The best area to stay in Ashland is downtown, particularly around the Oregon Shakespeare Festival theaters and Lithia Park.This neighborhood is the main hub for visitors, especially those attending the renowned Oregon Shakespeare Festival. It's very walkable and features a variety of shops, restaurants, and galleries centered on East Main Street and Water Street. Lithia Park, a large and well-maintained urban park, borders the downtown area, offering walking paths, gardens, and a duck pond.Couples looking for a cultural and relaxing getaway will find downtown Ashland ideal. The proximity to the theaters means you can easily walk to performances, and the many dining options provide excellent choices for pre- or post-show meals. The park offers a serene setting for strolls.For families, the downtown area also works well, particularly due to its direct access to Lithia Park. Children can enjoy the park's playgrounds, open spaces, and the opportunities to feed ducks.