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Registration will open up later this year!  

This year we are using Runsignup for our on-line registration. We continue to keep it local using Martha's Vineyard Running Company as our timing company.


The number of runners for this race is restricted to 400 individual 20 milers, and  100 2x10 mile relay athletes (50 teams.)



Saturday, February 15, 2025  Time: 11:00 am



Vineyard Haven Steamship Authority Terminal, 99 Water Street, Tisbury, MA 02568

Finish: Oak Bluffs School, 50 Trade Winds Road, Oak Bluffs, MA 02557

Entry Fees:

Martha's Vineyard 20 Miler: Early bird: $65* • Regular: $85

Amity Island Relay (2x10 miles): Early Bird: $120*  •  Regular $160


Entry fee includes:

Race T-shirt, a finisher's medal, bag check at the starting line, a post race meal, busing back to the boat, and a great experience overall.  All proceeds from this event benefit several island youth programs. **Shirt is guaranteed for the first 400 runners.**


Amity Island Relay:

The 2-person relay division is limited. The relay will be split into 3 categories, regardless of age: All-Male, All-Female, and Co-Ed. Relay Teams must register online with a TEAM NAME. A shuttle bus will transport relay runners from the start to the relay area at mile 10 and back to the finish.

BIB Pick-up:

We will have two opportunities for BIB pick-up. The first early pick-up will be at the Oak Bluffs elementary school (50 Tradewinds Rd, Oak Bluffs, MA 02557) on the Friday before the race from 5–6 pm. The second opportunity will be race morning from 9–10:45 am. This can be a little crazy as most runners will disembark on the boat in mass. But we will get it done!

Day-of Registration:

Although we discourage "day-of registration" (it complicates and slows things down on race morning), we do allow for LIMITED REGISTRATION (cash payment only). However we do not guarantee entry or event swag.

Drop Bags:

There will be a truck for drop bags to be transported from the start to the finish and post-race event. We ask that bags be kept to "carry-on" size. This means no suitcases or duffel bags.

The Runner's Cup

MV Winter Classic likes to reward the running groups that register for our event. During registration, make sure you answer the question of running group affiliation. The group with the most registered runners will take home a sweet cup trophy. Nothing like bragging amongst your friends! So rally the troops and sign up today!



Photos Morning Glory-7818_edited.jpg
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