The best area to stay in Ashland is the historic downtown, particularly around East Main Street.This neighbourhood is the primary destination for visitors, known for its charming, walkable streets lined with Victorian-era buildings. It's home to the Oregon Shakespeare Festival theatres, numerous art galleries, independent boutiques, and a wide array of restaurants and cafes. The Lithia Park, a beautiful 93-acre urban park, borders the southern edge of downtown, offering easily accessible green spaces and walking paths.Couples looking for a romantic getaway will find downtown Ashland ideal. The proximity to the Oregon Shakespeare Festival allows for easy access to world-class performances, while the many fine dining options and the peaceful strolls through Lithia Park create a ideal setting for a memorable trip.For those travelling for the Oregon Shakespeare Festival, staying in downtown Ashland is the most convenient option.