Showing 232 events within 100 km in the next 365 days. Page 1 of 12.
Wed, Jun 17, 2026 at 5:45 PM
Welcome to the 24th year of the Hudson Valley Triathlon Club and its Summer Tri Series. Join us for this Super Sprint Triathlon, we think you will find it challenging and a whole lot of fun! Great
for individuals and relay teams of all levels. Held in the gorgeous setting of the Kenneth L. Wilson State Park near Woodstock, NY. Two hours north of NYC and one hour south of Albany.
Hudson Valley Triathlon Club (HVTC) Summer Tri Series
Super Sprint: 400m swim, 12 mile bike and 2 mile run. USAT sanctioned
Paratriathletes are welcome! AquaBike option offered to individuals only, not relay teams.
Race just one of this three race series or all three. Points are earned at every race and the Champion down to place #5, male/female, are honored at the end of the season.
Wednesday nights, 5:45pm
Race #1 - June 17
Race #2 - July 15
Race #3 - August 12
Extremely beginner friendly. NO CUT-OFF TIMES. You will never be the only "first-timer" at the race.
Great sharpener for experienced racers.
12 Miles 14 Miles Aquabike Cycling Run Swim Triathlon
Sat, Jun 20, 2026 at 9:00 AM
HedgeFondo
A premium cycling event rooted in the Litchfield Hills, designed with the care of a world-class riding experience.
Hedgefondo is a thoughtfully produced cycling event built to showcase the
Litchfield Hills as one of the Northeast’s premier road and gravel riding destinations, with easy access from New York and Boston. What began as a small, private ride among investment bankers—hence the name Hedgefondo—quickly grew by word of mouth to more than 250 participants in its first public year, with over 500 riders expected this season from the New York, Connecticut, and Boston regions. Based at Rifugio, a premier active hospitality hub in the Litchfield Hills, the event pairs curated routes with elevated pre- and post-ride hospitality, creating a true basecamp for the day. Hedgefondo is coordinated and spearheaded by KC&E Adventures, a team with over a decade of experience designing premium cycling experiences around the world and featured in Forbes, Men’s Journal, Cycling Magazine, Yankee, and Bicycling.
Event Website
Route Options & Descriptions
Hedgefondo offers two route tiers—Adventure and Endurance—each available in road and gravel formats and supported by an on-course aid station.
Adventure Distance
Road: ~41 miles
A thoughtfully curated road route through the heart of the Litchfield Hills, featuring quiet country roads, rolling terrain, and classic New England scenery. Riders will pass lakes, historic stone walls, open farmland, and wooded corridors that define the region’s character, offering a rich and engaging ride from start to finish.
Gravel: ~30 miles
A mixed-surface route highlighting the Litchfield Hills’ network of quiet dirt and gravel roads. This ride weaves through rural landscapes, wooded backroads, and hidden corners of the region, including sections near White Memorial Preserve, showcasing the area’s natural beauty and sense of exploration.
Endurance Distance
Road: ~70 miles
An expansive road route designed to showcase the depth and variety of riding in the Litchfield Hills. The course links together rolling hills, longer climbs, and extended stretches of quiet pavement, passing lakes, farms, and stone-lined roads that reflect the region’s historic and pastoral landscape.
Gravel: ~53 miles
A full-distance gravel route that dives deep into the region’s most remote and scenic terrain. Riders will travel long stretches of dirt and gravel roads, forested corridors, and protected lands, including extended exploration around White Memorial Preserve, offering a rugged and immersive New England gravel experience.
Event Day Overview
7:00 a.m.
Event site opens. Registration, sponsor and partner areas, Rifugio operations, and parking are fully set.
7:30 a.m.
Registration opens.
9:00 a.m.
Endurance Routes depart (road and gravel).
10:00 a.m.
Adventure Routes depart (road and gravel).
12:00 – 4:00 p.m.
Post-Ride Gathering at Rifugio
Food and beverages, sponsor and partner activations, music, and space to unwind, connect, and kickoff summer.
