The best area to stay in Chatham is the borough's charming downtown, particularly around Main Street and Fairmount Avenue.This area is the heart of Chatham, offering a delightful mix of local boutiques, independent restaurants, and convenient access to the train station. It's very walkable, with tree-lined streets and historic buildings creating an inviting space. You'll find many of the town's amenities within a short stroll.For couples looking for a relaxed yet refined getaway, staying downtown is ideal. You can enjoy leisurely dinners at upscale eateries, browse unique shops, and easily access the train for a quick trip into New York City for a show or museum visit. The convenience of having everything on your doorstep makes for an easy experience.Families travelling with children will also find the downtown area highly suitable. Many hotels in this vicinity offer spacious suites, and the proximity to local parks and family-friendly dining options is a big plus.