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.
Last updated: April 30, 2026
36
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
34
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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14
runners
6.37km
00:42
50m
50m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
runners
8.95km
00:57
100m
100m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
12
runners
22.1km
02:19
170m
180m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
runners
10.8km
01:43
460m
460m
Hard run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
9
runners
12.0km
01:16
90m
90m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
runners
12.8km
01:22
190m
190m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
12
runners
14.7km
01:32
70m
70m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
7
runners
9.72km
01:00
20m
20m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Northwest Hills Planning Region

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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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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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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.


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