Join us on a journey through the breathtaking Connecticut countryside.
Your bike ride begins by venturing out onto the scenic rolling hills of historic Middlebury. You will be faced with challenging climbs culminating in gorgeous hilltop views. Long winding descents will take you through pastoral vineyards and over Thomaston dam. This engaging bike ride will take you past Black Rock State Reservoir – a well known nesting site for Bald Eagles. You will be welcomed into some of Connecticut’s richest farmlands, past historic Bethleham Fairgrounds. Follow the signs and the cheering voices as you pass through Litchfield Town Center on your way back to transition and the amazing Quassy Amusement Park.
Bike Course: HD Video Preview w/ Pro commentary

Click here to watch the video!
Bike Course: Map

Bike Course: turn by turn directions:
- Right Out Of Transition At Quassy
- Right On Tuttle Road
- Straight On Cat Swamp Road
- Right On Middle Road Turnpike
- Left On Quassapaug Road
- Right On Route 6
- Left On North Street
- Continue Straight to Route 63
- Left On Route 63
- Right On Route 109
- Left at Light Onto Route 6
- Left at Light onto Route 254
- Left onto Center St.
- Left Onto 254
- Left Onto 118
- Left On Chestnut Hill Road
- Right On Camp Dutton Road
- Left On Route 63
- Right On Route 61
- Hard Right On Alain White Road
- Continue On Whites Wood Road
- Turn Around on Plumb Hill Road
- Back On Whites Wood And Alain White Road
- Cross Route 109
- Continue On Route 61
- Cross Route 6
- Straight On Quassapaug Road
- Straight On Watertown Road
- Straight On Tranquility
- Right On Route 64
- Right Into Bike Transition At Quassy
Bike Course: Safety Plan/Policy:
- Bike Registration is Mandatory and will be completed during the athlete registration process. All bikes will be racked on Saturday, June 6th at Quassy Transition.
- All contestants are required to ride road/racing bikes. Mountain bikes, beach cruisers and bikes with coaster-type brakes are prohibited
- No tandems, recumbents, fairings, solid wheels, wheel covers or any add-on device designed exclusively to reduce resistance are allowed. Any new, “”unusual”, or prototype equipment will be subject to a determination of legality by USA Triathlon
- All bikes will be checked in on Saturday on the date of the race. Race officials reserve the right to reject any bike not meeting safety standards. If bike does not meet safety standards, contestant will be required to correct problem before participating in race. Once bike is checked into holding area, only small covers on the seat and/or computer will be allowed. Large plastic bags which cover the entire bike will be permitted.
- Absolutely no drafting of another bike or any other vehicle is allowed. Contestants must ride single file on the far right side of the road except when passing another rider. Side-by-side riding is not allowed. Overtaking riders may move to the left for up to 15 seconds, but must move back into the right lane after passing or if the challenge fails. Riders must keep a 10 meter distance between bikes except when passing. An overtaken rider must fall back 10 meters before attempting to regain the lead from a front running bike. Marshals may/will issue a stop-and-go on the course, in addition to a time penalty for drafting and blocking violations. Two position violations will result in disqualification.
- Shoes must be in the designated Transition box or secured to bike pedals. Shoes and shirt must be worn at all times on the bike.
- Each contestant must wear the REV3 issued race number at all times while on the course. Bike number must be placed low on back of rider’s jersey where it is clearly visible. Folding or cutting race number of intentional alteration of any kind is strictly prohibited. Race belts may be worn.
- USAT approved helmet is required during the entire bike race including in and out transition area. Any contestant riding without an approved helmet or chin strap not fastened will be disqualified. Any alterations to hardshell helmets which affect its integrity are not allowed.
- No individual support allowed. Ample aid and food stations will be provided. Friends, family members, coaches or supporters of any type may not bike, drive or run alongside contestant, may not pass food or other items to contestant and should be warned to stay completely clear of all contestants to avoid disqualification. It is incumbent upon each contestant to reject immediately any attempt to assist, follow or escort.
- Ample Food will be provided at the transition and rest areas
- Each contestant must be individually responsible for repair and maintenance of their own bike. Assistance by anyone, including other athletes, other than REV3 technical support officials will be grounds for disqualification. Each cyclist should be prepared to handle any possible mechanical malfunction. Technical support does not include the normal changing of flat tires.
- Contestants are expected to heed directions and instructions of all race officials and public authorities.