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Cycling routes
United States
Connecticut
Western Connecticut Planning Region

Route 7 Gateway

The best cycling routes around Route 7 Gateway

4.8

(5)

57

riders

15

rides

Touring cycling around Route 7 Gateway traverses the scenic landscapes of Connecticut, Massachusetts, and Vermont, primarily utilizing low-volume roads and dedicated cycling infrastructure. The region is characterized by winding routes along the Housatonic River, views of the Berkshire and Green Mountains, and passages through forested areas and rural pastures. Cyclists will encounter diverse terrain, from gentle river valleys to rolling hills, with some routes incorporating rail trails. This multi-state corridor offers a varied cycling experience through New England's natural and…

Last updated: June 29, 2026

4.8

(5)

19

riders

#1.

Maybrook Trailway – Maybrook Trailway loop from Town Open Space (Beaver Brook Road)

49.6km

02:59

330m

330m

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

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Moderate

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

Moderate
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Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

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

Hard

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

Hard
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Popular around Route 7 Gateway

Hiking around Route 7 Gateway

Road Cycling Routes around Route 7 Gateway

Running Trails around Route 7 Gateway

MTB Trails around Route 7 Gateway

Tips from the Community

mtm05005
February 26, 2024, Cross River Bridge

As you pass over Cross River Bridge, you get a great view of the water below. The traffic is normally light, so you should be able to go slowly to enjoy the view. There is no shoulder on the road as it crosses the river, so it is not safe to stop while on the bridge.

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Cross River Reservoir is a freshwater lake in scenic Westchester County. It is in a gorgeous forest setting, and when you cycle past it here on the Old Post Road Bridge, the views are simply stunning. As you look out over both sides of the bridge, there is nothing but tranquil water and a tree-lined shoreline. In the fall, the colors are stunning!

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Look south across the pond to see this lovely crossing over the water. It looks especially photogenic in the fall.

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Anette
December 22, 2022, Trail at Lake Naraneka

In summer, it is a great place for hiking, and in winter, when the lake is covered with ice, it is great for ice skating.

1

0

Felix
October 22, 2022, Old Post Road Bridge

Not as good a bridge to stop at as 1/2 mile north on same road by the Ward Pound reservation entrance but still nice

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0

Beautiful views make the gravel detour worth it

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Felix
October 18, 2022, Cross River Bridge

Nice place to stop for as picture. Moderately light traffic

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The Titicus Reservoir has been supplying NYC with water since 1893. It's beautiful riding here, and often pretty quiet too.

2

0

Frequently Asked Questions

What kind of terrain and difficulty can I expect on touring cycling routes in the Route 7 Gateway area?

The Route 7 Gateway offers a diverse cycling experience. You'll find routes winding along picturesque river valleys, through forested areas, and over rolling hills with views of the Berkshire and Green Mountains. While there are no routes specifically rated as 'easy' in our selection, you'll find 13 moderate routes and 5 more challenging options. For example, the Lake View – Trail at Lake Naraneka loop from Land Cons. Of Ridgefield (Danbury Road) is a moderate path, whereas the Cross River Reservoir – Cross River reservoir dam loop from Town Open Space (Tanton Hill Road) is considered difficult due to its elevation changes.

What natural features and landmarks can I see along the touring cycling routes?

The Route 7 Gateway is rich in natural beauty and historic sites. You can expect to cycle along the Housatonic River, enjoy views of the Catskill and Taconic mountains, and pass through charming rural pastures. Notable natural attractions include Kent Falls State Park with its cascading waterfalls, and Bull's Bridge Scenic Area. For specific points of interest, consider visiting Sal J. Prezioso Mountain Lakes Park, Parks Pond and Picnic Site, or the View of Saugatuck Reservoir. You might also encounter historic sites like the West Cornwall Covered Bridge.

Are there circular touring cycling routes available in the Route 7 Gateway?

