1# Most popular
Best Western Windsor Inn
$84
Skip to main content
![Lithia Springs Resort - Ashland - Building]()
![Bayberry Inn - Ashland - Building]()
![Arden Forest Inn - Ashland - Building]()
![Country Willows Inn - Ashland - Building]()
![Winchester Inn - Ashland - Building]()
![Ashland Hills Hotel & Suites - Ashland - Bedroom]()
![Abigail's Bed and Breakfast Inn - Ashland - Building]()
![Best Western Windsor Inn - Ashland - Building]()
![Mccall House Bed And Breakfast - Ashland - Building]()
![Peerless Hotel & Restaurant - Ashland - Building]()
![Palm Hotel - Ashland - Bedroom]()
![Green Springs Inn & Cabins - Ashland - Bedroom]()
![Comfort Inn & Suites - Ashland - Bedroom]()
![Holiday Inn Express & Suites Ashland - Ashland - Building]()
![Pelton Vacation Rental - Ashland - Building]()
![Ashland Springs Hotel - Ashland - Building]()
![Plaza Inn & Suites at Ashland Creek - Ashland - Lobby]()
![The Bard's Inn - Ashland - Building]()
![Stratford Inn - Ashland - Building]()
Good to know
| Low Season | January |
|---|---|
| High Season | September |
| Average price (weeknight): | $95 |
| Average price (weekend night): | $108 |
cheapest month to stay
23%
expected price decrease
most expensive time to stay
82%
expected price increase
(avg. price over the last 2 weeks)
Sun - Thu
(weeknight)
(avg. price over the last 2 weeks)
Fri & Sat
(weekend night)
How Much Does a Hotel in Ashland Cost?
_S-image.jpg?width=100&height=82&xhint=702&yhint=1159&crop=true)
Best prices found by KAYAK users in the past 24 hours.
When to Book a Hotel in Ashland
Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price
FAQs when booking a Hotel in Ashland
How much is a cheap hotel in Ashland?
KAYAK users have found double rooms in Ashland for as cheap as $58 in the last 3 days. The average price is $184.
How much is a hotel in Ashland for tonight?
In the last 72 hours, users have found Ashland hotels for tonight for as low as $60. Users have also found 3-star hotels from $87 and 4-star hotels from $196.
How much is a hotel in Ashland for this weekend?
In the last 72 hours, users have found Ashland hotels for this weekend for as low as $60 per night. Users have also found 3-star hotels from $94 and 4-star hotels from $196.
How can I find hotels near me?
Take a look at our extensive hotel Heatmaps to find the best hotels near you.
Where to stay in Ashland?
Our Heatmaps tool will help you find the perfect place to stay in Ashland by showing you how close hotel options are to major activities
Best Ashland Hotels
Show all
1
$174+
Overview
Reviews
When you stay at Lithia Springs Resort in Ashland, you'll be within a 10-minute drive of Allen Elizabethan Theatre and Angus Bowmer Theatre. Featured amenities include complimentary newspapers in the lobby, dry cleaning/laundry services, and multilingual staff. Free self parking is available onsite.
10.0 Excellent
Pros: Lithia Springs is a wonderful place to stay in Ashland, The rooms are large and comfortable, the staff is pleasant and attentive. As a bonus, the food is excellent! I cannot get enough of their scones. After a very stressful weeks, this is just what we needed to relax and unwind, a world apart from the chain hotels. Best time to visit is during spring through fall when you can enjoy the beauty of their gardens. Highly recommend it.
2
$218+
Overview
When you stay at Bayberry Inn in Ashland, you'll be in a shopping district, within a 5-minute drive of Allen Elizabethan Theatre and Angus Bowmer Theatre. Featured amenities include a computer station, express check-out, and complimentary newspapers in the lobby. Free self parking is available onsite.
3
$152+
Overview
Arden Forest Inn is a comfortable setting while visiting Ashland and is close to everything the area has to offer. It also offers free Wi-Fi, a sun deck and a heated pool. The bed & breakfast provides comfortable accommodation, in addition to snow sports, a terrace and a concierge. Guests are able to enjoy a book in the on-site library. There are 5 rooms at Arden Forest Inn, each offering all the necessities to ensure a comfortable stay. Local attractions close to Arden Forest Inn include Ashland Masonic Lodge Building, IOOF Building and Lithia Springs Hotel. Southern Oregon University is a brief drive away.
-510924.jpg?width=243&height=175&crop=true)
4
$183+
Overview
With a stay at Country Willows Inn in Ashland, you'll be within a 10-minute drive of Schneider Museum of Art and Southern Oregon University. Free self parking is available onsite.
