Best of Boston

The recent revamp of this charming Victorian inn brings a welcome bit of chic to Oak Bluffs. Tracey Overbeck Stead, an Austin-based interior designer who recently decked out the lobby of the W hotel in Dallas (and who has a house on the island), has outfitted each of the Dockside’s 21 rooms with sophisticated new beds, wallpaper, and lighting, creating a fresh, summery vibe. The unique amenities, meanwhile—a “digital concierge’ that you can text questions to, a Rolls-Royce that shuttles guests to and from the ferry—are another welcome touch.