Ashland may not be the largest in the state, but this cultural destination is surrounded by extraordinary natural places. Outdoor enthusiasts will find their paradise in 100-acre Lithia Park, while culture vultures will agree that the annual Oregon Shakespeare Festival here’s always great. Five of Shakespeare’s classics are played on three large stages, drawing no less than 300,000 visitors per year. If that’s not enough, there’s still the thrill of hiking and rafting on the Rogue River waiting for you. So, are you interested in discovering the soul of southern Oregon? Stick around, because we’ll be discussing some of the recommended hotels in Ashland Oregon.
Where to Stay in Ashland, Oregon
While Ashland is likely not the first name you think of when asked about your dream destination, this charming town offers more than you might imagine. As we mentioned earlier, their Shakespeare Festival has become a world-famous annual event. It attracts thousands of tourists each year. And if you want to be a part of all that fun, stay at one of the hotels in Ashland Oregon in the downtown area.
Staying a little bit outside of the city isn’t a bad idea either, because you won’t miss all the fun. During the festival, the city boundaries will widen like a balloon filled with warm air. You can find some great accommodations in Central Point or maybe choose from the 11 best hotels in Medford Oregon.
Some of the best hotels in Ashland Oregon can also be found around Lithia Park. This 100-acre natural space is one of the city’s crown jewels. Extending south from downtown, every corner is filled with various beauties such as decorative fountains, a Japanese gardens, and more. It would also make a great setting for a dining experience like no other, as there are a number of restaurants at the end of the park.
If you’re looking for something unique, spending the night in a rented cabin near Rogue River would be great too. Located 14 minutes from the heart of Ashland, this 215-mile long river offers a number of recreational activities and tasteful attractions around its banks. You can also find some of the 11 best hotels in the Oregon Coast around here, which can be a great alternative if the accommodations in the downtown area don’t catch your fancy.
But enough with the quick brief. Without much further ado, let’s dive into some of the most recommended hotels in Ashland Oregon.
Plaza Inn & Suites at Ashland Creek
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Get a peaceful atmosphere, after a full week immersed in a busy life. The Plaza Inn & Suites at Ashland Creek is a quiet boutique hotel in the city center, which is also very close to several notable attractions such as The Plaza, Oregon Shakespeare Festival, and Lithia Park. Staying here, it’s like you have the best of both worlds!
An outstanding experience is one that Plaza Inn & Suites can guarantee you to have while you’re here. From personalized service, hospitality, to contemporary style rooms, everything is carefully crafted to ensure all guests get the best comfort. Speaking of which, the guest rooms here are decorated in a Shakespearean theme. While we didn’t expect it at all, turns out that it could work out well. Everything feels warmer and so inviting.
Like most hotels in Ashland Oregon, the Plaza Inn & Suites also provides a complimentary hot breakfast and afternoon snacks. Make sure to try their wonderful pastries and butter jam. And let’s not forget the great jelly sandwiches, they really are a winner for us!
In case you’re traveling with your beloved cat or pet, the hotel also provides some friendly rooms for furry friends. But please note that you’ll have to pay an additional fee for this. We suggest contacting the local staff for further information.
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Bard’s Inn Hotel
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Bard’s Inn Hotel is one of the motels in Ashland Oregon nestled in the heart of downtown. Discover the old-fashioned charm from home to the Shakespeare Festival, as it’s only two blocks from the historical plaza. Get the best that Ashland has to offer, as a short walk will take you to the Oregon Cabaret Theater, the pretty Lithia Park, and several art galleries and boutique shopping.
Make yourself comfortable in the luxurious, contemporary styled guest rooms of Bard’s Inn. Once inside, in a few minutes, you’ll find yourself sitting relaxed enjoying the atmosphere in the lovely garden with incredible mountain views. As with most hotels in Ashland Oregon, essentials such as a flat-screen TV, mini-fridge, hairdryer, and coffee maker are readily available. Unfortunately, there’s no Wifi here. So if you need to do something online, it might be great to bring your own mobile modem or something like that.
Make time to stay and play in Bard’s Inn’s outdoor pool and jacuzzi. Experience their award-winning service and enjoy a number of tasteful amenities that they offer. Once you feel like going outside, take a walk around and find some local shops, venues, and restaurants. If you want, the hotel can also arrange some outdoor activities such as hiking, kayaking, and more. Sweet!
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Best Western Windsor Inn
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The Best Western Windsor Inn is a comfortable accommodation within easy reach. It can be accessed directly from the I-5 in southern Oregon, offering full amenities and unmatched customer service at a reasonable price. If you don’t want to hurt your wallet while traveling in Ashland, this is definitely worth considering.
