Route 28, Pleasant Bay
Chatham , Massachusetts
Tel: 508 432 5400
Concierge.com's insider take:
Libaytion is quite possibly the most stylish bar on the Cape. There are no bad seats at this circular bar sheltered by a pergola: On one side is Pleasant Bay; on the other is the Wequassett Inn's pool. There's live entertainment, and you can order food from the resort's Outer Bar & Grille. Since Libaytion closes at 5:30 (and is open only in summer), you can continue your evening in town at the Chatham Squire, where visitors and locals have been partying for 40 years. The Squire serves food but is the most fun when its friendly bar is in full swing, starting after dinner at around 9 pm (487 Main St., Chatham; 508-945-0945; thesquire.com).
Open daily 11:30 am to 5:30 pm, May through September.