Overview
With a stay at Iris Inn in Ashland, you'll be within a 5-minute drive of Allen Elizabethan Theatre and Angus Bowmer Theatre. Featured amenities include complimentary newspapers in the lobby and coffee/tea in a common area. Free self parking is available onsite.
6
$233+
Overview
Located in Ashland, Winchester Inn is within a 5-minute drive of Oregon Cabaret Theatre and Ashland Library. Featured amenities include complimentary newspapers in the lobby and luggage storage. Free self parking is available onsite.
7
$106+
Overview
Reviews
When you stay at Ashland Hills Hotel & Suites in Ashland, you'll be near ski lifts, within a 5-minute drive of ScienceWorks Hands-On Museum and Schneider Museum of Art. Featured amenities include a business center, complimentary newspapers in the lobby, and dry cleaning/laundry services. Planning an event in Ashland? This hotel has facilities measuring 10900 square feet (1013 square meters), including a conference center. Free self parking is available onsite.
10.0 Excellent
Pros: We stayed in a king suite and the room was very spacious. The bed was comfortable. The entire property was clean and service was friendly.
10.0 Excellent
Pros: It was a very reasonably priced and comfortable stay.
10.0 Excellent
Pros: Clean, comfortable, friendly.
5.1 Okay
Pros: Nice beds - very clean & beautiful decor
Cons: Luna -the restaurant attached to the hotel. WAY overpriced for cafeteria style food. The Cesar salad with chicken was awful! Gamey leftover tasting bird, weak lettuce with bottled dressing, It was about $13. The tiny salmon portion was ok - but for $23!!! And 1 side order which was - burnt, salty, mixed vegetables. Overall - $50+ dinner, but not even worth $10.....
Disappointment with a side of regret is what we were served.
10.0 Excellent
Pros: We stayed at this hotel while we were checking our daughter into her college dorm. The staff were very friendly and helpful, the grounds were clean and beautiful, the pool was thoroughly enjoyed, and the dog friendly atmosphere was much appreciated. We will certainly stay again when visiting our daughter.
Cons: I would like to see more protein options offered for breakfast. Either scrambled eggs, or sausage. My children loved the pancake machine!
10.0 Excellent
Pros: Decor
Cons: The dining room was too far away from our room
8.2 Excellent
Pros: Great beds here! Room was clean, modern & efficient.
8.2 Excellent
Pros: Quiet and clean.
Friendly staff
Surrounded by beautiful mountains.
Cons: Poor lighting. Could add some healthier selections for breakfast.
10.0 Excellent
Pros: Spacious mini suite with very comfy bed. Great view of the beautiful hills. Friendly staff
10.0 Excellent
Pros: The front desk was so helpful and attentive. We loved the staff member Sonya who helped us get settled in.
Cons: That continental breakfast didn't start until 7- We had to leave at 6 am! Oh well. If we hadn't been forced to, we would have loved to sleep in and eat breakfast at a normal hour!
10.0 Excellent
Pros: This is one of my favorite hotels. The suites are spacious, clean, and comfortable and perfect for families traveling with kids. The hotel has been getting a great remodeling. Even before that, we loved this place. The staff is friendly and goes over and above regularly. My kids love staying here, always enjoy the pool, the facilities are clean, and the staff are very attentive.
10.0 Excellent
Pros: The room was very clean and the appearance of the facility was very nice. Lots of parking to accommodate the trailer full of animals.
8
$157+
Overview
A stay at Abigail’s Bed & Breakfast Inn places you in the heart of Ashland, within a 5-minute drive of Allen Elizabethan Theatre and Angus Bowmer Theatre. Featured amenities include a computer station, a library, and coffee/tea in a common area. Free self parking is available onsite.
