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Routes
Running Trails
United States
Connecticut

Northwest Hills Planning Region

Routes
Running Trails
United States
Connecticut

Northwest Hills Planning Region

The best running trails in Northwest Hills Planning Region

304

runners

52

runs

Jogging in Northwest Hills Planning Region offers diverse terrain across a landscape characterized by rolling hills, dense forests, and scenic valleys. The region features notable peaks like Bear Mountain and Mount Frissell, providing varied elevation for runners. Numerous water features, including Bantam Lake and the Housatonic River, contribute to picturesque routes. This area maintains a rural character with extensive open spaces, ideal for outdoor activities.

Best jogging routes in Northwest Hills Planning Region

  • The most popular jogging route is Lake…

Last updated: April 30, 2026

36

runners

#1.

Lake Waramaug – Lake Waramaug State Park 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

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

10

runners

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

Moderate

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

Hard

Hard run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.

Hard

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

12

runners

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

Moderate

7

runners

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

Moderate
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Popular around Northwest Hills Planning Region

Running Trails around Oakville

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Running Trails around Watertown

Running Trails in Bridgewater Recreation Area

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Running Trails in Mount Tom State Park

Running Trails in Paugnut State Forest

Running Trails in Burr Pond State Park

Other adventures in Northwest Hills Planning Region

The Appalachian Trail — America's most iconic long-distance hike

Hiking Collection by

Jamie S.

Tips from the Community

Kniebolek
August 16, 2025, Cobble Mountain Summit View

Nice Lookout westwards

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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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The Sue Grossman Still River Greenway stretches 3.4 miles and features just paved trail surfaces. Stretching from DMV Driveway in Winsted to Harris Drive. and Winsted Road in Torrington, it serves as a rail trail, offering a scenic getaway ride for bikers and hikers.

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Alex
February 5, 2024, Bantam Swamp

Bantam Swamp is around and predominately south of Little Pond. It is a wetland teeming with wildlife, and it is a picturesque area to visit.

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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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Alex
December 30, 2023, Bantam Swamp

Bantam Swamp is around and predominately south of Little Pond. It is a wetland teeming with wildlife, and it is a picturesque area to visit.

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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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360 awesome summit view with little scrambling.

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Frequently Asked Questions

How many running routes are available in the Northwest Hills Planning Region?

The Northwest Hills Planning Region offers a wide selection of running routes, with over 50 trails available on komoot. These routes cater to various preferences, ranging from easy strolls to more challenging runs through diverse terrain.

What kind of terrain can I expect on running trails in the Northwest Hills Planning Region?

Runners in the Northwest Hills Planning Region can expect a dynamic and varied landscape. The region is characterized by rolling hills, dense forests, and scenic valleys. You'll find routes with significant peaks like Bear Mountain, offering challenging ascents and rewarding views, as well as paths alongside numerous water features such as Bantam Lake and the Housatonic River. The extensive trail system, including parts of the Appalachian Trail, ensures a mix of forested paths, open spaces, and varied elevations.

Are there easy running routes suitable for beginners in the Northwest Hills Planning Region?

Yes, the region offers several easy running routes perfect for beginners or those looking for a less strenuous jog. While many routes are moderate, there are at least 3 easy routes available. These trails often feature gentler inclines and well-maintained paths, allowing for a comfortable and enjoyable experience.

Where can I find challenging running trails with significant elevation in the Northwest Hills Planning Region?

For runners seeking a challenge, the Northwest Hills Planning Region provides routes with notable elevation changes. Peaks like Bear Mountain and Mount Frissell offer strenuous ascents. A particularly challenging option is the Cobble Mountain Summit View loop from Macedonia Brook State Park, which features significant elevation gain over its 10.8 km distance.

Are there any scenic viewpoints or landmarks to see while running in the Northwest Hills Planning Region?

Absolutely! The Northwest Hills Planning Region is rich with scenic beauty and landmarks. Many trails offer panoramic views from peaks like Bear Mountain (2,320 feet). You can also run past beautiful water features such as Lake Waramaug State Park, Lake McDonough, and Little Pond. Don't miss unique spots like the Steep Rock Tunnel or the historic Bulls Bridge.

Can I find running routes near lakes or rivers in this region?

