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Running Trails
United States
New York
Putnam County

Brewster Hill

The best running trails around Brewster Hill

45

runners

18

runs

Jogging routes around Brewster Hill offer a diverse network of trails catering to various fitness levels. The area is characterized by its extensive trail systems, including the Maybrook Trailway, which features both paved sections and paths along old train tracks. Runners can expect varied terrain, from flat routes through wetlands with wide-open skies to more challenging paths with significant elevation gains through forested areas. The landscape provides a mix of natural features, ensuring a range of experiences for joggers.

Best…

Last updated: June 28, 2026

13

runners

#1.

Haines Pond loop from Farrington Woods

13.4km

01:24

80m

80m

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

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Moderate

18

runners

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

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

Moderate

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

Moderate

5

runners

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

Easy
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Tips from the Community

Peter B
June 21, 2021, Maybrook Trailway – Brewster Section

.. running along old train tracks.

0

0

Peter B
April 10, 2021, Maybrook Trailway

Amazing stretch of the EST! Passing the lake and along side old train tracks, wide open skies await you while passing on the trail through 'the great swamps'.

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0

Frequently Asked Questions

How many running routes are available around Brewster Hill?

Brewster Hill offers a diverse network of 16 jogging routes, catering to various fitness levels. You'll find options ranging from easy, leisurely runs to more challenging, difficult trails.

What kind of terrain can I expect on jogging routes in Brewster Hill?

The terrain around Brewster Hill is quite varied. You can expect mostly paved surfaces on sections of the Maybrook Trailway, which follows old train tracks and passes through scenic wetlands with wide-open skies. Other routes, like the Haines Pond loop from Brewster, offer more varied and challenging terrain with significant elevation changes through forested areas.

Are there any easy jogging routes suitable for beginners or a relaxed run?

Yes, there are easy options available. For a more relaxed run, consider the Running loop from Milestone Rd, which is approximately 4.9 km (3 miles) and leads through local roads and natural surroundings. This route is often completed in about 30 minutes.

What are some of the more challenging running trails in the Brewster Hill area?

For those seeking a challenge, the Haines Pond loop from Brewster is a difficult 15.1 km (9.3 miles) path known for its varied terrain and requiring good fitness. Another demanding option is the Maybrook Trailway loop from I-84 Exit 61 Park & Ride, which spans over 28 km and features notable elevation gains.

Are there any circular jogging routes around Brewster Hill?

Absolutely! Many of the routes around Brewster Hill are designed as loops, offering a convenient circular experience. A popular choice is the Maybrook Trailway loop from Brewster Hill, a moderate 12.1 km (7.5 miles) route. Another option is the Running loop from MCCA, a moderate 6.7 km (4.2 miles) trail.

What natural features or landmarks can I see while running in Brewster Hill?

The routes often showcase the region's natural beauty. You'll encounter wetlands with wide-open skies, forests, and potentially scenic views of lakes or distant peaks. Specific highlights include sections of the Maybrook Trailway, and you might even catch glimpses of the Titicus Reservoir North Side. For panoramic views, consider exploring near Mount Nimham or the Ninham Mountain Fire Tower.

Are the running trails in Brewster Hill suitable for families?

Yes, many trails are suitable for families, especially the easier, flatter sections. The Running loop from Milestone Rd is a good example of a shorter, less strenuous route that families can enjoy together. The mostly paved sections of the Maybrook Trailway also offer a comfortable experience for all ages.

Are dogs allowed on the jogging routes around Brewster Hill?

While specific regulations can vary, many outdoor trails in the region are generally dog-friendly, often requiring dogs to be on a leash. It's always a good idea to check local signage or park regulations for the specific trail you plan to use to ensure a pleasant experience for everyone.

What do other runners say about jogging in Brewster Hill?

The komoot community frequently praises the diverse trail network and varied landscapes of Brewster Hill. With over 50 runners having explored the area using komoot, many highlight the mix of easy, paved sections and more challenging, hilly routes, as well as the scenic wetlands and forested paths that offer beautiful foliage.

Is there public transport access to the jogging routes in Brewster Hill?

While specific public transport connections directly to every trailhead may vary, Brewster Hill is accessible, and some routes, like those originating from Brewster itself, may be more conveniently reached. It's advisable to check local bus schedules or train services to Brewster for the most up-to-date information on reaching the trailheads.

Are there any specific considerations for running in Brewster Hill during different seasons?

Brewster Hill offers beautiful scenery year-round. In spring and summer, expect lush greenery and vibrant wetlands. Fall brings stunning foliage, making it a particularly scenic time to run. Winter runs can be beautiful, but be prepared for potentially icy or snowy conditions on trails, especially those with varied terrain. Always check local weather and trail conditions before heading out.

Where can I find parking for the running trails in Brewster Hill?

Many trailheads and popular starting points, especially along the Maybrook Trailway, offer designated parking areas. For example, the Maybrook Trailway loop from I-84 Exit 61 Park & Ride indicates a convenient parking option. It's generally recommended to look for specific parking information associated with your chosen route on komoot.

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