Cycling Gran Fondo Gravel
Sat, Jun 20, 2026 at 5:00 AM
53.2 km from CopakeUltra
Sat, Jun 20, 2026 at 12:00 PM
2026 Connecticut Masters Time Trial and Criterium
Presented In Association with
Northeast Masters Cycling Association
USA Cycling Permit # 2026-15832
(PDF of race flyer linked below)
Date: Saturday
June 20, 2026 Rain or Shine
Time Trial events are Pre-Registration only:
Online registration at https://www.bikereg.com/
(BikeReg.com standard service fee will be applied).
Pre-registration closes 9:00 PM Wednesday, June 17, 2026
Register Early and Save!! There is a $5 discount for online entries received by Midnight June 7, 2026
This year’s event is a qualifying event for the National Senior Games.
For details about the National Games, all the documentation can be found on their website: https://NSGA.COM/
No race-day entries for the Time Trial are allowed.
Day-of registration will be available for the criterium, with an additional $5 day-of fee.
Number pick-up opens at 8:00 AM. The event is open to competitors from all states.
Location: Walnut Hill Park, New Britain, CT
Timing services provided by Velocity Results
Entry Fees:
Time Trials: $35.00 for BOTH Time Trials for all age groups. Start times for both TT’s are assigned, but riders can choose to only do the 5K or the 10K. Total TT registration limited to 90 riders.
For all criterium fields: $10 if combined with TT registration, $35 if entering criterium only. Any additional criterium event is $10
Connecticut State Games medals are awarded for the first three places outright for each discipline and age group, regardless of residence state.
5K Time Trial (3 laps)
First rider starts at 9:00 AM
other riders follow at 30 second intervals. Rider start order goes from youngest to oldest rider, regardless of gender. Categories are:
· Women 40-44, 45-49, 50-54, 55-59, 60-64, 65-69, 70-74, 75-79, 80-84, 85-89, 90+
· Men 40-44, 45-49, 50-54, 55-59, 60-64, 65-69, 70-74, 75-79, 80-84, 85-89, 90+
10K Time Trial (6 laps)
First rider starts at 10:15 AM
other riders follow at 30 second intervals. Rider start order goes from youngest to oldest rider, regardless of gender.
Start times for both time trials will be posted on June 19, 2026 by 10 AM at www.northeastmasters.com
Combined start for 20K or 40K Criteriums
Riders should indicate at the start of each race that they will be doing a 20K race, all other riders are racing 40K
The two races will be run concurrently with the 20K race finishing at the end of the 12th
lap, the 40K race finishing at the end of the 24th lap.
20K results will only be recorded for riders doing the 20K.
Free lap rule applies until five laps to go for the 40K. Repair pit: There will be a pit area for wheels. Wheels must be labeled with rider number.
Age-specific Category
Start Time*
Distance
Field Limit
Women 40+ (CAT1-4, Novice)
12:00 PM
20K or 40K
37
Men 65+ (CAT1-4, Novice)
12:01 PM
20K or 40K
37
Men 40 to 59 Novice (Cat 5)
1:10 PM
20K or 40K
25
Men 60+ (CAT1-4, Novice)
1:11 PM
20K or 40K
35
Men 50+ (Cat 1-4)
2:20 PM
20K or 40K
75
Men 40+ (Cat 1-4)
3:30 PM
20K or 40K
75
All USA Cycling rules apply. US DOT or US CPSC approved helmets required. TT bikes or aero bars are allowed for the Time Trials ONLY. Must have a USAC mass-start legal road bicycle for the criteriums
USA Cycling Race license required. Annual Race license available online at USA Cycling, or One-day licenses may be purchased during BikeReg registration or onsite for $15 and are valid for a single day of racing. On-site One-day licenses may only be purchased by Novice (Category 5) Men and Women, for use in races open to those categories.
Race information:
Mitch Favreau - 860-917-5006 - [email protected]
Peter Swain : 860-788-7041 - [email protected]
Criterium Cycling Time Trial
Sat, Jun 20, 2026 at 11:59 PM
Love Bikes, Hate Cancer? We have a bike ride for you!
The BIKES FIGHT CANCER Charity Ride
Presented by PDC Incorporated
June 20th 2026
Tree House Brewing
1 Community Place
South Deerfield, MA 01373
Overview:
This charity FUNdraising bike ride, in Western Mass, supports families dealing with the burden of a cancer diagnosis and cancer research. Choose from 25 mile and 50 mile routes, that weave through the beautiful Pioneer Valley and along the Connecticut River with some nice long straightaways along green farm land and rollers with views of the river. The 50-mile ride will be a bit more challenging but will reward riders with great views! After the ride there will be lunch, refreshments and festivities.
