Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Road cycling routes
United States
Connecticut
Western Connecticut Planning Region

Topstone

The best road cycling routes around Topstone

4.7

(22)

622

riders

108

rides

Road cycling routes around Topstone, an area often associated with Redding, CT, feature a landscape characterized by rolling hills, dense woodlands, and scenic reservoirs. The terrain offers a mix of challenging climbs and more gentle stretches suitable for various fitness levels. Cyclists can expect to navigate quiet country roads that wind through natural features typical of New England.

Best road cycling routes around Topstone

  • The most popular road cycling route is Biddle Hill – Branchville Road Open Space loop from…

Last updated: May 17, 2026

5.0

(1)

26

riders

#1.

Branchville Road Open Space – Wooden Bridge in Ridgefield loop from Branchville

51.9km

02:42

580m

580m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Navigate with device

Send to Phone

Save

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard

10

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
Sign up for free to see 104 more rides around Topstone.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Topstone

Hiking around Topstone

MTB Trails around Topstone

Running Trails around Topstone

Cycling around Topstone

Tips from the Community

Lisa
September 28, 2024, Mead Memorial Chapel

This late Gothic Revival-style chapel is on the National Register of Historic Places; it's run by a volunteer board of trustees and is available for both religious and secular activities.

0

0

Matthew
February 26, 2024, Blanchard Pond

Blanchard Pond is a tiny reservoir fed by Parting Brook. You can bike over this little pond on the bridge along Borglum Road.

0

0

mtm05005
February 26, 2024, Kents Pond

Kents Pond is one of several lovely small ponds near Wilton Town Forest. The road that runs next to the pond is a quiet one, so if you are looking for a spot to have a break, you could pull off the road at this spot and enjoy the wonderful surroundings.

1

0

Jamie S.
February 26, 2024, Biddle Hill

Biddle Hill is a 732-foot hill on Branchville Road. This is a nice climb in a quiet area and a good addition to any ride.

0

0

At this spot Silver Springs Swamp flows over a small dam into a small stream. This is a very pretty place to ride past as you explore the area.

0

0

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!

0

0

Lewisboro Parks & Recreation are owned by the Town of Lewisboro. It encompasses the house, buildings, fields and a preserve that were donated to the local community in order to preserve them for future generations. There are a number of trails around the parks constructed by members of the local community. It includes Onatru Reservation and Onatru Park farm itself.

0

0

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

0

0

Frequently Asked Questions

How many road cycling routes are available around Topstone (Redding, CT)?

There are over 100 road cycling routes available around the Topstone area, which is associated with Redding, CT. These routes cater to various skill levels, with 15 easy, 76 moderate, and 12 difficult options.

What kind of terrain can I expect when road cycling near Topstone (Redding, CT)?

The road cycling terrain around Topstone, near Redding, CT, is characterized by rolling hills, dense woodlands, and scenic reservoirs. You'll find a mix of challenging climbs and more gentle stretches, primarily on quiet country roads typical of New England.

What is the best time of year for road cycling in the Redding, CT area?

The best time for road cycling in the Redding, CT area is generally during the spring, summer, and fall months. These seasons offer pleasant temperatures and vibrant scenery, from blooming foliage to colorful autumn leaves. Winter cycling can be challenging due to colder temperatures and potential snow or ice.

Are there road cycling routes suitable for families or beginners in the Redding, CT area?

Yes, the Redding, CT area offers several road cycling routes suitable for families and beginners. There are 15 routes classified as easy, providing gentler terrain and shorter distances to enjoy the scenic surroundings at a comfortable pace.

What are some notable landmarks or viewpoints along the road cycling routes?

Cyclists can enjoy several notable landmarks and viewpoints. You might encounter scenic spots like View of Saugatuck Reservoir or the tranquil Parks Pond and Picnic Site. For those interested in history, Weir Farm National Historical Park is also nearby.

Are there any circular road cycling routes available?

Yes, many of the road cycling routes in the Topstone (Redding, CT) area are designed as loops. For example, the moderate View of Browns Reservoir – Upper Bald Hill loop from Branchville offers a scenic circular ride, as does the shorter Sunset Hill loop from Branchville.

What do other road cyclists enjoy most about road cycling in the Redding, CT area?

The Redding, CT area is highly rated by the komoot community, with an average score of 5.0 stars from over 7 reviews. Cyclists often praise the varied terrain, which includes rolling hills and wooded areas, and the scenic reservoir views that make for an engaging ride.

Where can I find parking for road cycling routes in Redding, CT?

While specific parking locations are often detailed within individual route descriptions on komoot, many routes around Redding, CT, typically start from accessible points in towns or near open spaces, where public parking may be available. It's advisable to check the starting point of your chosen route for precise parking information.

Are there any long-distance or challenging road cycling routes?

Yes, for experienced cyclists seeking a challenge, the area offers longer and more difficult routes. A notable example is the Cross River Reservoir – Bruce Park Drive - Quiet Road loop from Redding, which spans over 67 miles (109 km) and features challenging climbs and extensive reservoir vistas.

Can I find cafes or places to eat along the road cycling routes in Redding, CT?

While specific cafes and pubs are not directly integrated into the route data, the routes often pass through or near small towns like Branchville and Redding. These towns typically offer local establishments where cyclists can stop for refreshments or a meal.

What are some popular moderate road cycling routes in the area?

Among the popular moderate routes, the Biddle Hill – Branchville Road Open Space loop from Branchville is a favorite, offering rolling hills and open spaces. Another well-liked option is the Trail at Lake Naraneka – Branchville Road Open Space loop from Branchville, known for its scenic lake views.

Most popular routes around Topstone

Hiking around Topstone

Most popular attractions around Topstone

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Road cycling routes in other regions.

Indian FieldNorwalkCos CobRiversideStamfordPemberwickGlenvilleBall PondCompoWestport VillageOld HillTokenekeDarien DowntownSaugatuckWooster Mountain State ParkStewart B. Mckinney National Wildlife Refuge Sheffield Island UnitRedding CenterSouthportSouth WiltonByramPoplar PlainsWest MountainBridgeportStratford DowntownLordshipRock RidgeGreenwichStaplesHawleyvilleDevils DenLakes WestLakes EastNew CanaanMianus River State Park Scenic ReserveRoute 7 GatewaySeth Low Pierrepont State Park ReserveSheltonNorotonNoroton HeightsGeorgetownBranchvillePutnam Memorial State ParkDanburyPaugussett State ForestSandy HookRidgeburyTrumbull CenterDodgingtownGreens FarmsMamanasco LakeWestonCandlewood OrchardsBrookfield CenterCollis P. Huntington State ParkRocky Glen State Park Scenic ReserveStepneyMurrayTashuaWilton CenterBethelRidgefieldLong HillOld GreenwichKellogg PointCandlewood IslePlattsvilleTaylor CornersColeytownEast VillageDaniels FarmPootatuck State ForestTrout Brook Valley State Park ReserveCannondaleOronoqueMill PlainFairfield UniversityBirchbank Mountain Open SpaceNewtownIndian Well State ParkSquantz Pond State ParkInglenookBigelow CornersSail HarborBotsfordShermanCandlewood ShoresCandlewood KnollsBogus HillKnollcrestLakeside WoodsCandlewood Lake Club

Nearby adventure guides

Things to Do around Branchville

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy