The best area to stay in Sherwood is the area around Old Town Sherwood, which offers a blend of local businesses and convenient access to the town's amenities.This area is Sherwood's historic core, characterized by its walkable streets and a collection of local shops, restaurants, and tasting rooms, particularly along SW Pine Street and SW Washington Street. It's designed for easy pedestrian access, making it simple to explore on foot.Couples looking for a relaxed retreat will find Old Town Sherwood appealing. The neighborhood provides a quiet setting with opportunities to enjoy local wine and craft beverages, dine at independent restaurants, and browse unique boutiques. It's also a convenient base for exploring the surrounding wine country.For families, staying near the Old Town area offers proximity to local parks and community spaces, as well as family-friendly dining options.