100% of rider donations will be used for cancer research and to support local families dealing with the burden of a cancer diagnosis.
This is a can’t miss bike ride. We love bikes and hate cancer.
What is included:
Choose from the 25 or 50 mile rides, that are fully supported, with awesome water stops, and facilities!
Bikes Fight Cancer Socks!
Post ride meal!
One Tree House Beer included!
Fundraising Goal of $100 - Reaching this goal will earn you a free Bikes Fight Cancer T-Shirt!
Routes:
50 Mile Route - Traditional, with some dirt roads (2.5 miles) - 8:00am start - 1950 feet of elevation
50 Mile Route - Pavement Only - 8:30am start - 1900 feet of elevation
25 Mile Route - 9:30am start - 850 feet of elevation
The official route maps will be emailed to registered riders in early June.
Notes:
Helmets are required
Rain or shine
E-bikes are welcome
No bike trailers please
Bikes Fight Cancer's Mission:
Use our love of bikes to raise valuable funds for cancer research and to support local families dealing with the burden of a cancer diagnosis.
http://www.bikesfightcancer.org
If you are looking to donate to a rider go here: https://www.pledgereg.com/bfc
We are also hosting a free Intro To Group Riding Clinic in partnership with MassBike and Northampton Bicycle on May 17th. You can sign up for that here: https://www.massbike.org/75982/bikes_fight_cancer_intro_to_group_riding
Any other questions email: [email protected]
Cycling Trail
Sat, Jun 20, 2026 at 11:59 PM
Lions Roar – Cycling for our Community
Presented by: Portland Lions Club
Lions meet the needs of local communities and the world every day because they share a core belief - to serve their community.
Lions have a dynamic history. Founded in 1917, we are best known for fighting blindness, but we also volunteer for many different kinds of community projects - including caring for the environment, feeding the hungry and aiding seniors and the disabled.
100% of the proceeds raised from this event will be used for charitable causes.
For more about Lions Clubs, go to www.lionsclubs.org
Rain or Shine Event - Sorry No Refunds
Bike Helmets Required for all riders
E-bikes welcome on all routes
Same day registration available (fee goes up $5.00 for each ride) but we cannot guarantee a tee shirt will be available
Riders under the age of 18 must have a parent or guardian sign consent form
Must register by May 1 in order to guarantee that you will receive a t-shirt
Registration from 8am – 10am at Riverfront Park
Registration for Gravel Rides only at Bransfield Park from 9-10am
Some historic sites along the rides will include the Portland Reservoir and Meshomasic Forest. In the late 19th century and again in the 1940s two quarries in the Meshomasic State Forest were quarried for feldspar and mica. The quarries are still open to the public and rock collectors to explore. From the early 1950s to 1970s Nike Missile Site HA-36 was located off of North Mulford Road in the Meshomasic State Forest. It was one of over 300 missile-defense sites around major cities during the Cold War. Nike Ajax anti-aircraft missiles were located at HA-36 to protect Hartford's aircraft industry from Soviet bombers. There are eight miles of dirt roads, originally built by the CCC, open for seasonal driving in the forest. Hunting, mountain biking, off roading, and hiking are some other activities available in the forest.
Other sites along the road rides include the Arrigoni Bridge which connects Middletown and Portland and Brownstone Adventure Sports Park on the right, which used to supply quality brownstone from New York and Boston to San Francisco, and employed over 1,500 people during the 1850's. More than 25 ships transported the stone to major population centers in the United States, Canada and even England. The brownstone quarries in Portland, Connecticut, owe their existence to millions of years of prehistoric sediments accumulating in the Connecticut River. Quarried as far back as the 17th century, the brownstone around Portland proved soft enough to allow for carving and polishing, making it one of the most desirable materials for gravestone markers and building construction for nearly three centuries. Portland’s location along the Connecticut River allowed for easy transport throughout the state and, later, the world.
