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Routes
Running Trails
United States
Connecticut
Northwest Hills Planning Region

New Preston

The best running trails around New Preston

93

runners

13

runs

Jogging routes around New Preston CT are characterized by the rolling hills and forested areas of the Litchfield Hills region. The area features diverse terrain, including paths around Lake Waramaug, Connecticut's second-largest natural lake. These natural features provide varied running experiences, from gentle slopes to more challenging ascents through woodlands. The landscape offers a serene environment for outdoor activities.

Best jogging routes around New Preston

  • The most popular jogging route is Lake Waramaug State Park – Lake Waramaug loop from…

Last updated: June 27, 2026

35

runners

#1.

Lake Waramaug State Park – Lake Waramaug loop from Mount Bushnell State Park Scenic Reserve

13.1km

01:23

90m

90m

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

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Moderate

This popular Lake Waramaug loop offers a fantastic jogging experience, treating you to continuous scenic water views of Connecticut's second-largest natural lake. The route winds through dense woodlands and along…

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

Moderate

This moderate 8.5-mile (13.6 km) jogging loop through the Mount Tom Preserve offers a diverse experience, taking you past the serene Zalesskys Pond and Parkhurst Pond. You'll navigate varied terrain,…

Moderate

The Macricostas Preserve loop from New Preston offers a dynamic jogging experience, winding through open hayfields, dense woodlands, and past unique wetlands. You'll encounter varied terrain, from smooth paths to…

Moderate
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Tips from the Community

Zachary
September 3, 2024, Lake Waramaug State Park

This is a tiny but highly scenic little park. The roads that circumnavigate Lake Warmaug are partially shaded and go right up to the water's edge, and the views out across the water are especially beautiful in the autumn. There is also camping, hiking, and kayaking here, as well as a couple small beaches for swimming.

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This small lake-side park comes equipped with picnic benches and plenty of trees to provide shade on a summers day. A great spot to take a break.

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Explore the Rock Tunnel, a 235-foot passage from the Shepaug Valley Railroad (1872-1948). It's a blast to go under during your hike, giving you a taste of the area's cool railroad history.

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Donalrey
September 14, 2017, Steep Rock Tunnel

A short 235 foot tunnel that was built as part of the Shepaug Valley Railroad that ran from 1872 to 1948. Make sure you have your lights on going through the tunnel!

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Frequently Asked Questions

How many running routes are available in New Preston?

There are over 10 dedicated running routes around New Preston, offering a variety of experiences for different skill levels. The komoot community has explored 14 routes in total, ranging from easy strolls to more challenging ascents through the Litchfield Hills.

What are the typical terrains and landscapes for jogging in New Preston?

Jogging routes in New Preston primarily feature the rolling hills and forested areas characteristic of the Litchfield Hills region. You'll find diverse terrain, including paths around Lake Waramaug State Park, Connecticut's second-largest natural lake, and trails through woodlands. These natural features provide varied running experiences, from gentle slopes to more challenging ascents.

Are there any easy jogging routes suitable for beginners or families?

Yes, while many routes are moderate, there are options suitable for beginners. For instance, the area offers paths with gentler slopes, allowing for a more relaxed running experience. The overall landscape provides a serene environment for outdoor activities, making it pleasant for families looking for an easier pace.

Are there any circular running routes in New Preston?

Many of the popular running routes in New Preston are circular, offering convenient start and end points. A notable example is the Lake Waramaug State Park – Lake Waramaug loop from Lake Waramaug State Park, which is a 7.8-mile (12.6 km) moderate trail providing scenic views around the lake.

What kind of landmarks or viewpoints can I expect to see on a run?

Running routes in New Preston offer several scenic landmarks and viewpoints. You can enjoy expansive views of Lake Waramaug and the surrounding Litchfield Hills, especially on routes like the Lake Waramaug – Lake Waramaug State Park loop from Mount Bushnell State Park Scenic Reserve. Another unique feature is the Steep Rock Tunnel, which is part of the Steep Rock Tunnel loop from Washington.

Are there running trails with significant elevation gain for a more challenging workout?

Yes, the Litchfield Hills region provides routes with more challenging ascents. For example, the Zalesskys Pond – Parkhurst Pond loop from Washington features an elevation gain of nearly 200 meters, offering a good workout for those seeking a more strenuous run.

What is the best time of year for jogging in New Preston?

New Preston is particularly beautiful during the autumn foliage season, making it a 'mecca for sightseers and photographers' and an ideal time for a refreshing run. The vibrant colors around Lake Waramaug and throughout the Litchfield Hills enhance the outdoor experience. Spring and summer also offer pleasant conditions with lush greenery, while winter can provide unique, serene landscapes, though some trails might be more challenging due to snow or ice.

Are there any shaded running paths in New Preston?

Given the region's forested areas, many running paths in New Preston offer natural shade, especially those winding through woodlands. This can be particularly pleasant during warmer months, providing a cooler and more comfortable running experience.

What do other runners say about the jogging routes in New Preston?

The komoot community frequently praises the varied terrain and scenic beauty of New Preston's running routes. With over 100 runners having used komoot to explore the area, many highlight the tranquil lake views and the peaceful escape from urban environments that the Litchfield Hills offer. The routes are appreciated for their natural settings and diverse experiences.

Are there any running routes that pass by lakes or water features?

Absolutely. Lake Waramaug, Connecticut's second-largest natural lake, is a central feature for many running routes. The Lake Waramaug State Park – Lake Waramaug loop from Lake Waramaug State Park and the Lake Waramaug – Lake Waramaug State Park loop from Mount Bushnell State Park Scenic Reserve both offer extensive views and paths alongside the lake, providing a serene environment for your run.

Can I find cafes or places to relax near the running trails?

New Preston is a charming, semi-rural town, and while specific cafes directly on every trail might be limited, the town itself and nearby areas offer options. For example, Lake Waramaug State Park is a popular spot, and nearby Hopkins Vineyard (in Warren, CT) offers beautiful views and sometimes music on weekends, providing a relaxing post-run destination.

Are there any longer running routes for endurance training?

Yes, for those looking for longer runs, routes like the Zalesskys Pond – Parkhurst Pond loop from Washington cover over 8 miles (13.6 km). The broader Connecticut region also offers extensive trail networks like the Air Line State Park Trail, which is over 60 miles long, providing options for very long-distance running.

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