Sailboat-filled Pleasant Bay is the perfect backdrop for the Wequassett Resort & Golf Club, a lavish yet relaxed hotel where the staff anticipates your every need (a recent guest was amazed to hear his favorite music playing in his golf cart). The property is set in a 1740s Colonial house and clapboard cottages on 27 acres of beautifully landscaped gardens. There’s an elaborate kids' club with a pirate-themed playground, a rock-climbing wall, puppet shows, and treasure hunts. An evening at Twenty-Eight Atlantic restaurant is a memorable affair, thanks to dishes like the poached native fluke with watercress butter broth, mussels, and truffles. Equally memorable is evening s’mores: you can order a kit to your room, complete with a personal fire pit. Or head to one of the fire pits scattered throughout the property for some socializing.