Route Choices (see descriptions)
Road Rides - 63 mile or 42 mile
All road Rides leave from Riverfront Park, 284 Brownstone Ave, Portland CT
Gravel Rides – 35 or 41 miles
All gravel rides leave from Bransfield Park, 160 Rose Hill Rd, Portland CT
Road Ride – Metric Century (63.7 miles) (includes tee shirt, food stops (2) and after ride meal)
Route will start at Riverfront Park in Portland and meander through Portland, Glastonbury, Manchester and Hebron with some of the ride on the Charter Oak Greenway. Recommended start time between 8-9am depending on speed, slower riders should plan to start at the earlier time
https://ridewithgps.com/routes/45437707
Road Ride – 42 miles (includes tee shirt, one food stops and after ride meal
The beginning of this ride will be the same as the metric splitting off around 17 mile mark. Recommended start times 9-10am depending on speed, slower riders should plan to start at the earlier time
https://ridewithgps.com/routes/45437935
Gravel Rides
Gravel Ride – Basic (35 miles) includes 1 water / food stop and hot lunch at end of ride
Will be on dirt roads in the Meshomasic Forest and the Airline Trail as well as paved roads, be sure to have a bike computer or the printed out cuesheet (available on day of ride) for this ride as there are not many road markers in the Mesh. Recommended start time 9-10am, slower riders should plan to start at the earlier time
https://ridewithgps.com/routes/45543674
Gravel Ride – Spicy (41 miles) includes 1 water / food stop and hot lunch at end of ride
Same as basic ride but incorporates trails and single track which does have rocks and roots. There will also be a beaver dam crossing across a wooden footbridge which requires walking across with your bike then stepping on some rocks to cross. Recommended start time 9am
https://ridewithgps.com/routes/46160101
GRAVEL RIDES ONLY DEPART FROM Bransfield Park, 160 Rose Hill Road, Portland, CT
Registration Cost:
63 Mile Road or Gravel Rides (includes lunch, t-shirt and 3 food / water stops) $55
41 Mile Road Ride (includes lunch, t-shirt and 2 food / water stops) $55
35 and 41 Mile Gravel Rides (include lunch, t-shirt,1 food / water stop and restroom / water stop at Airline Cycles) $55
T-Shirts provided at no additional charge when you register for one of the rides. If you want an extra shirt below are prices:
T-Shirts: $17 Small to XL as well as child sizes / $22 XXL-5XL
Hot Lunch catered by Farrell’s Restaurant in Portland (includes vegan option, water, soft drinks, desserts, etc) Served from Noon - 3:00PM
Lunch served at: Portland Riverfront Park, 284 Brownstone Ave, Portland, CT 06480
Cycling Gravel Mountain Biking Trail
Sat, Jun 20, 2026 at 7:00 AM
Welcome! I’m your Race Director, Tom Wilkas. We are pleased to bring you both the original Pat Griskus Sprint Triathlon, which started in 1987, and the Olympic distance race, which was conceived in
Key folks include: Dave Heller, Robin Griskus, Laura Griskus, Marty Cashin, Mike Maximenko, Dave Kunces, Kim Tessier, Jeff Sheldon, Tom Hill, Jim O’Rourke, Chris Hibbs, Sandra Heller, Kristin Heller, Meghan Curley, Tim Cipriano, Tim Ruh, Karen Mcwhirt, Rob Scott, Eric Pattison and Others. Pat Griskus was an amazing guy and credited with paving the way for the many amputee athletes to follow.
Both races are USAT Sanctioned and are held at Quassy Amusement Park on Route 64 in Middlebury, CT. The Sprint distance starts with a half-mile swim in spring-fed Lake Quassapaug, enjoy the challenging 10.5 mile bike around the lake, and the out-and-back 3.1 mile run. There is a First Timers division for those tackling their first Triathlon ever, with medals for all first time finishers. With close to 100 first-timers each year, this race has become a favorite for first time triathletes!
The Olympic distance race features a clean and clear one mile lake swim in Lake Quassapaug, enjoy a 25 mile challenging one loop bike course through classic New England farm country, and a 6.2 mile run on shaded back roads.
14.1 Miles 25 Miles 31.2 Miles 32.2 Miles Duathlon Olympic Run Sprint Swim Triathlon
Sat, Jun 20, 2026 at 8:00 AM
Times
Race Time: 8:00 AM.