Choose from one of the 91 guestrooms at the Best Western Windsor Inn. All are recently remodeled and come with a range of thoughtful amenities. There’s free WiFi, premium bedding, cable TV, and a coffee maker, just to name a few. Guests can also enjoy a large swimming pool, fitness center, and year-round hot tub, which would be great for enjoying the Ashland ambiance, even in the most unfavorable weather!
Like most hotels in Ashland Oregon, the Best Western Windsor Inn also provides a complimentary hot breakfast. Enjoy their hearty continental cuisine, which will energize you before a day exploring the city’s charms. Speaking of which, the hotel is only a 10-minute drive to downtown, where the famous Oregon Shakespeare Festival is held. You can also find Lithia Park and some shopping around here. But if you’re not in the mood to travel far, lounging outside while enjoying the atmosphere in the hotel’s rose garden won’t be a bad idea. Grab some snacks and let time slip by while admiring the beauty of the surrounding Ashland hills.
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Ashland Hills Hotel & Suites
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Even though Ashland isn’t exactly known as the city of love, that doesn’t mean you can’t have some romantic moments while you’re here. Located three miles from downtown, Ashland Hills Hotel & Suites is a 14-acre property nestled in the quiet side of town. They have an intimate courtyard patio, as well as an outdoor pool and jacuzzi. It should be perfect for a romantic getaway or for a couple looking to find that spark again!
Enjoy one of the best breaks you can get on a visit to southern Oregon, as the rooms at Ashland Hills Hotels & Suites are all spacious and recently renovated. Featuring retro decor by Becky Neuman, the hotel owner, and a talented creative director, you’ll have a one of a kind experience during your stay. Enjoy some thoughtful amenities such as flat-screen TV with cable channels, refrigerator, and coffee maker. Some rooms even include a private balcony with gorgeous views of the surrounding Ashland hills.
As with most hotels in Ashland Oregon, daily breakfast is available in the dining area each morning. Start your day with some delicious hot continental dishes. But if you prefer something else, there’s the Luna Cafe that specializes in American dishes, all made from high-quality local ingredients.
Fancy a game of golf? Less than a mile from Ashland Hill Hotel & Suites is the famous Oak Knoll Golf Course. For outdoor enthusiasts, a 23-minute drive will take you to Siskiyou Mountain Park, a place with some of the best hiking trails in the entire state. But if you’re not very familiar with your surroundings, it’s a good idea to bring along some sort of handy tracking device. Check out some of our recommendations on the 13 best GPS watches for hiking.
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Lithia Springs Resort
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Get one of the most unique vacation experiences in Oregon. Lithia Springs Resort is a lovely hotel located in the Rogue Valley, a perfect place to relax, unwind and dream. Relieve all stress and rediscover yourself in the hotel’s natural springs that lie deep beneath. It’s rich in sulfur and other beneficial minerals for your body. For extra convenience, you can try their award-winning spa services!
If that’s not enough, Lithia Springs Resort also offers a seasonal saline pool, a Jacuzzi, and a seating area by the koi pond. For those who prefer an intimate indoor atmosphere, make your way to their tea room, library, or two lobby fireplaces.
This four-star accommodation really takes hosting guests seriously. There are a total of 38 accommodations to choose from, including bungalows, suites, and studios. The location is perfect too, about three miles from downtown Ashland. It should be perfect for an intimate getaway, family vacation, or even a romantic wedding!
High-speed wireless Internet access is available in all areas, as are most hotels in Ashland Oregon. You can also enjoy a complimentary breakfast each morning, which includes baked goods and fruit. Another thing that we love from Lithia Springs Resort is the afternoon tea. Sip on a cup of incomparable warmth, while letting yourself immersed in Ashland’s endless charm.
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Flagship Inn of Ashland
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You must be very brave to call your inn a ‘flagship’. However, it looks like the Flagship Inn of Ashland truly deserves that claim. Sitting right along Siskiyou Boulevard, this is one of the motels in Ashland Oregon that offers the perfect location. It’s only a five-minute walk to Southern Oregon University and a three-minute drive to the downtown area, home of the world-famous Oregon Shakespeare Festival.
The Flagship Inn is definitely not a Marriott or Hilton, but its homey atmosphere will make you feel cozy. Their rooms come with floral decor, which adds to the cheerful mood. Air conditioning is provided to ensure you rest comfortably in the best temperature. Get your daily dose of caffeine with a coffee maker. And for those who need to stay productive, there’s also a work desk here. In case you need something from the online world, feel relieved that, like most hotels in Ashland Oregon, WiFi is accessible for free in all areas.
