• Photo: (c) Andykazie | Dreamstime.com
  • Photo: (c) Andykazie | Dreamstime.com

Oak Bluffs

Circuit Avenue is the bustling center of the Oak Bluffs action, with most of the town's shops, bars, and restaurants. Colorful gingerbread-trimmed guesthouses and food and souvenir joints enliven Oak Bluffs Harbor, once the setting for several grand hotels. This small town is more high-spirited than haute, more fun than refined. Look for the yellow tourist information booth at the bottom of Circuit Avenue. It’s open June–mid-October and is staffed with helpful folks from the area.


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