The best time to go to Watch Hill is during the summer months, from late June to early September, when the weather is ideal for beach activities and the town is fully operational.During this period, the average daily temperatures range from the mid-70s to low 80s Fahrenheit, superb for enjoying the pristine beaches like East Beach and Napatree Point. All shops, restaurants, and attractions, including the Flying Horse Carousel, are open daily, providing a complete experience for visitors. This is particularly appealing for families looking for a classic New England summer vacation.For couples seeking a slightly quieter experience with pleasant weather, late May to mid-June or early to mid-September can also be excellent. The crowds are thinner, but most establishments are still open, and the temperatures are comfortable, typically in the 60s and low 70s.