A continental and buffet breakfast is available in the hotel’s dining area every morning. But if you’re in the mood for something else, we highly recommend La Casa del Pueblo. This is a restaurant on the premise of the Flagship Inn that offers some of the best cocktails and Mexican cuisine in Ashland. Some of the highlights here include the quesadilla and taco, which are absolutely a must-try.
Like most motels in Ashland Oregon, Flagship Inn offers easy access to some of the best recreational activities in Southern Oregon. A five-minute drive from here’s the Mount Ashland Ski Area, which offers some exciting slopes to explore. Show your room receipt and you’ll get a special discount for the packages offered. Awesome!
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Comfort Inn & Suites Ashland
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Get a great night’s rest at the Comfort Inn & Suites in Ashland, a three-star hotel located close to Southern Oregon University. Easily accessible from Interstate 5, the property is minutes from numerous skiing, shopping, and entertainment venues. It will be your perfect home while in Ashland, whether you come for business or leisure.
Each room at the Comfort Inn & Suites Ashland comes with air conditioning and an e suite bathroom. All are decorated in light colors and wood furnishings, creating a warm, welcoming atmosphere. Enjoy some quality in-room entertainment via the provided flat-screen cable TV. If you need to do something productive, feel free to use the desk. And just like most of the best hotels in Ashland Oregon, the entire area is covered by free WiFi.
Enjoy a hearty and delicious breakfast in the dining area of Comfort Inn & Suites Ashland every morning. They usually serve continental and American dishes here. Once you are done with your meal, you can have some relaxing moments in the on-site hot tub or work out some sweat at the hotel fitness center.
Discover how fascinating the Ashland culture and people are. About three miles from here’s the downtown area, where you can find some charming local shops, character restaurants, and shopping venues. This neighborhood also hosts the Shakespeare Theater, home of the famous Oregon Shakespeare Festival.
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Stratford Inn
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Been around for 39 years, the Stratford Inn is one of the favorite hotels in Ashland. While this isn’t the most luxurious, we can see why it is widely considered one of the city’s most beloved accommodations. Its located within a five-minute walk from the downtown area, which makes it the perfect place to experience the warm hospitality and love of the local community.
Enjoy a great night’s rest and wake up feeling refreshed, as the rooms at Stratford Inn come with air conditioning and soft mattresses. For a quick warm espresso, there’s a coffee machine at your disposal. A microwave is also provided in case you’re craving for an instant warm meal or snack. For those who travel with family, we recommend choosing rooms that feature kitchenettes. You may ask about availability from local staff in advance.
No matter what time of day you arrive in Ashland, the hotel’s 24-hour front desk will always be ready to welcome you. They can also help with laundry services, BBQ facilities, and access to the fitness center. Bibliophiles, make sure not to miss the hotel’s library. You can spend your whole day lounging here, reading one of Shakespeare’s great plays.
Less than a mile from here is the main venue for the Oregon Shakespeare Festival, an annual event that regularly attracts tens of thousands of tourists. But if you’re interested in tasting some local delicacy, a 23-minute drive will take you to the Rogue Valley Wineries. Join one of the tours to see the local winemaking process and get a chance to taste a glass, right in the place of its birth!
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Ashland Springs Hotel
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Get yourself an experience like no other at Ashland Springs Hotel. Dating back to 1925, this historical inn offers a quaint setting in the charming town of Ashland. Marketed as an oasis of elegance, this is a four-star accommodation decorated in a European-inspired style, something you rarely find in other hotels in Ashland Oregon.
Experience the wonders of nature and the natural warmth of mineral hot springs nearby, as the Ashland Springs Hotel is nestled in the Rogue River Valley. If you’re visiting around September, get the chance to witness the incredible hubbub called the Oregon Shakespeare Festival. It’s a celebration of Shakespeare’s masterpieces, perhaps one of the largest in the state, with three stages and no less than ten shows.
When it comes to the rooms, Ashland Springs Hotel carries a classic Victorian-inspired style with a predominantly cream color. It blends well with matching patterned plush linens. Open your eyes to a flood of sunshine, thanks to the oversized windows featured here. On top of that, you’ll also get a flat-screen cable TV and an en-suite bathroom. And as with most motels in Ashland Oregon, WiFi access is free in all areas.