Yes, many of the touring cycling routes in the Route 7 Gateway are designed as loops, offering a convenient way to start and end your ride at the same point. For instance, the popular Maybrook Trailway – Maybrook Trailway loop from Town Open Space (Beaver Brook Road) is a circular route, as is the Titicus Reservoir North Side – Titicus Reservoir South Side loop from Ridgefield.

When is the best time of year to go touring cycling in the Route 7 Gateway?

The Route 7 Gateway offers a pleasant cycling experience through spring, summer, and fall. Spring brings fresh greenery, while summer provides warm weather for longer rides. Autumn is particularly scenic with vibrant fall foliage, especially in the forested areas and mountain vistas. Cyclists often utilize low-volume, low-speed roads, making for enjoyable rides during these seasons. Winter cycling is possible, but conditions can be challenging due to snow and ice, especially on gravel roads or higher elevations.

What are the typical lengths of touring cycling routes in the Route 7 Gateway?

The touring cycling routes in the Route 7 Gateway vary in length to suit different preferences. You'll find routes ranging from shorter, moderate rides to longer, more challenging excursions. For example, the Lake View – Trail at Lake Naraneka loop from Land Cons. Of Ridgefield (Danbury Road) is about 13.9 miles (22.5 km), while the Maybrook Trailway – Maybrook Trailway loop from Town Open Space (Beaver Brook Road) extends to 30.8 miles (49.5 km).

Are there family-friendly touring cycling options in the Route 7 Gateway?

The Route 7 Gateway includes sections that are well-suited for families, particularly those utilizing dedicated cycling infrastructure like rail trails and low-volume roads. While our current selection of routes is rated moderate to difficult, the overall Western New England Greenway (USBR 7) is designed with cyclists in mind, often following scenic secondary roads. Look for routes that incorporate rail trails or dedicated bike paths, such as elements of the Ashuwillticook Rail Trail in Massachusetts or the Burlington Bike Path in Vermont, for a more relaxed family experience.

What do other touring cyclists enjoy most about cycling in the Route 7 Gateway?

The Route 7 Gateway is highly rated by the komoot community, with an average score of 4.8 stars from over 5 reviews. Reviewers often praise the region's picturesque river valleys, the stunning views of the Berkshire and Green Mountains, and the charming rural pastures that define the cycling experience. The network offers a variety of routes, from moderate paths to more challenging options, catering to different ability levels.

Can I find places to eat or stay along the touring cycling routes?

Yes, the Route 7 Gateway passes through numerous charming New England towns that offer opportunities for refreshments and accommodation. Towns like Bennington, Manchester, Vergennes, and Burlington in Vermont, and Williamstown and Lanesborough in Massachusetts, are known for their historic character and amenities. You'll find cafes, pubs, and various lodging options in these communities, making them ideal stops during your touring cycling adventure.

Are there opportunities for wildlife spotting while cycling in the Route 7 Gateway?

Cycling through the diverse landscapes of the Route 7 Gateway, particularly along rivers and through forested areas, offers good opportunities for wildlife spotting. The region's natural features, including the Housatonic River and extensive woodlands like Mohawk State Forest, are home to various species. Keep an eye out for birds, deer, and other local wildlife, especially during quieter times of day or in less populated sections of the routes.

What are the parking options for accessing touring cycling routes in the Route 7 Gateway?

Parking is generally available at various access points along the Route 7 Gateway, particularly in state parks and designated trailheads. Many state parks, such as Housatonic Meadows State Park and Macedonia Brook State Park in Connecticut, offer parking facilities. When planning your route, check the starting points of specific tours, as many originate from town open spaces or public parking areas, like the Lake View – Trail at Lake Naraneka loop from Town Open Space (Tanton Hill Road).

How many touring cycling routes are available in the Route 7 Gateway?

There are nearly 20 touring cycling routes available in the Route 7 Gateway, offering a wide range of experiences for cyclists. This selection includes 13 moderate routes and 5 more challenging options, ensuring there's something for various skill levels and preferences.

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