Top Rated Hotels Ashland (OR)

Nestled in the foothills of the Siskiyou Mountains, Ashland, Oregon is a charming town known for its vibrant arts scene and stunning natural beauty. Home to the renowned Oregon Shakespeare Festival, the city exudes a creative energy that permeates its galleries, boutiques, and local eateries. With easy access to hiking trails, vineyards, and the picturesque Lithia Park, Ashland offers a perfect blend of cultural experiences and outdoor adventures for visitors to enjoy.
Winchester Inn image 1
Winchester Inn image 2
Winchester Inn image 3
Winchester Inn image 4
Winchester Inn image 5
Winchester Inn image 6
Winchester Inn image 7
Winchester Inn image 8
Winchester Inn image 9
Winchester Inn image 10
1
POPULAR
5
9.5
Ashland (OR)

Winchester Inn

Experience Luxury and Charm at Winchester Inn in Ashland Nestled in the heart of Ashland, Oregon, Winchester Inn offers a truly enchanting escape for travelers seeking luxury and charm. This 5-star hotel boasts a prime location, just a stone's throw away from the renowned Oregon Shakespeare Festival and Lithia Park. With its impeccable service, elegant decor, and exceptional amenities, Winchester Inn promises an unforgettable stay for guests of all ages. At Winchester Inn , check-out time is until 11:00 AM, allowing guests to savor their morning moments before bidding farewell to this idyllic retreat. The check-in time starts from 04:00 PM, ensuring a seamless and hassle-free arrival experience for guests. Families with young children will find Winchester Inn to be an ideal choice, as the hotel warmly welcomes children between the ages of 0 to 8 to stay free of charge. This child-friendly policy ensures that families can create lasting memories together without any additional accommodation expenses. From the moment you step foot into Winchester Inn , you'll feel a sense of warmth and hospitality that extends to every member of your family. Unwind and Indulge in Winchester Inn 's Entertainment Facilities Winchester Inn in Ashland, Oregon offers an array of entertainment facilities that are sure to enhance your stay and create unforgettable memories. Step into the elegant bar and immerse yourself in a sophisticated ambiance, perfect for enjoying a refreshing cocktail or a glass of fine wine. The bar offers a wide selection of beverages, expertly crafted by skilled mixologists, ensuring a delightful experience for every guest. Escape to the serene garden at Winchester Inn and bask in the beauty of nature. This enchanting outdoor space provides a tranquil oasis where you can relax and unwind. Stroll through the meticulously manicured grounds, adorned with vibrant flowers and lush greenery. Find a cozy spot to sit and read a book, or simply enjoy the peaceful atmosphere. The garden also serves as a charming backdrop for special events and celebrations, making it an ideal venue for weddings, parties, and gatherings. Whether you prefer the sophisticated ambiance of the bar or the serenity of the garden, Winchester Inn offers entertainment facilities that cater to every taste. Immerse yourself in a world of relaxation and indulgence, and let the hotel's entertainment facilities elevate your stay to new heights. Stay Active at Winchester Inn with Tennis Courts and Hiking Trails At Winchester Inn in Ashland, Oregon, staying active is a breeze with the hotel's excellent sports facilities. Whether you're a tennis enthusiast or an avid hiker, Winchester Inn has something for everyone. The hotel boasts well-maintained tennis courts that are perfect for a friendly match or a challenging game. Whether you're a beginner or a seasoned player, you can enjoy a game of tennis while soaking up the beautiful surroundings. The courts are equipped with high-quality equipment, ensuring a great experience for all guests. If you prefer exploring the great outdoors, Winchester Inn offers access to scenic hiking trails that are sure to delight nature lovers. Lace up your hiking boots and embark on a journey through the stunning landscapes surrounding the hotel. Immerse yourself in the beauty of Ashland as you hike through lush forests, picturesque meadows, and breathtaking viewpoints. Whether you're seeking a leisurely stroll or a more challenging trek, the hiking trails cater to all fitness levels. At Winchester Inn , you can stay active and make the most of your time in Ashland by taking advantage of the hotel's tennis courts and hiking trails. Get ready for a fun-filled and adventurous stay at this charming hotel. Unparalleled Convenience at Winchester Inn At Winchester Inn , we pride ourselves on providing unparalleled convenience to our guests. From the moment you step into our elegant lobby, you will be