9
$104+
Overview
Reviews
Stay at this Ashland, Oregon hotel offering convenient access to the Shakespeare Festival, Southern Oregon University and the Mount Ashland Ski Resort. Conveniently located right off the Interstate 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 features cable television and high-speed internet access for guests' convenience. Enjoy an array of amenities including a delicious complimentary full breakfast, the largest outdoor swimming pool in Southern Oregon, year-round outdoor hot tub, exercise facility and limited business services. Pets are welcome! The Best Western Windsor Inn is only about a 10 minute drive from downtown Ashland, which offers a variety of shops and restaurants. The Best Western Windsor Inn is the perfect way to enjoy a quiet and relaxing stay in Ashland. We are far enough away from the hustle and bustle of Ashland’s downtown area-but still conveniently located to the best Ashland has to offer. Relax outside among our rose gardens and enjoy the views of the surrounding Ashland Hills and the Siskiyou mountains. See a Shakespearean play at the Oregon Shakespeare Festival, the largest rotating repertoire theater, or spend the afternoon at Lithia Park walking the many trails. During the summer months enjoy rafting down the Rogue River, while in the winter Mt. Ashland offers fantastic skiing. Other nearby attractions includes Southern Oregon University, Emigrant Lake and historic Jacksonville, Oregon. The friendly, helpful staff at the Best Western Windsor Inn is ready to ensure a fun-filled memorable stay in Ashland, Oregon. Make a reservation today and save! Enjoy your stay.
8.0 Excellent
Pros: Friendly front desk
clean
enough parking space
quick check-out
10.0 Excellent
Pros: The room was large and very comfortable. The staff was very professional and a joy to talk to or get answers. The breakfast area was clean and has a large variety of foods, hot and cold. I now have this motel on my speed dial.
10.0 Excellent
Pros: We stay here every year when visiting the Oregon Shakespeare Festival. Always a good experience
10.0 Excellent
Pros: The desk staff helped with my tourist questions of local points of interest. Outdoor pool with hot tub, self-serve breakfast bar, workout room, 45-channel Cable TV with HBO, 3-meal restaurant next door, coin washer/drier available, plenty of parking for cars.
8.2 Excellent
Pros: Good motel with many service, and a great staff. The bathrooms are clean, with great beds. Quiet.
Cons: Rates are elevated, like all Ashland motels. Carpeting needs cleaning.
10.0 Excellent
Pros: Beautiful King room, high ceiling and great jacuzzi tub. Clean room, keurig, seating, desk and fridge. No complaints.
10
$196+
Overview
A stay at McCall House Bed and Breakfast places you in the heart of Ashland, within a 5-minute drive of Allen Elizabethan Theatre and Angus Bowmer Theatre. Featured amenities include a business center, complimentary newspapers in the lobby, and multilingual staff. Free self parking is available onsite.
11
$203+
Overview
Located in Ashland, Peerless Hotel & Restaurant is in the historical district, within a 5-minute drive of Allen Elizabethan Theatre and Angus Bowmer Theatre. Featured amenities include complimentary newspapers in the lobby, luggage storage, and a library. Planning an event in Ashland? This inn has 425 square feet (39 square meters) of space consisting of conference space and a meeting room. Free self parking is available onsite.
12
$104+
Overview
Reviews
We’re crazy enough to believe that we’ve built a hotel with you in mind from day one. Let’s find you the perfect room, at the perfect price, for your next trip to Ashland, Oregon.
10.0 Excellent
Pros: Very quaint, comfortable and super clean. The staff was amazing, so friendly. Great pool. They turned an old motel into a wonderful “boutique “ motel! We highly recommend!
13
$100+
Overview
Reviews
With a stay at Green Springs Inn & Cabins in Ashland, you'll be in the mountains, and 10.3 mi (16.5 km) from Howard Prairie Lake and 14.3 mi (23 km) from Emigrant Lake. Free self parking is available onsite.
10.0 Excellent
Pros: Everything was amazing.
14
$82+
Overview
Reviews
Behind every great day is a great night at the Comfort Inn and Suites in Ashland, OR, conveniently located near the Oregon Shakespeare Festival. We are near Lithia Park and a short drive from Mt. Ashland Ski Area. Enjoy amenities like a full breakfast, free WiFi, a business center, heated pool and more. Rooms include coffee makers, desks, hair dryers, irons, ironing boards and more. Earn rewards with every stay with our Choice Privileges Rewards program. Pets are allowed. The pet accommodation is 12.00 USD per night per pet. The maximum limit is 3 pets per room.
10.0 Excellent
Pros: What could have just as easily been a nothing-stay, undertaken solely to avoid driving through the mountain pass during snow, turned out to be a surprising delight. Very warm staff, real care towards my comfort and ability to use the facilities, and the flexibility to accommodate my very late arrival make this a strong, earnest-5-star review.
