Best for:Â Cape Cod golf trips where the course is part of a bigger beach-and-boats summer
Perched on the edge of Pleasant Bay in Harwich, Massachusetts (about 1 hour and 45 minutes from Boston), Wequassett is all about the kind of Cape Cod setting that doesn’t seem to go out of style: sailboats drifting by, weathered shingles, blooming gardens, and sunsets that veer over dinner service like clockwork. While the resort itself doesn’t have an on-site golf course, guests can enjoy exclusive access to Cape Cod National Golf Club, a highly prestigious, members-only course right next door. Designed by Brian Silva, the championship layout is scenic, winding through pine forests and kettle ponds—all accompanying you on your shots.
The hotel is just a short drive from the quaint town of Chatham, but has plenty available on property—there are several food options, activities, and multiple areas primed for some good ole lounging. The stunning pool area juts out of the property along the picturesque Round Cove with an aesthetically pleasing array of lounge chairs overlooking the iconic boats that float atop the nearby waters; the adjacent bar and dining area blend in seamlessly.