greeted by our friendly and knowledgeable concierge, ready to assist you with any requests or inquiries you may have. Our concierge is here to ensure that your stay with us is as seamless and enjoyable as possible. Stay connected during your visit with our complimentary Wi-Fi in all rooms and public areas. Whether you need to catch up on work emails, browse the web, or stream your favorite shows, our high-speed internet access has got you covered. Our rooms are also equipped with free Wi-Fi, allowing you to stay connected from the comfort of your own space. For your convenience, we offer a range of additional services, including dry cleaning and luggage storage. Our dedicated staff will take care of your laundry needs, ensuring that your clothes are fresh and ready for your next adventure. If you have any valuables or belongings that you would like to store securely during your stay, our luggage storage service is available to keep your items safe. In addition, we provide daily housekeeping to ensure that your room is always clean and tidy. Our attentive housekeeping team will refresh your room, change the linens, and replenish the amenities, so you can relax and unwind in a comfortable and inviting space. At Winchester Inn , we go above and beyond to make your stay as convenient and enjoyable as possible. With our range of convenience facilities and services, you can focus on making lasting memories during your time in Ashland, Oregon. Convenient Transport Facilities at Winchester Inn At Winchester Inn , guests can enjoy the convenience of a car park, with the added bonus that it is free of charge. This makes it easy for guests to explore the charming town of Ashland and its surrounding areas at their own pace. Whether you're driving in from out of town or renting a car during your stay, the car park at Winchester Inn ensures that you have a hassle-free experience, with no need to worry about finding parking or paying extra fees. With your vehicle conveniently parked, you can easily venture out to explore the nearby attractions, such as the Oregon Shakespeare Festival or Lithia Park, or even take a scenic drive to the beautiful Crater Lake National Park. Winchester Inn 's complimentary car park is a valuable amenity that allows guests to make the most of their time in Ashland. Indulge in Culinary Delights at Winchester Inn 's Exquisite Dining Facilities At Winchester Inn in Ashland, Oregon, guests are in for a treat when it comes to dining options. The inn boasts a top-notch restaurant that is sure to satisfy even the most discerning palates. Step into the elegant dining room, adorned with beautiful artwork and soft lighting, and prepare to embark on a culinary journey like no other. The restaurant at Winchester Inn offers a diverse menu that showcases the finest local and seasonal ingredients. From delectable appetizers to mouthwatering main courses, every dish is expertly prepared by the talented team of chefs. Indulge in a variety of flavors and textures, from delicate seafood dishes to hearty meat options. The knowledgeable staff is always on hand to recommend the perfect wine pairing to complement your meal, ensuring a truly unforgettable dining experience. In addition to the restaurant, Winchester Inn also provides daily housekeeping services to ensure that guests' dining experience is always clean and comfortable. The dedicated housekeeping team is committed to maintaining the highest standards of cleanliness and hygiene, allowing guests to dine in a pristine environment. Whether you're enjoying a romantic dinner for two or a celebratory meal with friends and family, Winchester Inn 's dining facilities are the perfect setting for any occasion. Luxurious and Spacious Rooms at Winchester Inn Experience the epitome of comfort and elegance at Winchester Inn in Ashland (OR), United States. With a wide range of room options to choose from, you'll find the perfect accommodation to suit your needs. Indulge in the spaciousness of the Deluxe King Studio, Deluxe King Suite, or the Superior King Suite, offering generous square footage and luxurious amenities. For a cozy and intimate stay, the Queen Room or the Standard Queen Room provides a comfortable retreat. Families will appreciate the Family Room, equipped with ample space for everyone to relax and unwind. Booking your stay at Winchester Inn through Agoda ensures that you get the best prices and a hassle-free experience. With Agoda's competitive rates and easy-to-use platform, you can secure your preferred room type with just a few clicks. Don't miss out on the opportunity to enjoy the exceptional comfort and convenience of Winchester Inn at unbeatable prices. Discover the Vibrant Ashland City Center