4.9
(40)
657
riders
65
rides
Touring cycling routes in Northwest Hills Planning Region traverse a landscape characterized by rolling hills, expansive forests, and numerous water features. The region, often referred to as the Litchfield Hills, features varied terrain from gently undulating paths to more challenging ascents. Cyclists encounter scenic valleys, rivers like the Housatonic and Farmington, and lakes such as Waramaug and Bantam. This part of Connecticut offers a blend of rural beauty and diverse natural environments for cycling.
Last updated: April 30, 2026
5.0
(2)
45
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
38
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(1)
12
riders
23.6km
01:30
200m
200m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
14
riders
39.5km
02:39
620m
620m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
14
riders
38.8km
02:28
470m
470m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
riders
29.7km
01:53
280m
280m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
31.1km
02:15
450m
450m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
7
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
7
riders
16.1km
01:00
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5
riders
47.3km
02:49
350m
340m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Northwest Hills Planning Region
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 pond was created in the early 19th century to provide water for the fulling mill on Woodcreek Road, even before Long Meadow Pond was constructed.
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This historic home offers guided tours for a fee. The gardens are nice, especially in the spring with the flowers in bloom. The property also joins the 81-acre Bellamy Preserve.
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The U.S. Bicycle Route 7 (USBR 7) is a super good, north-south bike trail that follows the Western New England Greenway through Connecticut, Massachusetts, and Vermont. This section in Massachusetts goes down the Rannapo Road and over the Housatonic River, where you have great views over the river. Then the road twists its way through the open countryside, sticking close to the river. It is a fantastic bike ride.
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This woodland just off Tuttle Road is a natural reserve of trees and land. There is no public access into the reserve, but you get a good feel for the natural beauty of the area when riding down the road.
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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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The Northwest Hills Planning Region offers a wide selection of touring cycling routes, with over 60 routes available. These routes cater to various skill levels, from easy loops to more challenging rides with significant elevation gains.
The region is characterized by rolling hills, offering a mix of gently undulating paths and more challenging ascents. You'll encounter scenic valleys, expansive forests, and numerous water features like rivers and lakes. The terrain provides a dynamic environment for diverse cycling experiences.
Yes, there are several easy routes perfect for beginners. For example, the Lake Waramaug State Park loop from Warren is an easy 7.8-mile (12.6 km) path offering a scenic ride around Lake Waramaug State Park. Another option is the Camp Columbia State Park loop from Camp Columbia State Park, which is 10 miles (16.1 km) and also rated easy.
Many of the easier, mostly paved routes around lakes and through less hilly areas are suitable for families. The region's extensive network of trails, including those in places like White Memorial Conservation Center and Topsmead State Forest, often provide gentler paths ideal for family outings.
Yes, many touring cycling routes in the Northwest Hills Planning Region are designed as loops, allowing you to start and end at the same point. Examples include the popular Lake Waramaug – Lake Waramaug State Park loop from Mount Bushnell State Park Scenic Reserve and the Bantam Lake – Camp Columbia State Park loop from Litchfield.
The routes often pass by picturesque lakes such as Lake Waramaug State Park, Bantam Lake, and Lake Zoar. You might also encounter significant peaks like Bear Mountain, expansive forests, and charming towns like Litchfield and Kent. Kent Falls State Park, with its spectacular waterfall, is another prominent natural landmark in the region.
The best time for touring cycling is typically from spring through fall, when the weather is mild and the natural scenery is vibrant. Autumn offers spectacular foliage, while spring brings blooming landscapes. Summer is also popular, but be mindful of warmer temperatures.
Yes, many routes start from state parks, conservation centers, or charming towns that offer designated parking areas. For instance, routes around Lake Waramaug often begin near Lake Waramaug State Park, which provides parking facilities. Checking the starting point of your chosen route on komoot will usually indicate parking availability.
The area is highly rated by the komoot community, with an average score of 4.9 stars from over 40 reviews. Reviewers often praise the region's serene rural beauty, varied terrain, and the scenic views of lakes and forests that make for a rewarding cycling experience.
Absolutely. For experienced riders seeking a challenge, routes like the Quassy – Cox Nature Reserve loop from Bethlehem, a 24.5-mile (39.4 km) route with over 2,000 feet of elevation gain, offer significant climbs and rewarding descents. The region's northern and western areas tend to have more mountainous terrain.
Many routes pass through or near the charming towns of the Northwest Hills, such as Litchfield and Kent, which offer quaint downtowns with cafes, restaurants, and local shops. Planning your route to include these towns can provide pleasant stops for refreshments and a break.
The touring cycling routes in the Northwest Hills Planning Region vary in length. You can find shorter loops, such as the 7.8-mile (12.6 km) Lake Waramaug State Park loop from Warren, up to longer rides like the 29.4-mile (47.3 km) Mill Pond loop from North Canaan, offering options for various durations and fitness levels.
While the region's transportation plan considers bicycle travel, direct public transport access to specific trailheads can be limited. It's generally recommended to drive to a starting point or a town with amenities and begin your ride from there. For more detailed information on regional transportation, you can consult the Northwest Hills Council of Governments' transportation planning resources.


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