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Routes
Running Trails
United States
Vermont
Addison County

New Haven

The best running trails around New Haven

16

runners

4

runs

Jogging routes around New Haven offer a diverse range of landscapes, from coastal paths along Long Island Sound to challenging trails through wooded parks and urban green spaces. The region features a mix of flat, paved multi-use trails and hilly terrains with significant elevation changes, providing options for various fitness levels. Natural features include prominent parks like East Rock Park and West Rock Ridge State Park, offering panoramic city views and rugged ascents. The area also incorporates waterfront running opportunities…

Last updated: May 1, 2026

4

runners

#1.

Running loop from The Cobble

6.26km

00:40

80m

80m

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

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Moderate

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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3

runners

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

Moderate

5

runners

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

Moderate

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Popular around New Haven

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Tips from the Community

Jamie S.
June 25, 2025, Main Street

The historic main street of Middlebury offers a quintessential small New England town experience. Unique local shops, art galleries, and restaurants in historic brick buildings line the street. Don't miss the opportunity to admire the beautiful white-steepled church and the picturesque town green.

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Middlebury Falls is a unique 20 foot waterfall on Otter Creek right in the center of this picturesque New England town. You get great views of the falls from this spot on a bridge on Main Street. You can also see the ruins of the old Powder House to the lefthand side of the falls. While they are beautiful all year round, Middlebury Falls are particularly interesting in the winter when they partially freeze over.

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Outside of the Middlebury College Alumni Stadium and Youngman Field is a striking sculpture of its mascot: a Panther. Perched on top of a boulder, this large bronze statue is a fun landmark on the south end of the Middlebury campus.

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The Trail Around Middlebury is a unique, 18 mile loop that, as the name indicates, traverses around the entire town of Middlebury, Vermont. This particular segment of trail on the western side of town is also known as the Jackson Trail and is a part of the North Country National Scenic Trail. As you hike alongside a small creek, you get fantastic views of the town of Middlebury and the foothills of the Green Mountains to the east.

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The Pulp Mill Covered Bridge is a historic wooden bridge just north of downtown Middlebury. Also known as the Paper Mill Covered Bridge, this bridge a great example of New England's covered bridges. Built in the mid-19th century, it spans Otter Creek and is a popular spot for photography and sightseeing. Covered bridges are an iconic part of New England's landscape and history. They were once a common sight throughout the region, as they provided a way for travelers to cross rivers and streams in all seasons. While many of the original bridges have been lost to natural disasters and modernization, there are still over 100 covered bridges in Vermont today.

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Jamie S.
April 24, 2023, Middlebury Falls

Middlebury Falls is a unique 20 foot waterfall on Otter Creek right in the center of this picturesque New England town. You get great views of the falls from this spot on a bridge on Main Street. You can also see the ruins of the old Powder House to the lefthand side of the falls. While they are beautiful all year round, Middlebury Falls are particularly interesting in the winter when they partially freeze over.

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Jamie S.
April 24, 2023, Otter Creek

This is a peaceful spot to enjoy Otter Creek, which flows down through the center of Middlebury. You can sometimes see wildlife, like birds and insects, along its shores and it is a great place to enjoy the foliage change from green to vibrant hues of orange, yellow, and red in the fall.

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Enjoy views of the Otter Creek Gorge and Belden Falls from the suspension bridge.

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Frequently Asked Questions

What is the difficulty range of running trails in New Haven?

New Haven offers a diverse range of running routes suitable for various fitness levels. While this guide features mostly moderate routes, such as the Running loop from Buttolph Acres, there are also more challenging options like the difficult Otter Creek – Middlebury Falls loop from Wright Park, which includes significant elevation changes. You'll find everything from flat, paved paths to hilly terrains with panoramic views.

Where can I find scenic running routes in New Haven?

For breathtaking views, consider routes in East Rock Park, which offers expansive views of the city and Long Island Sound from its summit. Lighthouse Point Park provides a scenic coastal run with captivating ocean vistas and the historic Five Mile Point Light. Additionally, West Rock Ridge State Park offers rewarding views after a strenuous climb.