Nestled in the heart of Ashland, Oregon, the Winchester Inn offers an unbeatable location in the vibrant Ashland City Center. This charming area is known for its rich history, thriving arts scene, and natural beauty, making it a popular destination for travelers from all over the world. Step outside the doors of the Winchester Inn , and you'll find yourself surrounded by a variety of attractions and activities. Take a leisurely stroll through Lithia Park, a stunning 93-acre oasis with lush greenery, tranquil ponds, and picturesque trails. Immerse yourself in the local culture by visiting the Oregon Shakespeare Festival, just a short walk away. This renowned theater company presents a diverse range of classic and contemporary plays, showcasing the talent and creativity of actors and directors from around the globe. In addition to its artistic offerings, Ashland City Center is home to a plethora of charming shops, boutiques, and art galleries. Explore the unique and eclectic offerings, from handmade crafts to one-of-a-kind artworks. After a day of shopping, indulge in a culinary adventure at one of the many local restaurants, serving up a delicious array of cuisines to satisfy every palate. Whether you're in the mood for farm-to-table fare, international flavors, or hearty pub grub, Ashland has it all. With its prime location and abundance of attractions, Ashland City Center is the perfect destination for those seeking a mix of culture, nature, and entertainment. Stay at the Winchester Inn and immerse yourself in the vibrant energy of this captivating area. Traveling to Winchester Inn in Ashland (OR) Located in the heart of Ashland City Center, Winchester Inn is a charming and historic bed and breakfast that offers a truly unforgettable experience. Getting to Winchester Inn from the nearest airports in Ashland (OR) is a breeze, ensuring a seamless start to your stay. If you are flying into Ashland Municipal Airport, which is just a short 10-minute drive from Winchester Inn , the most convenient way to reach the inn is by taxi or rideshare service. The friendly staff at the airport can assist you in arranging transportation, making your journey hassle-free. For those arriving at Rogue Valley International-Medford Airport, located approximately 15 miles away from Winchester Inn , several transportation options are available. Renting a car is a popular choice for travelers who want the flexibility to explore the surrounding area at their own pace. Alternatively, you can also take a taxi or book a shuttle service to reach Winchester Inn . Discover Ashland's Cultural Gems near Winchester Inn Nestled in the heart of Ashland, Oregon, Winchester Inn offers a convenient base for exploring the city's vibrant cultural scene. Just steps away from the hotel, you'll find a plethora of landmarks and attractions that will captivate your imagination and enrich your visit. Immerse yourself in literature at the Ashland Library, a charming institution that houses an extensive collection of books and serves as a hub for intellectual pursuits. For art enthusiasts, Art Ashland Works showcases the works of local artists, providing a platform for creativity and expression. History buffs will appreciate the IOOF Building, a historic structure that dates back to the late 1800s and serves as a reminder of Ashland's past. Additionally, the Schneider Museum of Art offers a diverse range of contemporary artworks, providing a thought-provoking experience for visitors. And of course, no visit to Ashland is complete without attending a performance at the renowned Oregon Shakespeare Festival, where world-class theater productions take center stage. With so many cultural gems in close proximity, Winchester Inn is the perfect choice for those seeking a truly enriching stay in Ashland. Delicious Dining Options Just Steps Away Located in the heart of Ashland, Winchester Inn is surrounded by a plethora of dining options that will delight even the most discerning palates. Start your day with a healthy and refreshing breakfast at Heartsong Nutrition, or grab a quick and delicious pita wrap at Pita Pit. For a cozy and charming dining experience, head over to Beasys On The Creek, where you can enjoy mouthwatering comfort food while listening to the soothing sounds of the nearby creek. Indulge your sweet tooth at Deux Chats Bakery, where you can savor delectable pastries and freshly baked breads. If you're in the mood for authentic Mexican cuisine, El Tapatio is just a short walk away, offering a wide range of flavorful dishes. Craving pizza? Look no further than The Great American Pizza Company, where you can feast on a variety of gourmet pizzas made with the freshest ingredients. For a taste