails in the region, including sections of the Putnam Trailway and Maybrook Trailway, generally allow leashed dogs. However, it's always best to check specific trail regulations or local signage before heading out, as policies can vary.

What is the best time of year to go touring cycling in Brewster Heights?

Spring and fall generally offer the most pleasant cycling conditions with mild temperatures and beautiful foliage. Summer can also be enjoyable, especially on routes that pass through shady hardwood forests. Winter cycling is possible but requires appropriate gear and awareness of potential snow and ice conditions.

Where can I find parking for the cycling trails near Brewster Heights?

Parking is typically available at various access points along major trailways like the Putnam Trailway and Maybrook Trailway. Specific parking areas can often be found near trailheads in towns like Brewster. It's advisable to check local municipality websites or trail maps for designated parking locations.

Are there places to eat or get refreshments near the cycling routes?

Yes, the towns and villages along the major cycling routes, including Brewster itself, offer various cafes, restaurants, and shops where you can refuel and refresh. Planning your route to pass through these areas can enhance your cycling experience.

Can I access the cycling routes using public transport?

Brewster is served by Metro-North Railroad, making it accessible via public transport from New York City and other points. Cyclists can often bring their bikes on trains, providing a convenient way to reach the starting points of many routes, including the Putnam Trailway which begins in Brewster.

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