Upcoming Events

Join us for a training ride! A properly functioning road bike and helmet are required for our rides. We highly recommend clipless pedals. Please join our Best Buddies Challenge: Hyannis Port Strava Club and stay connected to our cycling community!

All our rides are open to the general public. Our training rides showcase how Best Buddies works for inclusion in its programs and on the bike. We care for our riders like our programs care for people with intellectual and developmental disabilities by producing rides that make every attendee feel safe, that they belong, and that they matter.

riders on a training ride

June

28

9:00 AM

Harriman Park Ride

27 Mill Street, Sloatsburg, NY

This ride will roll from the Valley Rock Inn Market and Cafe and proceed into Harriman State Park to preview some of the roads to be used at the inaugural Best Buddies Challenge: New York. This short loop has some challenging elements but should be manageable for beginners and novices alike. The group will start together but likely separate into two groups.  Pre-ride coffee and pastries. Post-ride snacks and libations provided. Presented by the Valley Rock Inn.

July

12

9:00 AM

Waterfall Ride

The Lantern Inn, 10 Main Street, Wassaic, NY

A tour of the Harlem Valley Rail Trail, this ride is a welcoming ride for beginners and novices that packs a little punch of a climb at the turnaround point. But the effort will be rewarded with a rest stop at Bash Bish Falls, one of the tallest and most spectacular waterfalls in the Northeast. Thereafter we will pedal back using Route 22 taking in shops, farm stands and perhaps an ice cream! Pre-ride coffee and pastries. Post-ride snacks and libations provided.

July

26

9:00 AM

Cape Cod Ride

Nove Yoga, 581 Main Street, West Dennis, MA

A classic tour of the bike paths, beaches and boardwalks of Cape Cod. This rolling terrain will include portions of the Cape Cod Rail Trail along with passages through seaside communities. The group will start together but likely separate into two groups, one going a bit farther and faster, the other keeping it chill.  Pre-ride coffee and pastries. Post-ride snacks and libations provided. Presented by Nove Yoga and Wellness and Sea Sports Cyclery.

Aug.

2

9:00 AM

Covered Bridge Ride

Brewbaker’s Café, 48 Elm Street, Keene, NH

One of the more popular rides on our calendar will be a shady tour of the Ashuelot River Rail Trail. Cheshire County New Hampshire has the greatest concentration of covered bridges in the world. This tour rolls through seven of them! After rolling through the bridges, we turn back north to work on our cycling skills and fitness. Post-ride snacks and libations provided.

Aug.

9

8:00 AM

Raritan Valley Ride

Just Riding Along Bicycle Shop, 15 A Church St., Basking Ridge, NJ

Few realize how much of American bicycling heritage can be found and farmlands of New Jersey’s Somerset County. Countless champion cyclists have come from this region and its clubs. This tour of gentle rolling roads provides a network of popular training routes punctuated with cafes, bakeries and farmstands. Pre-ride coffee and pastries. Post-ride snacks and libations provided. Presented by Just Riding Along, a fabulous bike shop and cafe.

August

16

7:00 AM

West Point Ride

Signature Cycles, 14 Railroad Avenue, Greenwich, CT

This 50-mile ride rolls north from beneath the drone of the I95 corridor along the Connecticut border with New York State before dropping into the spectacular Hudson River Valley idolized by 19th Century painters. This finale to the summer series will feature one of the longest routes that connects with the easternmost portions of the route to be used for the Best Buddies Challenge: New York in October. Pre-ride coffee and pastries. Post-ride snacks and libations provided. Presented by our friends Signature Cycles.

Sept.

28

8:30 AM

Cape Cod Women’s Ride

Nove Yoga, 581 Main Street, West Dennis, MA

Due to the popularity of the July “dude-free” ride, we’re doing it again! Female mechanics, Domestiques and yoga instructors will guide women through the day. All levels of fitness and skills are encouraged to attend. There will be a short, medium and long route. Presented by Nove Yoga and Wellness.

Oct.

25

9:00 AM

Ipswich Fall Ride with Tim Johnson

Munroe Velo, 7 Grove Street, Suite 103, Topsfield, MA
Led by former New England cyclo-cross legend Tim Johnson, this ride will be a fall beach tour from the farms of Essex County to the beaches of Ipswich. Despite his racing pedigree, Tim also keeps rides fun and welcoming. We’ll roll down from Topsfield towards the ocean with a stop at the Victorian wonder that is Crane Castle. After a tailgate picnic, we’ll roll through Crane’s Beach for some photos before pedaling back up the gentle hills to Topsfield. This will be a hilly, three-hour ride manageable for any novice rider. And the Domestiques will be out to support both the pedal pushers and easy riders. There will be a long and short option. Our friends at Munroe Velo will welcome us with coffee and pastries; libations and snacks to follow.

Nov.

1

9:00 AM

Fruitlands Fall Ride

1 Still River Road, Harvard, MA
We’ll celebrate the closing of the 2025 outdoor cycling season with a glorious ride through the orchards and farms of Central Massachusetts. Although the ride will feature a few climbs, this route will keep the group on top of the Wachusett Plateau with a visit to the scenic vistas and gorges of the Wachusett Reservoir. The team will have coffee and pastries pre-ride and snacks and libations post ride.

Meet your Ride Leaders

Our training rides are led by our expert on-staff cyclists.

Smiling man wearing a gray T-shirt and a mesh-back cap with sunglasses on top, seen in profile at an outdoor event.

Richard Fries

Director, Cycling Experience

Smiling young man with curly hair, mustache, and glasses wearing a gray Best Buddies T-shirt, standing in front of green foliage.

Brennan Tickell

Regional Ride Director

Young man with a mustache and light brown hair wearing a light T-shirt, smiling outdoors with hills and open landscape in the background.

Michael Weidenbruch

Manager, Communications and Development