Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Cycling routes
United States
Connecticut
Northwest Hills Planning Region

Sharon

The best cycling routes around Sharon

5.0

(14)

118

riders

7

rides

Touring cycling around Sharon, Massachusetts, offers a blend of suburban tranquility and natural immersion, with over 40% of its land preserved as open space. The region features diverse landscapes, including the 353-acre Lake Massapoag and the expansive Borderland State Park. Cyclists can navigate varied terrain, from well-paved roads to forested trails and open fields, with routes catering to different skill levels.

Best touring cycling routes around Sharon

  • The most popular touring cycling route is The Ore Pit loop from Village…

Last updated: April 30, 2026

5.0

(7)

46

riders

#1.

The Ore Pit loop from Millerton

39.9km

02:25

130m

130m

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

Navigate with device

Send to Phone

Save

Moderate

5.0

(3)

37

riders

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

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

5.0

(4)

19

riders

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

Moderate

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

Hard

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

Moderate
Sign up for free to see 3 more rides around Sharon.

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 Sharon

Hiking around Sharon

Road Cycling Routes around Sharon

Tips from the Community

Scott
February 26, 2024, West Cornwall Covered Bridge

Constructed in 1862 using the Town lattice truss design, this bridge is one of the oldest covered bridges in Connecticut and the only remaining covered bridge in Litchfield County. Nestled amidst a picturesque rural setting, the bridge's red exterior with white trim complements the surrounding natural landscape, creating a charming scene.

0

0

Tyler Sanders
January 31, 2024, The Ore Pit

This pond is located in Taconic State Park and offers a nice place to cool off with a swimming area and a wading pool for young children. It's a great stopping point to rest and take in the beauty.

0

0

Alex
January 26, 2024, Rudd Pond

Sitting directly adjacent to the road, this pond makes for an impressive sight whilst cycling alongside it. Keep your eyes peeled for the bird species that inhabit the surrounding woodland.

0

0

This pond is located in Taconic State Park and offers a nice place to cool off with a swimming area and a wading pool for young children. It's a great stopping point to rest and take in the beauty.

0

0

An opportunity to cross the river. There are a few houses and maybe even a store. Early AM everything is closed there. I would count on it for supplies.

1

0

In the early AM this part of the road is quiet, has amazing light and feels great right after leaving camp..

2

0

Frequently Asked Questions

How many touring cycling routes are available around Sharon?

Sharon and its surrounding areas offer a good selection for touring cyclists, with over 7 routes mapped on komoot. These routes cater to various preferences, from moderate rides to more challenging options.

What kind of terrain can I expect on touring cycling routes in Sharon?

Touring cycling in Sharon features diverse terrain. You'll find well-paved roads, classic New England back roads, and forested trails. While many routes are suitable for touring bikes, some segments, especially in areas like Borderland State Park, might involve unpaved sections or dirt roads.

Are there any family-friendly touring cycling routes in Sharon?

Yes, Sharon offers routes suitable for families. The loop around Lake Massapoag is an excellent option, being mostly paved and offering scenic lake views. Borderland State Park also has easy dirt roads that are great for a family outing.

What are some notable natural features or landmarks to see while cycling in Sharon?

Cyclists in Sharon can enjoy several natural features and landmarks. The 353-acre Lake Massapoag is a central attraction, offering picturesque views. Borderland State Park features the historic Ames Mansion, granite outcroppings, and glacial erratics. Moose Hill Wildlife Sanctuary provides opportunities to cycle through forests, grasslands, and bogs. For a unique landmark, consider the West Cornwall Covered Bridge loop from West Cornwall, which includes the iconic covered bridge.

Are there options for longer touring cycling routes in the Sharon area?

Yes, for cyclists looking for longer distances, routes like The Ore Pit loop from Wassaic offer a substantial ride of over 46 miles (74 km) through the surrounding countryside.

What is the best time of year for touring cycling in Sharon?

September is highlighted as a particularly popular month for cycling in Sharon, likely due to pleasant weather and fall foliage. However, the diverse landscapes, including forested areas and cranberry bogs, make the region scenic throughout spring, summer, and fall. Winter cycling is possible but may require specific gear and conditions.

Are there circular touring cycling routes available in Sharon?

Many of the touring cycling routes in Sharon are designed as loops, allowing you to start and end at the same point. Examples include the scenic Lake Massapoag – Borderland State Park Forest loop and the The Ore Pit loop from Village of Millerton.

Where can I find parking for touring cycling routes in Sharon?

Parking is generally available at key access points for popular cycling areas. For instance, Borderland State Park offers parking facilities for visitors accessing its extensive trail network. When planning your route on komoot, you can often find information about parking near the starting points of specific tours.

What do other touring cyclists say about their experience in Sharon?

The touring cycling routes in Sharon are highly rated by the komoot community, with an average score of 5.0 stars from over 10 reviews. Cyclists often praise the blend of suburban tranquility and natural immersion, as well as the varied terrain and scenic beauty of areas like Lake Massapoag and Borderland State Park.

Are there any challenging touring cycling routes for experienced riders?

Yes, for experienced riders seeking a challenge, Sharon offers routes with greater elevation gains and longer distances. For example, the West Cornwall Covered Bridge loop from West Cornwall is rated as difficult, featuring significant elevation changes over its 35 km distance.

Can I access touring cycling routes in Sharon using public transport?

While Sharon is well-connected by road, direct public transport access to specific trailheads for cycling might be limited. It's advisable to check local public transport schedules and routes in advance, or consider driving to a suitable starting point with parking.

Are there any cafes or amenities near the touring cycling routes in Sharon?

Sharon offers a blend of suburban and natural settings, meaning amenities like cafes and shops are generally accessible within the town center or nearby villages. For routes passing through or near Lake Massapoag, you'll find options for refreshments. It's always a good idea to plan your route and check for amenities along the way.

Most popular routes around Sharon

Hiking around Sharon

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 Cycling routes in other regions.

Nepaug State ForestNew PrestonNorthwest HarwintonBethlehem VillageWoodbury CenterCornwall BridgeBantamWatertownMattatuck State ForestCamp Columbia State ParkLitchfieldOakvilleLake Waramaug State ParkMount Bushnell State Park Scenic ReserveFalls VillageLakevillePaugnut State ForestGreat Mountain ForestTorringtonCornwallWest CornwallTerryvilleAbove All State ParkMount Riga State ParkHumaston Brook State ParkSunny Brook State ParkMount Tom State ParkWyantenock State ForestHousatonic State Forest, Gold'S Pines BlockMacedonia Brook State ParkCanaanNew MilfordRivertonBurr Pond State ParkJohn A. Minetto State ParkNew Hartford CenterPeoples State ForestWinstedAmerican Legion State ForestPleasant ValleyStillwater Pond State ParkAlgonquin State ForestCampbell Falls State Park ReservePlatt Hill State ParkBridgewaterBridgewater Recreation AreaHaystack Mountain State ParkLovers Leap State ParkGaylordsvilleChimney PointThomastonLake Winfield Recreation Area

Nearby adventure guides

Things to Do around Millerton

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