MV Winter Classic 20 Miler

FEB
14
2026
Run the MV Winter Classic and Amity Island Relay in Vineyard Haven, featuring a scenic 20 mile road race or 2 x 10 mile relay through charming island towns. Proceeds benefit local youth programs and finishers receive a medal and shirt.
Sat 14 Feb 2026
20 miles

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Event overview

The MV Winter Classic and Amity Island Relay takes place on February 14, 2026, in Vineyard Haven, Massachusetts. The event includes a 20-mile road race and a two-person relay split into 2 x 10-mile legs. The course is USATF certified (MA17039JK). Registration fees listed on the event page are $80 for the MV Classic and $75 for the Amity Island Relay. Proceeds benefit several Island youth programs, and participating local organizations share in event proceeds. Every runner receives a finisher medal and an official event t-shirt; there are multiple award categories.

  • 20 miles
  • Amity Island Relay (2 x 10 miles)

Course and logistics

The race is point-to-point and starts directly in front of the Steamship Authority Vineyard Haven terminal. The route is mostly flat with some rolling hills and passes through three Island towns, including Oak Bluffs (Gingerbread Cottages), a barrier beach road between Nantucket Sound and Sengekontacket Pond, Edgartown’s farming area, and a finish that includes Manuel F. Correllus State Forest. The course has accurately placed mile markers and nine water stations. Post-race provisions include bagels, fruit, treats from Morning Glory Farm, coffee, and hot chocolate. The event enforces a four-hour cutoff (12-minute-per-mile pace); runners unable to finish within that time continue at their own discretion and without aid station or police support. Visit the organization's website for the most recent information.

20 mi
Mv Classic
Amity Island Relay

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