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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 26, 2025

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. info@rocktorock.org.

203.479.0298

May 4, 2025

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 18, 2025

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.

May 21, 2025

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

860-208-0012

Jun 1, 2025

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. info@lymelandandtrust.org

860-322-4604

Jun 13, 2025

Trek Across Maine AM. Lung Association

Maine

The Trek Across Maine is a 3-day (June 13-15) 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.

207-624-0312

Jun 21, 2025

Tri-State Trek

Durham, NH

June 21 and/or 22nd. Fundraising charity ride to end ALS (Lou Gehrig's Disease).

Jul 12, 2025

New England Classic Multi Day Tours - American Diabetes Foundation

Billerica, MA

Support American Diabetes Association and camp for children with diabetes. Multi-day full SAG supported rides: 2 days July 12 and 13th, 150 miles or 7 days July 12-18, 550 miles.

Aug 2, 2025

Pan Mass Challenge

varies depending on ride date and length

2 day options (Aug. 2 and 3): 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 3, 2025

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.

Aug 16, 2025

Steeple Chase Bike Tour

Windham, CT

Multiple distance rides supporting local charities.

Sep 6, 2025

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.

203-200-2837

Sep 13, 2025

Bike to the Beach

Boston MA; Woonsocket RI; or Bristol RI Bristol, or

3 riding distances (30, 60 or 100 miles) all end in Newport. Impact, celebrate, and inspire those with autism and disabilities. Each fully supported ride raises vital awareness and funds for local nonprofits making a daily difference!

Sep 26, 2025

Autumn Escape Bike Trek - 40th Anniversary Ride - American Lung Assoc.

Sandwich, MA

September 26-28; Ride one, two or three days and up to 155 miles alongside your friends in a welcoming atmosphere where every rider is supported and celebrated.

1-401-533-5172