Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Bike touring routes & trails
United States
Connecticut
Lower Connecticut River Valley Planning Region
Chester Center

View of the Connecticut River – Gillette Castle loop from Chester

Routes
Bike touring routes & trails
United States
Connecticut
Lower Connecticut River Valley Planning Region
Chester Center

View of the Connecticut River – Gillette Castle loop from Chester

Moderate

4.8

(9580)

17,116

riders

View of the Connecticut River – Gillette Castle loop from Chester

01:38

26.1km

270m

Cycling

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels. The route includes a crossing by ferry. The starting point of the route is right next to a parking lot.

Last updated: June 15, 2026

This route includes a ferry crossing

Tips

Temporary access restrictions

Includes segments with temporary access restrictions.

After 5.00 km for 430 m

Open: • Monday-Friday: 7:00 AM-6:30 PM • Saturday-Sunday: 10:30 AM-4:45 PM (otherwise closed)

Waypoints

A

Start point

Parking

Get Directions

1

1.89 km

Jennings Pond

Highlight • Lake

Jennings Pond is a pond created by a small dam on the eastern side of the pond which sits between two private properties. The pond is surrounded by trees and …

Tip by

2

2.38 km

Little House Brewing Co.

Highlight • Pub

Delicious beer in a quaint downtown area. Outdoor seating in the backyard. But watch out for the yellowjackets!

Tip by

2.94 km

Carini Preserve

Nature Reserve

4

4.91 km

Chester–Hadlyme Ferry

Highlight (Segment) • Structure

One of the oldest ferries running in the country and only a $2 trip for cyclist. Very scenic roads on both side of the river

Tip by

7.33 km

Gillette Castle State Park

Nature Reserve

6

8.05 km

View of the Connecticut River

Highlight • Viewpoint

The blue water, bright sunshine, white boats on the river... There's no point in writing, you have to see it to be believed.

Translated by Google •

Tip by

7

8.11 km

Gillette Castle

Highlight • Castle

Mr. Gillette had nothing to do with the razor blades; he was a well-known Sherlock Holmes actor in the early years of the film. He used the money he earned …

Translated by Google •

Tip by

B

26.1 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

15.9 km

5.93 km

3.84 km

239 m

< 100 m

< 100 m

< 100 m

Surfaces

22.4 km

2.02 km

1.44 km

239 m

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (100 m)

Lowest point (0 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Today

Saturday 11 July

29°C

19°C

41 %

Additional weather tips

Max wind speed: 9.0 km/h

to get more detailed weather forecasts along your route

Comments

guide_signup

Want to know more?

Sign up for a free komoot account to join the conversation.

Sign up for free

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

Navigate

Send to Phone

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Report restricted access

Nearby routes

Moderate

5.0

40

Air Line State Park Trail – Former Lyman Viaduct loop from Chittenden Road Open Space South

01:59h

23.0km

220m

Moderate

5.0

26

Former Lyman Viaduct – Colchester Spur Trail junction loop from Colchester

02:42h

37.0km

180m

Hard

5.0

22

Former Lyman Viaduct – Air Line Trail loop from East Hampton

05:12h

62.5km

400m

Moderate

5.0

32

Former Lyman Viaduct – Air Line State Park Trail loop from East Hampton

01:45h

18.6km

170m

Easy

5.0

16

Plum Bank Beach – View to Lynda Point Lighthouse loop from Old Saybrook

01:11h

20.5km

40m

Easy

5.0

18

Hammonasset Beach – Hammonasset Beach State Park loop from Hammonasset Beach

01:17h

18.3km

40m

Moderate

15

Rocky Neck State Park – McCook Park Beach loop from Niantic

01:30h

23.5km

190m

Easy

15

Rockland Preserve – Rockland Preserve loop from Mount Pisgah Open Space

01:17h

13.3km

140m

Easy

4.5

9

Pattagansett Marshes – Pattagansett Marshes loop from East Lyme

01:22h

22.7km

90m

Easy

5.0

11

Former Lyman Viaduct loop from East Hampton

00:52h

8.90km

100m

Easy

10

The Oldest House in Madison – Jacobs Beach Pavilion loop from Madison

01:04h

15.5km

40m

Moderate

4.0

8

Great Hammock Road – Plum Bank Beach loop from Centerbrook

02:03h

34.9km

130m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
B2B
PartnersConnectEmbed routes
Company
PressWhat's NewPioneersProduct UpdatesAmbassadorsAdventure HubCareers
Community
Help GuidesSupportGPX Merge ToolGPX Route VideoHazard AssessmentLive Tracking
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy
Terms of Service
Community guidelines
Vulnerability disclosure program
Imprint
Information for law enforcement