Are there any notable landmarks or points of interest along New Haven's running paths?

Absolutely! Many routes incorporate local landmarks. In East Rock Park, you can enjoy views of the city and Long Island Sound. Lighthouse Point Park features the historic Five Mile Point Light and a vintage carousel. For urban exploration, routes through Wooster Square offer a glimpse into a vibrant neighborhood with rich Italian-American history, and the New Haven Green is a historic open space surrounded by Yale University.

Are there options for long-distance running in New Haven?

Yes, for longer runs, the Farmington Canal Heritage Trail is an excellent choice. This paved, multi-use trail stretches for 58 miles in Connecticut, providing an extensive and uninterrupted route ideal for long-distance training. While some sections near New Haven are urban, you can drive to starting points further north for a greener experience. The Otter Creek – Middlebury Falls loop from Wright Park is also a substantial 10.8-mile option.

Can I bring my dog on the running trails in New Haven?

Many parks and trails in New Haven are dog-friendly, but it's always best to check specific park regulations before you go. Generally, dogs are welcome on leash in most outdoor recreational areas. Edgewood Park, for instance, is a popular spot for walking and jogging with pets.

Are there family-friendly running routes suitable for strollers in New Haven?

For family-friendly options, paved multi-use trails are usually best. The Farmington Canal Heritage Trail offers a flat and smooth surface, making it suitable for strollers. Edgewood Park also features various walking trails that are generally accessible and pleasant for families.

Are there many circular running routes in New Haven?

Yes, New Haven offers several excellent loop routes. The Running loop from Buttolph Acres is a popular 3.9-mile circular trail. Another favorite is the Otter Creek loop from Wright Park, which is 5.6 miles. East Rock Park also features a 3.9-mile loop with panoramic city views, and Lighthouse Point Park has a moderate 4.4-mile coastal loop.

Where can I find running routes along the waterfront in New Haven?

New Haven's waterfront provides several fantastic running opportunities. The Long Wharf area is part of an 8.65 km (5.4-mile) loop that combines scenic waterfront views with urban charm. You can also find waterfront running from Criscuolo Park north to Quinnipiac Terrace along Front Street. East Shore Park in East Haven offers a 3.4-mile route south to Lighthouse Point Park, featuring continuous water views.

Which parks in New Haven offer good running trails?

New Haven is rich in parks with excellent running trails. East Rock Park is a standout, offering a mix of road and trail running with challenging ascents and views. Edgewood Park provides pleasant wooded routes alongside ponds and rivers. West Rock Ridge State Park features numerous trails with challenging hills, and Lighthouse Point Park offers coastal paths. Lake Saltonstall also has nine miles of trails for various activities.

When is the best time of year to go running in New Haven?

New Haven's diverse landscapes make it suitable for running year-round, though spring and fall offer particularly pleasant temperatures and vibrant scenery. Spring brings blooming flowers, while fall showcases stunning foliage. Summers can be warm, especially on exposed routes, so early mornings or evenings are often preferred. Winter running is possible, but be mindful of snow and ice conditions on trails.

How accessible are New Haven's running trails by public transport?

Many of New Haven's urban parks and trails, such as Edgewood Park and parts of the Farmington Canal Heritage Trail, are accessible via local public transport. The New Haven Green is centrally located and easily reachable. For parks further out, like East Rock Park or Lighthouse Point Park, public transport might require a combination of bus routes or a shorter walk from a stop. It's advisable to check local bus schedules for specific routes.

Are there any challenging running routes for experienced runners in New Haven?

Experienced runners seeking a challenge will find plenty in New Haven. East Rock Park offers a 2.5-mile switchback road to the summit and 'The Steps' for a more rugged ascent. West Rock Ridge State Park is known for its challenging hills and forests. The Otter Creek – Middlebury Falls loop from Wright Park is also classified as difficult, featuring significant elevation changes over its 10.8-mile course.

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