Bib pickup 6:45 AM to 7:45 AM.
Race Day Registration 6:45 AM to 7:45 AM.
Race Swag
Custom race bib.
Cool Swag
Computer timed results.
Large division awards.
Post race refreshments.
2 Miles Run
Sat, Jun 20, 2026 at 8:00 AM
This race is a fundraiser to support the Bloomfield Juneteenth Celebration.
Race day schedule:
Packet pick up from 7:15 to 7:50am. Race start at 8:00am sharp!
Race course & certification follow this link
Timing & scoring by The EMPIRE Timing Co.
5k Run
Sat, Jun 20, 2026 at 8:30 AM
4.2 Miles- Wellers to Jeep Trail Loop
Active duty military/veterans and active first responders are encouraged to contact the race for a discount.
4.2 Miles Run Trail
Sun, Jun 21, 2026 at 9:00 AM
72.5 km from CopakeCycling Mountain Biking
Sun, Jun 21, 2026 at 9:00 AM
Join us on Sunday, June 21, 2026 at the Springfield JCC for our 46th Annual Father's Day Road Race!
Register today for the 10K, 5K, or EveryOneMile!
Our Father's Day Road Race takes place every year
on Father's Day. It's a fun and friendly event which welcomes serious runners, fun runners, new runners, walkers, families, our friends with special needs, everyone! Choose to take part in the:
10K - two loops of a flat, 5k course - $35
5K - one loop starting and finishing at the J - $30
1 mile - an inclusive, 1-mile, fun run or walk - $15
Take part in the 10K or 5K and receive a race t-shirt!
We are thrilled that this beloved community event is back in action, and can't wait to see you there!
1 Miles 3.1 Miles 6.2 Miles Fun Run Run Walk
Mon, Jun 22, 2026 at 10:00 AM
Now in its fourth edition, the 2026 Endless Mountains Adventure Race is returning to its roots as a five-day non-stop expedition race. This year's race will be headquartered out of North Adams, MA,
and the course will take you on an entirely new journey of southern Vermont. Over those five days, teams will get to explore rolling mountains, lush forests, majestic waterways, iconic gravel, and twisty single track on a course that calls to mind the Untamed New England expeditions of years past and pairs it with the classic Rootstock flair that you have come to expect from Endless.
Endless Mountains is the setting to challenge veteran adventure racers and offer an accessible entry point to those eager to take on their first expedition race. Teams of 2-4 will journey across some of New England's best adventure-land. Along the way, they will be called upon to work together to meet the challenges that only expedition racing can offer – challenging overland navigation, wild terrain, sleepmonsters, and weather that can tame even the most hardened outdoor enthusiasts. It is in those moments where the best stories are written!
500k Gravel
Thu, Jun 25, 2026 at 6:15 PM
81.8 km from Copake5k Run
Fri, Jun 26, 2026 at 10:00 AM
The 24-hour Endless Mountains Adventure Race Lite is a one-day expedition-style event that will take racers on a journey through southern Vermont. Trek, bike, packraft, and navigate along the state's
sweeping vistas, cascading waterways, rich history of our nation's complex industrial past, and rugged terrain.
As an expedition-style event, Endless-Lite will offer longer stages, a point-to-point format, and more self-sufficiency - both an accessible entrypoint into the world of multi-day racing and a standalone adventure in its own right!
The race will take place on Friday, June 26 to Saturday, June 27, with the finish line coinciding with the end of the five-day Endless Mountains Adventure Race, a qualifying event for the Adventure Racing World Series. Race alongside some of the top adventure racers in the world (and those who are setting off on their first expedition race) and get a taste of what Vermont's Green Mountains have to offer
75 Miles
Sat, Jun 27, 2026 at 8:30 AM
8.4 km from CopakeCycling Gravel Mountain Biking
Sat, Jun 27, 2026 at 9:00 AM
63.8 km from CopakeCycling
Sat, Jun 27, 2026 at 8:00 AM
89.1 km from CopakeUltra
Sat, Jun 27, 2026 at 9:00 AM
99.3 km from CopakeCycling
Sat, Jun 27, 2026 at 7:30 AM
CSI Open Water Championship | Connecticut Swimming | Connecticut Swimming
1k 2.5k 5k Open Water Swim