15
$160+
Overview
Reviews
Explore Lovely Ashland, Oregon from Hotel's LocationHome to the well-known Oregon Shakespeare Festival, the city of Ashland provides visitors with a variety of cultural, culinary and outdoor experiences, and the Holiday Inn Express® Hotel Ashland offers guests the perfect starting point to explore this visually stunning and culturally rich area.The hotel's location in Ashland, Oregon means guests are can easily enjoy the many art galleries, boutiques and the many excellent restaurants in downtown Ashland. Make sure you spend a day or two outdoors exploring scenic Lithia Park or go hiking or skiing at Mt. Ashland. The Pacific Crest Trail winds right by Ashland. White-water rafting and mountain biking opportunities abound. Adults enjoy visiting the numerous local vineyards, where delicious local wines are created. And the Oregon Shakespeare Festival provides world-class theater from February to November, including many original and non-Shakespearean productions.Business guests looking for a convenient Ashland hotel appreciate our location near local companies and Southern Oregon University. Medford, OR is just 12 miles away.As the hotel's guest in Ashland, Oregon, you can enjoy free high-speed, wireless Internet access throughout the hotel, as well as the complimentary, hot Express Start Breakfast Bar, served each morning. You can also use the indoor pool, the whirlpool and on-site Fitness Center to unwind. We hope to see you soon!
8.5 Excellent
Pros: I loved that the hotel had a pool. My kids played in there for hours. I also liked that they had free breakfast.
Cons: The carpet freshener in the hallway was pretty strong. Other than that I have no complaints.
10.0 Excellent
Pros: Clean and modern, well stocked room. Good full breakfast
Cons: Don't book with a third party, book with Holiday in Express website.
We couldn't make changes at the front desk, like apply a triple a discount.
9.6 Excellent
Pros: Clean and comfortable. All the HI Express hotels I have stayed at have always been clean and comfortable. I don't wonder what I am getting which is very nice when you have not been to the town before.
Cons: Wasn't so wild about the eating area. Area was clean and food was good, it just was a little cramped for getting around.
It was a bit more expensive than I was planning on.
16
$106+
Overview
A stay at Pelton Vacation Rental places you in the heart of Ashland, within a 5-minute drive of Allen Elizabethan Theatre and Angus Bowmer Theatre. Featured amenities include express check-in, express check-out, and multilingual staff. Free self parking is available onsite.
Best Ashland Hotels near New Theater
Show all_S-image.jpg?width=243&height=175&xhint=702&yhint=1159&crop=true)
1
$151+
Overview
Reviews
A stay at Ashland Springs Hotel places you in the heart of Ashland, within a 5-minute drive of Oregon Cabaret Theatre and Ashland Library. Featured amenities include a business center, express check-out, and complimentary newspapers in the lobby. Planning an event in Ashland? This hotel has facilities measuring 5700 square feet (530 square meters), including a conference center. Free self parking is available onsite.
8.5 Excellent
Cons: Bathroom awkwardly designef
8.0 Excellent
Pros: The old style charm of the hotel fresh local flowers and views of the city. Location can't be beat for Oregon Shakespeare festival breakfast in the morning. Harp and flute music in the lobby
Cons: Nothing everything was good
6.8 Good
Pros: Clean. Nice building
Cons: Stayed here 2 of 4 nights. Elevator out both nights and we were on the 8th floor. Many "unique" Ashlandians out in the dark parking lot at night.
8.2 Excellent
Pros: Clean room, respectful to time period of the hotel. Tiny room but quiet. Staff very friendly and helpful. Tallest building in Ashland at 9 stories. Seriously within strolling distance of anything downtown
Cons: Small room. AC didn't want to kick in, propped up window the full 6 inches that was allowed.
10.0 Excellent
Pros: Our room was clean and comfortable! Hotel has a Victorian charm and sits in middle of downtown! People were very nice and friendly and we loved the location, walking distance to Starbucks and many great shops and parks! Loved it!
5.7 Okay
Pros: The building itself was beautiful and the location was great. Breakfast was decent.
Cons: The room itself was small and dingy. Not nearly as nice as I expected for the price tag.
10.0 Excellent
Pros: I liked the lobby with it's high ceiling fans, fireplace and spaciousness. I loved our room. The color scheme and furniture were beautiful. The vintage style bathroom was delightful. There were art deco touches with an excellent seating area. Quiet, lush surrounding. No children,we're running up and down the hallways which was a great relief.
Cons: I would prefer a darker ambiance in the dining room. I prefer a warmer color scheme with tables of dark wood and a sense of greater separation and privacy from other diners. I prefer a lush, velvety fabric perhaps with deco touches. It felt a bit coffee house style in a summery atmosphere which is nice but does not feel elegant to me. The bar counter was delightful.
