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Rides and Events

Check this page often for updated listings of all types of cycling events in and around our area.

Upcoming Cycling Events

Some of these events require fund-raising to benefit charitable organizations. Call for further information. Click Here to Submit an Event

Date Event Name Location Description Phone

Apr 27, 2024

Rock to Rock Earth Day Ride

West Rock Park, New Haven

Hike or Bike! Lots of route options. 20 plus local organizations working to raise funds in support of environmental efforts to celebrate Earth Day. 1000 rider limit. Lots of events for non-cyclists as well.


May 5, 2024

Five Boro Bike Tour

New York City

40 miles, 5 Boros, 0 cars and 32,000 cyclists of all ages.This charitable bike supports the Bike New York free bike education program.

May 15, 2024

Ride of Silence

10 South Eagleville Rd, Storrs, CT

A tribute for cyclists injured or killed. 7:00 PM sharp, Gather at 6:50 PM for announcements. All cyclists welcome. Approx 3.5 miles on the UConn Campus. Max speed of 12 MPH, helmets mandatory


May 18, 2024

Breakaway Benefit Festival and Rides Ride for CCAP

60 Villa Louisa Road, Bolton, CT

A Charity fundraiser, proceeds to benefit youth and school cycling programs in CT. Multiple length road and mountain bike rides and other activities.


May 19, 2024

Blooming Metric

Sherwood Island State Park, Westport, CT

The Bloomin' Metric® is a bike tour event for every type of rider from the novice to advanced cyclist. We offer four routes that travel along stunning beaches and through the classic New England countryside of Connecticut. The Bloomin' has such a rich history and it's that story that makes the Sound Cyclists Bicycle Club so successful to this day.

Jun 2, 2024

Tour de Lyme

Ashlawn Farm, Lyme, Ct

59, 35, 26 and 8 mile road rides to chose from. Mountain bike rides at 26.5 and 16 miles. Fundraiser for Lyme Land Conservation Trust.


Jun 8, 2024

Charity Bike Ride

100 Dayhill Road, Windsor, CT

This fundraising ride includes a catered lunch from Bears BBQ and a beer from Dudleytown Brewing, and a t-shirt. Donations will help fund the My Support Connection Ongoing Health Connection Platform. 4.5 mile guided handicapped route, 25, 50, and 100 mile rides.


Jun 14, 2024

Trek Across Maine AM. Lung Association


The Trek Across Maine is a 3-day (June 14-16) event. Our route explores neighborhoods and landmarks, such as Thomas Point Beach & Campground, and St. Joseph’s College. We’ll continue to enjoy some of the best parts of your Trek Across Maine experience. From the baked potato bar at Bates College, to Team Tent City with plenty of lawn games, music, beer and snacks, and everything in between, we welcome you back.


Jun 22, 2024

Tri-State Trek

Durham, NH

June 22 and/or 23rd. Fundraising charity ride to end ALS (Lou Gehrig's Disease).

Jul 13, 2024

New England Classic Multi Day Tours - American Diabetes Foundation

Middlesex Community College, Bedford, MA

Support American Diabetes Association and camp for children with diabetes. Multi-day full SAG supported rides: 2 days July 13 and 14, 150 miles or 7 days July 13-19, 550 miles.

Jul 27, 2024

CT Challenge

Fairfield, CT

This 2-day fundraising ride supports the Center for Survivorship to so support cancer survivors. 10. 25, 50, 75, and 100 mile rides.

Aug 3, 2024

Pan Mass Challenge

varies depending on ride date and length

2 day options: 151-189mi, 1 day options: 50-110mi The Pan-Mass Challenge raises money for life-saving cancer research and treatment at Dana-Farber Cancer Institute through an annual bike-a-thon that crosses the Commonwealth of Massachusetts.

Aug 4, 2024

Tour of the Litchfield Hills 12th Annual

Torrington, CT

12, 30, 55, 75, and 100 mile bike rides through the scenic Litchfield Hills of Connecticut for riders of all ability levels. Benefits The Center For Cancer Care Fund, Inc., to support friends and family in NW CT.

Sep 7, 2024

Closer To Free: A Ride for Smilow Cancer Center

Yale Bowl, New Haven, CT

In-person and remote rides available. 10, 25, 62.5, and 100 mile rides. Join this ride in support of the Smilow Cancer Hospital working towards creating a greater awareness of cancer care throughout New England. Remote rides available.