Oak Bluffs

The most popular attractions include the Gingerbread Cottages, the Flying Horses Carousel (the oldest operating platform carousel in the US), the Oak Bluffs Harbor, and Inkwell Beach. Don't miss a stroll along Circuit Avenue, the town's main street, for shopping and dining.

You can enjoy a variety of activities such as swimming, sunbathing, boating, fishing, and exploring the many shops and art galleries. There are also opportunities for biking, hiking, and attending cultural events and festivals, especially during the summer months.

The best time to visit Oak Bluffs is during the summer (June to August) when the weather is warm and sunny, and all the attractions and activities are fully operational. However, this is also the busiest and most expensive time. Shoulder seasons (May and September) offer pleasant weather with fewer crowds.