Stay at this Ashland, Oregon hotel conveniently located right off the I-5 in Southern Oregon. The Best Western Windsor Inn offers comfortable accommodations, full-service amenities, and unbeatable customer service at an affordable price. This Ashland hotel boasts 91 recently remodeled guest rooms including suites and Jacuzzi® rooms. Each room offers premium bedding, cable tv, Keurig® coffee maker, mini fridge, and microwaves available upon request. Enjoy an array of amenities including a continental breakfast, free Wi-Fi, a large outdoor swimming pool, a year-round outdoor hot tub, and an exercise facility. We also have four restaurants within walking distance of our hotel for your convenience. As an added convenience, we now offer Electric Vehicle Charging on-site at no additional cost. The Best Western Windsor Inn is only a 10-minute drive from downtown Ashland, home of the Oregon Shakespeare Festival, Lithia Park, and shopping. The Best Western Windsor Inn is the perfect way to enjoy a quiet and relaxing stay in Ashland, Oregon. Relax outside among our rose gardens and enjoy the views of the surrounding Ashland hills. During the summer months enjoy rafting down the Rogue River, while in the winter Mt. Ashland offers fantastic skiing. Our hotel also offers a great stopping point on your way to visit Crater Lake, just one hour and 30 minutes from Ashland. The friendly, helpful staff at the Best Western Windsor Inn hotel is ready to ensure a fun-filled memorable stay in Ashland, Oregon. Make a reservation today.