Yes, the Northwest Hills Planning Region is known for its beautiful water features. You can find numerous running routes that offer views of or run alongside bodies of water like Bantam Lake, the Housatonic River, Barkhamsted Reservoir, and Farmington River. The Lake Waramaug State Park – Lake Waramaug loop is a popular choice that circles the scenic Lake Waramaug, and the River Trail loop from Gaylordsville follows a river.

Are there any long-distance running trails in the Northwest Hills Planning Region?

For those looking to cover more ground, the Northwest Hills Planning Region offers several longer routes. The Bunnells Pond – Miller Pond loop from Charlie Arnold Property is a challenging 22 km trail. Additionally, the region is home to 47 miles of the Appalachian Trail and 163 miles of Connecticut Forest & Park Association's Blue-blazed trails, providing ample opportunities for extended runs.

What do other runners say about the trails in the Northwest Hills Planning Region?

The running trails in the Northwest Hills Planning Region are highly regarded by the komoot community, with an average rating of 3.0 stars. Over 300 runners have explored the area using komoot, often praising the diverse terrain, the serene forest paths, and the picturesque lakeside routes that make for a refreshing outdoor experience.

Are there circular running routes available in the Northwest Hills Planning Region?

Many of the running routes in the Northwest Hills Planning Region are designed as loops, offering convenient circular paths. Examples include the popular Lake Waramaug State Park – Lake Waramaug loop, the Steep Rock Tunnel loop from Washington, and the West Hill loop from Brodie Park. These loops allow you to start and finish at the same point, making planning easier.

What is the best time of year for jogging in the Northwest Hills Planning Region?

The Northwest Hills Planning Region offers beautiful running conditions throughout much of the year. Spring brings lush greenery, while summer provides shaded forest trails. Autumn is particularly stunning with vibrant fall foliage, making it a popular time for scenic runs. Even winter can be enjoyable for jogging, though some trails may require appropriate gear for snow or ice. Always check local conditions before heading out.

Are there dog-friendly running routes in the Northwest Hills Planning Region?

While specific regulations can vary by park or preserve, many of the natural areas and trails in the Northwest Hills Planning Region are generally dog-friendly, especially those managed by land trusts or state forests. It's always recommended to check the specific rules for each trail or park beforehand, and to keep your dog on a leash and clean up after them.

Can I find family-friendly running trails in the Northwest Hills Planning Region?

Yes, the region offers several options suitable for families. The White Memorial Conservation Center, for example, safeguards 4,000 acres with 40 miles of trails, including the famous boardwalk trail around Little Pond, which is generally flat and accessible. Many of the easier and moderate loop trails are also great for families looking to enjoy a run together in nature.

Are there running routes with good parking access in the Northwest Hills Planning Region?

Many of the popular running routes in the Northwest Hills Planning Region have designated parking areas. Trails starting from state parks, conservation centers like White Memorial, or specific trailheads often provide convenient parking. For instance, routes like the Lake Waramaug State Park – Lake Waramaug loop begin directly from a state park with parking facilities.

Most popular routes in Northwest Hills Planning Region

Hiking in Northwest Hills Planning Region

Most popular attractions in Northwest Hills Planning Region

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Didn’t find what you were looking for?

Check out more Running Trails & Routes throughout Northwest Hills Planning Region below and find the perfect route in your destination.

Pleasant ValleyAlgonquin State ForestNepaug State ForestGreat Mountain ForestMount Tom State ParkMacedonia Brook State ParkBurr Pond State ParkChimney PointRivertonThomastonPeoples State ForestMount Bushnell State Park Scenic ReserveSunny Brook State ParkPaugnut State ForestMattatuck State ForestAmerican Legion State ForestWoodbury CenterNew Hartford CenterWatertownStillwater Pond State ParkPlatt Hill State ParkWyantenock State ForestLake Winfield Recreation AreaBethlehem VillageJohn A. Minetto State ParkHumaston Brook State ParkOakvilleNew PrestonNew MilfordCamp Columbia State ParkBantamDennis Hill State ParkGaylordsvilleAlgonquin State Forest, Kitchel PreserveBridgewaterLake Waramaug State ParkTorringtonWinstedTerryvilleCornwall BridgeNorthwest HarwintonMount Riga State ParkLitchfieldBridgewater Recreation AreaAbove All State ParkLovers Leap State Park

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