10.0 Excellent
Pros: Super comfy bed. Cozy and quiet. Lavendar sache for bathtub. Location
2
$142+
Overview
Reviews
Plaza Inn and Suites. Nestled in the heart of the downtown Ashland area located along Ashland Creek sits this 91 room hotel. Three floors plus a creek-side level with surrounding views. Located in a quiet residential area only a short walk to the Plaza shopping, dining, theatres and Lithia Park.
10.0 Excellent
Pros: It's so rare to have a hotel experience these days in which it is evident that the hotel owner has paid attention to every detail. Everything was perfect with our room. Everything worked as it should and it was an absolute pleasure to stay there.
Cons: Nothing.
8.8 Excellent
Pros: We enjoyed how close the hotel wss top the Shakespeare Festival as well as restaurants and shopping. Rooms are well appointed and comfortable.
Cons: There were too many student group who were noisy in the halls after hours, oblivious to posted hour for using the spa, and pretty oblivious to other guests whenever food was being served.
The breakfast room, while lovely, has too many tables leaving little space for guests to move around and exterior doors that don't close properly creating cold drafts.
8.8 Excellent
Pros: This was my first stay and I was very impressed with the general surroundiings, location and courtesy of the staff. They even made transfer reservations for me to return to the airport. The breakfast was terrific with a few changes in menu each morning, and the ability to dine on the terrace, view the Creek and even make use of the hot tub was an added benefit
Cons: I truly would have given the place my wholehearted excellent rating, however . . . I phoned down the night before I left for a 2:30am wakeup call in order to make the first of three flights on time.
I NEVER RECEIVED THE CALL!
Having been a travel agent for many years, I can tell you that this is major crime for travelers! Upon checking at the front desk I was told that the young lady did write down the call info, however, she never entered it into the computer.
That said, people make mistakes, and otherwise I cannot say enough about the level of courtesy and helpfulness in the staffing.
8.0 Excellent
Pros: Great Room; bed/TV set up, couch/ TV/sink & mini fridge. We went as a couple but could easily see us coming as a family.
10.0 Excellent
Pros: Very clean, comfortable, and nice. Our king bed was very comfortable. Staff were helpful and friendly. Very nice! We will definitely stay again.
7.1 Good
Pros: Clean, friendly staff, price.
Cons: Breakfast buffet is terrible: boiled eggs as hard as bullets, scrambled eggs taste as if they were out of a box. Oatmeal was OK and the coffee was OK.
9.7 Excellent
Pros: easy access to downtown shopping and activities; staff was very knowledgeable about surrounding activities and more than willing to assist in helping to find directions etc. Room was extremely comfortable.
9.1 Excellent
Pros: Clean, comfortable room at a decent price (Cascade building). Decent breakfast too.
Cons: Appetizers in the evening were nothing to write home about. The parking is a little weird due to limited space between the creek and road.
6.8 Good
Pros: The facilities were well appointed and comfortable.
Cons: The workout room equipment is quite old, the breakfast was poor, with limited protein choices and fresh fruit, and parking is very tight
9.4 Excellent
Pros: Walking distance to downtown with plenty of parking.
3
$116+
Overview
Reviews
With a stay at The Bard's Inn in Ashland, you'll be within a 5-minute drive of Allen Elizabethan Theatre and Angus Bowmer Theatre. Featured amenities include a 24-hour business center, complimentary newspapers in the lobby, and a 24-hour front desk. Free self parking is available onsite.
10.0 Excellent
Pros: Quiet, close to restaurants, staff, jacuzzi tub.
Cons: Needs more large towels near jacuzzi tubs and rugs?
-image.jpg?width=243&height=175&crop=true)
4
$151+
Overview
Reviews
When you stay at Stratford Inn in Ashland, you'll be in a shopping district, within a 5-minute drive of Ashland Library and Southern Oregon University. Featured amenities include a 24-hour business center, a 24-hour front desk, and luggage storage. Free self parking is available onsite.
9.7 Excellent
Pros: Perfect location, quiet, clean, amazing complementary breakfast and free washers and dryers!
Cons: Only downside is pool wasn't heated so it was too cold to swim
8.8 Excellent
Pros: We booked this room last minute at the Internet rate so were prepared for bare bones accommodations. We were pleasantly surprised! Beds were comfortable, room was quite clean. We had a room on the second floor (street level) facing a busy street and were not bothered by traffic noise at all. Coffee shop in the building served excellent strong coffee. Free continental breakfast was actually good! It was about a 5 minute walk to the downtown strip and less than 10 minutes to the theatre square. There was a nice looking pool and hot tub that we didn't use but many were enjoying