Bridge-to-Bridge Ride

NOTE: Registration link leads to the League of American Bicyclist’s website. Please follow the registration instructions and sign waivers for ALL BIKE RIDERS (e.g. if you bring children, must fill out individual registrations for them as well)

Building on last year’s Bridge-to-Bridge Walk, Walk Bike Westport invites the community to get on their bikes for the Bridge-to-Bridge Ride; First learn about the basics of safe riding, then join us for a family-friendly, 3-mile group ride connecting Downtown Westport and Saugatuck.

The ride is about more than biking. It’s an opportunity to experience Westport together and celebrate a town that is beautiful, active, and accessible by many different ways of getting around. We believe our streets should safely serve everyone—whether you’re walking, biking, driving, or using another mode of transportation.

Adults and children ages 8 and up are welcome to join us. This is a community event designed for families, neighbors, town officials, and anyone who wants to feel more confident and enjoy Westport by bike.

Event Details

• Date: Sunday, October 18, 2026

• Time: 3:30PM

• Start & Finish: Bike safety meeting with all riders, followed by a ride starting at Jesup Green Parking Lot, by the Westport Library

• Distance: Approximately 3 miles

• Route: Downtown Westport → Imperial Avenue → Bridge Street → Riverside Avenue → Downtown Westport

• Format: One group, riding together at one comfortable pace

• Who: Ages 8 and up

• Rider ability: Participants must be able to safely and comfortably ride 3 miles without assistance or training wheels

• Safety: Ride supported by the Westport Police Department

• After the ride: Refreshments for riders back at Jesup Green

• What to bring: A bicycle in safe working condition and a helmet

Come ride with us and experience the connection between Downtown and Saugatuck from a different perspective.

The weather is looking perfect for this Saturday at Compo Beach for the Parks & Rec Kick-off to Summer Event.

• Touch-a-Truck with Police, Fire, EMS, Public Works & Parks & Recreation

• Food Vendors

• Face Painting

• …and much more

Come visit us by the basketball court!

Walk Bike Westport features:

• Bike Rodeo: Kids navigate a safe, marked course with cones/signals (helmets required). Led by Westport Police Department.

• Walk Bike Westport Info Station: Learn how to get involved and donate. Share your ideas for safer, more walkable and bike friendly streets and routes in Westport.

Join us for an Smart/Safe Cycling for Youth & Adults presentation from 6:30PM to 8:00PM on 11/20/25. This will be a Zoom session the link is below. Topics covered will be: E-bike definitions & laws, What parents should know about E-bikes for youth, Riding safely in traffic for all age cyclists and all types of bikes.

The increase in serious, even fatal, cycling accidents, especially among young riders, makes Smart/Safe cycling concepts more important than ever. Since E-Bike sales have increased dramatically we will spend time focusing on them. We will also look at the most common bike vs motorist accidents and how to avoid them. We will repeat this presentation several times this fall and winter. In the Spring we will offer hands on workshops as a sequel to this presentation.

Your instructor will be Chaz Foster a League of American Bicyclists cycling instructor (LCI) and the Sound Cyclists Bicycle Club’s Rides & Safety Director. 

To join the Zoom session:

Topic: Smart/Safe Cycling for Youth & Adults

https://us06web.zoom.us/j/6498127282?pwd=dnMydlJUUFV4SFZLL2t0bnY4RjJqdz09

In partnership with Earthplace, Sustainable Westport invites you to join us on Monday, October 6 for an focused discussion on sustainability and the environment with Westport's three First Selectman candidates: Kevin Christie, David Rosenwaks, and Don O'Day.

Hear their perspectives, priorities, and proposed solutions on topics ranging from clean energy and waste reduction to resiliency and Westport's broader sustainability goals.

RSVP and submit your questions to be considered for the discussion: http://bit.ly/4n7J2hF