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Routes
Road cycling routes
United States
New York
Putnam County

Village of Brewster

The best road cycling routes around Village of Brewster

4.8

(9)

403

riders

28

rides

Road cycling routes around Village of Brewster traverse a landscape characterized by extensive paved pathways, river valleys, and historic rail trails. The region offers a strategic connection to significant trail networks, including the Empire State Trail and the Maybrook Trailway. Cyclists can expect varied terrain, from flat, scenic sections along waterways like the East Branch of the Croton River to routes with considerable elevation gain through woodlands and past historic sites. This area provides a blend of natural beauty and…

Last updated: July 7, 2026

#1.

Empire State Trail: Hudson Valley Loop

119km

05:02

770m

770m

Cycle the challenging 74-mile Hudson Valley Greenway Trail Loop, featuring diverse scenery and 2516 feet of elevation gain.

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Hard

5.0

(2)

80

riders

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

Moderate
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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

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

Moderate
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Popular around Village of Brewster

Hiking around Village of Brewster

Cycling around Village of Brewster

Running Trails around Village of Brewster

Tips from the Community

LuisG
August 24, 2025, Lake view

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

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Lisa
June 23, 2025, Trailside Café

A great place to stop for a snack and a quick drink.

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Alex Tray
June 16, 2025, Lake view

Pretty lake on one side and a marsh on the other

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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!

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

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This bronze statue is a memorial to the Battle of Pines Bridge, a battle in the Revolutionary War. The monument is made to reflect the diversity of the soldiers in the war. The monument is located in Railroad Park, which has benches and a cafe.

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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.

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Great views of Croton reservoir and the red bridge itself is worth a stop. That said watch out for stopped cyclist and pedestrians if you're biking through.

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Frequently Asked Questions

How many road cycling routes are available around the Village of Brewster?

The Village of Brewster offers a diverse selection of over 25 road cycling routes. These routes cater to various skill levels, with options ranging from easy to difficult, ensuring there's something for every cyclist.

What kind of terrain can I expect on road cycling routes in the Village of Brewster?

Road cycling routes in the Village of Brewster feature a mix of terrain. You'll find extensive paved pathways, including sections of the Empire State Trail and the Maybrook Trailway, offering relatively flat and scenic rides. Other routes may include significant elevation gain as they traverse through woodlands and past historic sites, providing a more challenging experience.

What natural features or landmarks can I see while road cycling around Brewster?

While cycling, you can enjoy scenic views along the East Branch of the Croton River and pass by the historic Tudor train station. The area also features green spaces like the Brewster Preserve and the Diverting Reservoir. The Maybrook Trailway – Whaley Lake loop from Brewster, for example, offers picturesque views around Whaley Lake.

Are there any historical sites along the cycling routes?

Yes, the Village of Brewster is rich in history. You can cycle past charming Victorian and old Colonial homes, and the historic Walter Brewster House (built in 1850) is a notable landmark. The area also has a strong railroad history, with the Metro-North Harlem Line still serving the village. The Tilly Foster Mine, once the world's deepest open-pit mine, is also nearby.

Are there road cycling routes suitable for beginners or families in the Village of Brewster?

Yes, the Village of Brewster offers several moderate routes that are great for beginners and families. These often utilize the paved rail trails like sections of the Putnam Trailway. For example, the Quiet resting spot loop from Brewster is a moderate route leading through varied local landscapes.

Are there options for advanced road cyclists looking for a challenge?

Absolutely. For advanced cyclists seeking a challenge, routes like the Empire State Trail: Hudson Valley Loop offer significant elevation gain and a longer distance, providing a strenuous and rewarding ride with diverse scenery.

What is the best time of year for road cycling in the Village of Brewster?

The spring, summer, and fall months are ideal for road cycling in the Village of Brewster. Fall is particularly scenic, with vibrant foliage along the routes. The well-maintained paved trails make cycling enjoyable across these seasons.

Where can I park when road cycling in the Village of Brewster?

Parking is generally available at various trailheads for the Maybrook Trailway and Putnam Trailway in and around Brewster. Specific parking information for trailheads can often be found on local government websites or trail-specific resources. For more information on the Empire State Trail section through Brewster, you can visit ny.gov.

Is public transport available to reach road cycling routes in Brewster?

Yes, the Village of Brewster is served by the Metro-North Harlem Line, making it accessible by public transport. This allows cyclists to reach the village and connect to the extensive network of trails, including the Empire State Trail, which runs directly through the village.

Are there any dog-friendly road cycling routes in the Village of Brewster?

While the paved rail trails like the Maybrook Trailway and Putnam Trailway are generally popular for walking and cycling, it's important to check specific trail regulations regarding dogs, especially when cycling. Many trails allow leashed dogs, but always confirm local rules before heading out.

Are there cafes or places to stop for refreshments along the routes?

The Village of Brewster itself offers various cafes, pubs, and restaurants where you can stop for refreshments. Many routes, especially those passing through or near the village center, provide convenient access to these amenities. The Maybrook Trailway, for instance, connects to areas where such stops are available.

What do other cyclists say about road cycling in the Village of Brewster?

The road cycling routes in the Village of Brewster are highly rated by the komoot community, with an average score of 4.8 stars from over 9 reviews. Cyclists often praise the diverse scenery, well-maintained paved trails, and the connection to major networks like the Empire State Trail.

Are there any circular road cycling routes starting from Brewster?

Yes, there are several excellent circular road cycling routes that start and end in Brewster. A popular option is the Maybrook Trailway – Maybrook Trailway loop from Town Open Space (Ridgebury Road), which offers a moderate ride through the local landscape.

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