The best area to stay in Oakwood is the Downtown Historic District, particularly around Main Street and Broadway.This central area is the heart of Oakwood, offering a pleasant mix of historic buildings, local shops, and eateries. You'll find a good selection of boutique hotels and guesthouses, many of which have been thoughtfully renovated. It's highly walkable, making it easy to explore the town's key landmarks, such as the old Courthouse building and the Oakwood Museum.Couples looking for a relaxing and engaging stay will find the Downtown Historic District ideal. It provides easy access to evening dining options, art galleries, and the town's small theatre, great for a quiet night out. Strolling along Main Street, hand-in-hand, and discovering local crafts is a lovely way to spend an afternoon.Families, particularly those with older children, will also appreciate the convenience of staying downtown. Many of the town's parks, including Memorial Park with its playground and green spaces, are just a short walk away.