of classic American fare, Big Al's is the place to go, serving up juicy burgers, crispy fries, and other hearty favorites. And if you need to stock up on groceries or grab a quick snack, Shop'n Kart is conveniently located nearby. With such a diverse range of dining options just steps away, Winchester Inn is the perfect base for food lovers and explorers alike. Shop 'til You Drop at Winchester Inn 's Surrounding Shopping Landmarks Winchester Inn is surrounded by an array of unique and enticing shopping landmarks, making it the perfect destination for shopaholics. Bookworms will delight in exploring the shelves of Bookwagon New and Used Books, a charming bookstore filled with a wide selection of new and pre-loved reads. Funagain Games is a haven for board game enthusiasts, offering a vast collection of tabletop games that are sure to entertain both kids and adults alike. Art lovers will be captivated by the exquisite glass creations at Gathering Glass Studio, where skilled artisans showcase their talent through stunning glass sculptures and ornaments. For those seeking outdoor adventure, Ride and Roam is a must-visit, offering a range of outdoor gear and equipment for hiking, biking, and more. The Tudor Guild Shop is a treasure trove of unique gifts and souvenirs, featuring handmade crafts and jewelry inspired by the renowned Oregon Shakespeare Festival. Jewelry enthusiasts will be delighted by the exquisite pieces on display at Bella Terra Fine Jewelry & Gallery, where local artists showcase their craftsmanship through stunning designs. Lastly, the Ashland Artisan Emporium is a hidden gem for those in search of one-of-a-kind vintage finds and eclectic home decor. With such a diverse range of shopping landmarks just a stone's throw away, Winchester Inn ensures that guests can indulge in a memorable retail therapy experience during their stay. Affordable Luxury at Winchester Inn Indulge in the perfect blend of luxury and affordability at Winchester Inn in Ashland (OR), United States. With an average price of $282 per room, Winchester Inn offers an exceptional value for the discerning traveler. Compared to the average price of a hotel room in Ashland, which stands at $156, Winchester Inn provides an unparalleled experience without breaking the bank. At Winchester Inn , you'll find yourself immersed in elegance and comfort at a price that won't compromise your budget. Each room is meticulously designed to create a serene atmosphere, featuring modern amenities and tasteful decor. From the plush bedding to the spacious en-suite bathrooms, every detail has been carefully curated to ensure your utmost satisfaction. Whether you're visiting Ashland for business or pleasure, Winchester Inn offers a truly remarkable stay at a price that is unmatched in the city. Book your room today and experience the perfect combination of luxury, convenience, and value. Exquisite Elegance and Exceptional Service at Winchester Inn With an impressive overall rating of 9.4, Winchester Inn in Ashland, Oregon, has consistently delighted guests with its exquisite elegance and exceptional service. This charming boutique hotel offers a truly unforgettable experience, leaving visitors raving about their stay. From the moment you step into the beautifully restored Victorian mansion, you'll be captivated by the timeless charm and attention to detail that permeates every corner of this remarkable establishment. The Winchester Inn prides itself on providing top-notch service, and it shows in the glowing reviews left by satisfied guests. The friendly and attentive staff go above and beyond to ensure that every guest feels welcomed and well taken care of. Whether it's offering personalized recommendations for local attractions, arranging transportation, or catering to special requests, the staff at Winchester Inn is dedicated to creating a memorable and stress-free stay for every visitor. Their warm hospitality and genuine care for their guests have earned them high praise and repeat visits from travelers around the world. One of the standout features of Winchester Inn is its exquisite dining experience. The on-site restaurant, Alchemy, is renowned for its culinary excellence and innovative menu. Guests rave about the delectable dishes crafted with locally sourced ingredients, paired with an extensive wine list that perfectly complements each meal. From intimate dinners to special occasions, the restaurant provides an elegant and intimate setting, ensuring a truly memorable dining experience. With such exceptional cuisine and impeccable service, it's no wonder that Winchester Inn has garnered a stellar reputation among food enthusiasts and discerning travelers alike.

Nearby Destinations