The best area to stay in Milton is near East Milton Square, particularly for those seeking convenience and a pleasant community feel.East Milton Square is the heart of a well-established neighbourhood, offering a selection of local shops, restaurants, and professional services. It's easily accessible from major routes, making it convenient for exploring the wider Boston area. The architecture here is primarily residential, featuring many attractive historic homes, giving it a distinct New England character.Couples looking for a relaxed yet well-connected base will appreciate East Milton Square. You're close to the Blue Hills Reservation for outdoor activities like hiking, and the commuter rail provides easy access into downtown Boston for theatre or dining. The local eateries in the Square offer a pleasant spot for an evening meal.For families, the areas surrounding East Milton Square are excellent due to their residential nature and proximity to amenities. There are several parks nearby, such as Cunningham Park, which offers playgrounds and green space for children.