The longest continually running road race on Martha's Vineyard, the Chappy Point to Point is a 5-mile race from the waters of Wasque Point to the ferry at Chappy Point. Registration is limited to 340 runners. Walkers are welcome. Race bibs can be picked up on June 27th at Memorial Wharf between 4:00 - 5:00 pm or in the Chappy Ferry parking lot from 7.00 - 8.00 am on June 28th. Runners who pick up their bibs on Saturday will receive a free passenger round trip on the Chappy Ferry. Vans will shuttle runners from the Parking Lot to the starting point at Wasque Point from 7.00 - 8.00 am. Official Chappy Point to Point sweatshirts are available at Soft as a Grape on Dock Street in Edgartown. Follow us on Instagram @chappypt2pt
Hotels Near This Race
Find accommodation close to the start line in Edgartown, MA. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.
RaceHotelFinder earns a small commission when you book through links on this page, at no extra cost to you. Results are sorted by distance from the race venue.
Race weekend dates pre-loaded on Booking.com. RaceHotelFinder may earn a commission at no extra cost to you.
Race Travel Insurance
Don't forget travel insurance for June 28.
You've trained for months and booked a trip to Edgartown, MA.
A pre-race injury, a delayed flight, or a family emergency can derail the whole thing.
Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it,
and may cover medical costs if something goes wrong on the course. Plans typically only run
5-7% of your total trip cost — and running events are covered under standard plans with no
additional coverage needed.
Trip cancellation up to 100% of prepaid costs
Running events covered under standard plans — no add-ons needed
Trip interruption up to 150% of non-refundable costs