Of all the great attractions nearby, one we recommend is the rafting adventure at Noah’s River Adventures. Only a five-minute walk from the hotel, this place offers a variety of exciting recreational activities along the Rogue River. This is definitely a must-try, especially for those traveling with family. Capture all those fun moments, but make sure to bring a camera that can withstand extreme conditions, as you’ll get wet a lot. Try checking out some of our recommendations for the 13 best waterproof cameras under 200.
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Winchester Inn
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If you’re coming to Ashland specifically for the Oregon Shakespeare Festival, then this is the perfect place to stay. The Winchester Inn just within steps away from the main venue for the famous annual celebration of Shakespeare’s work. Guests can also have some great time at the hotel, as they also provide an on-site bar, restaurant, and outdoor patio.
The rooms at the Winchester Inn are far from disappointing. The presence of an air conditioner will ensure a quiet rest time, without being disturbed by the summer heat. Let your body fall asleep in excellent comfort, as the hotel provides down feather beds, pillows, and a comforter. If you need to welcome guests or friends, book a room with a seating area. And just like most hotels in Ashland Oregon, there’s a private bathroom with free toiletries.
One more thing that makes us fall in love with Winchester Inn is the breakfast. Start your day with a two-course gourmet, guaranteed for a great dining experience in Ashland. And even better, you don’t have to pay any additional fees! As for your daily dose of caffeine, the hotel also provides a coffee bar.
Some of the city’s notable attractions, such as the Oregon Cabaret Theater, Ashland Library, and Lithia Park, are located less than a mile from the hotel. But if you’re fancy an eighteen-hole game, about a four-hour drive from here’s the Oak Knoll Golf Course. We know it’s quite a distance, but rest assured that it will be worth it. After all, it’s not like every day you have the opportunity to play on an international level golf course, right?
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Timbers Motel
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It’s always great to know that a hotel provides a swimming pool. This means you can still enjoy the water, even if it’s too chilly outside. Therefore, we are quite happy to know that the Timbers Motel has an outdoor pool. This downtown Ashland property also offers free wireless internet access throughout the room and a daily breakfast with a continental menu.
If that’s not enough to whet your appetite, release your inner-chef as Timbers Motel has rooms with kitchenettes. Apart from that, you’ll get some essentials like a flat-screen TV with cable channels and a coffee maker. While this isn’t the most luxurious you can get, we really appreciate that the guest rooms here come with white linens and wood furnishings. It really helps add to the mood and makes everything feels cleaner and fresher.
In case you need anything else, Timbers Motels’ 24-hour front desk will be ready to assist. Just like most motels in Ashland Oregon, they can arrange some interesting outdoor activities, such as hiking, camping, etc. One that we recommend is the Rogue River Scenic Float. For no less than five hours, this trip will take you to discover the most scenic views along the Rogue. Enjoy the cool waters in the hot sun, while admiring some of the surroundings incredible wildlife.
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Recommended Restaurants/Bars in Ashland, Oregon:
- Smithfields – Serving appetizing meat-centric dishes, it’s easy to see why this dining establishment is so busy every day. You should definitely try their incredible char-grilled hanger steak and cider-braised pork belly, which is second to none. Unless you like waiting in long lines, it is highly recommended to book a place in advance.
- Amuse – It’s almost difficult to find a French bistro in Ashland, but that doesn’t mean it doesn’t exist. Here you can enjoy a range of French-inspired menus such as truffle-roasted game hen and pan-seared scallops. Be patient until dessert and you’ll be treated to the star of the show, namely the chocolate-truffle cake. Reserving a place is mandatory here.
- Greenleaf – It always feels great to be able to eat while maintaining a healthy environment. That’s why we always value a restaurant that focuses on sustainable ingredients like this. For vegans and vegetarians who happen to be in Ashland, this is heaven.
Recommended Activities in Ashland, Oregon:
- Glide Through History – Segway Tour – Explore the historic corners of Ashland in the most unique way, on a segway! Find interesting stories behind buildings or places from the past, accompanied by an experienced and charismatic guide. Witness and experience first-hand how friendly the people of Ashland are, on this two and a half hour tour.
- Rogue River All Day – Join four or five other river enthusiasts on an exciting journey along the Rogue. Find some pretty angles that are rarely captured in travel brochures. Get some interesting insights from an experienced guide who will be with you for no less than six hours!
- Ashland Scavenger Hunt Walking Tour – Have a memorable experience, as you complete a scavenger hunt and trivia game while exploring corners of Ashland’s history. Enjoy the architecture, learn about history, and experience the culture of this charming town. The tour ends at the Downtown Plaza, a historic district that will reveal many of the reasons Ashland is on the map.