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There are only two motels I know of on MV. The Vineyard Harbor in Vineyard Haven, and another one in Oak Bluffs (I think it's called the Harborside or something like that). The Vineyard Harbor is used to dealing with fishermen in the fall. I don't know how they'd be with a big group after a few beers in August, during the height of family vacation season. You'd probably be advised to start working on a reservation ASAP.
Most of the other lodging are B&Bs, inns, and the like.
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