Best Western Windsor Inn

2-star hotel Excellent 2520 Ashland St, Ashland, OR, 97520
Best Western Windsor Inn

About Best Western Windsor Inn

Offering English Tudor-style architecture, Best Western Windsor Inn is located in Ashland, Oregon. An outdoor swimming pool, a fitness center, and free WiFi access are featured here. Oregon Shakespeare Festival is within 10 minutes' drive. The contemporary rooms at this hotel come with a cable TV, a refrigerator, and a coffee machine. Air conditioning and a private bathroom with free toiletries and a bath or shower are also included. A hot tub, colorful rose gardens and a business center are some of the additional facilities available here. Best Western Windsor is 16 mi from Medford, and 36 mi from Yreka. Rogue Valley Airport is 17 mi away.

Amenities

  • 24-hour front desk
  • Meeting space
  • Fitness center
  • Café / coffee shop
  • Business center
  • Express check-in / check-out
  • Dry cleaning
  • Self-service laundry
  • Full kitchen / kitchenette
  • In-room refrigerator
  • In-room microwave
  • Pool
  • Spa / sauna
  • Pet friendly
  • Wheelchair accessible
  • Public transit access
  • Smoke-free property
  • Air conditioning
  • Elevator
  • In-room safe

Reviews

4.3 / 5
Excellent 1096 reviews

The hotel generally receives positive reviews for its cleanliness, comfortable beds, and helpful staff, particularly Ryan at the front desk. The breakfast is also frequently praised, although some guests find it basic. The location is appreciated for its convenience to the freeway and local attractions. However, some guests find the rooms overpriced and outdated, with a few mentioning issues such as musty smells, dark rooms, and noisy environments.

What guests liked
  • Helpful and friendly staff, especially Ryan at the front desk
  • Clean and comfortable rooms with good beds
What could be better
  • Some guests find the rooms overpriced and outdated
  • Issues with noise, musty smells, and dark rooms in some instances
  • Maha Jun 2026 · via expedia
    5/5

    Clean, friendly staff and convenient parking in front of the door.

  • TRINA Jun 2026 · via hotels.com
    4/5

    Well maintained older travel lodge. Room is adequate but dated. Breakfast was good. Hotel is off interstate and but from downtown.

  • Susan Jun 2026 · via booking
    5/5

    The room was nice and...

  • Gluck Jun 2026 · via booking
    4/5

    Very good

  • Zeke Jun 2026 · via expedia
    5/5

    The outdoor pool was a great feature and provided a relaxing place to unwind after a busy day. It was clean, well-kept, and easily accessible. Breakfast exceeded our expectations with a good variety of fresh and tasty options available each morning. What truly stood out was the attention to detail and the commitment to guest satisfaction. From check-in to check-out, everything was smooth and enjoyable. The combination of excellent service, clean accommodations, great amenities, and a quality breakfast made this a memorable experience. We would gladly stay here again and highly recommend it to other travelers looking for a comfortable and enjoyable stay. El Paraíso is around the corner and is really good!

  • Angela Jun 2026 · via expedia
    4/5

    Great place

  • Silvia Jun 2026 · via booking
    4.5/5

    Superb

  • Clara Jun 2026 · via expedia
    5/5

    The room was very cleaned, the premises were closed to restaurants and the freeway.

  • Jimmy Jun 2026 · via expedia
    5/5

    The staff is extremely helpful and friendly. My room was spacious and comfortable. I enjoyed the breakfast. The location is very convenient, right off I-5 and 10 minutes from downtown. I ate dinner in the restaurant next door twice and enjoyed the meal both times. I will definitely stay here again!!

  • Bryan Jun 2026 · via expedia
    5/5

    Beautiful place! Friendly staff too! Would stay here again.

  • Mary Jun 2026 · via expedia
    3/5

    The room was very dark and had an exposed light switch. One of the mattresses was worn down so that there was a groove in it.

  • Kali Jun 2026 · via expedia
    5/5

    The hotel had a nice set up and was in a convenient area. The person working at the front desk was very kind and quickly got me another key card when I had just checked in and immediately locked my key in the room. If I ever find myself back in Ashland I’ll for sure be staying here again!

  • Nancy Jun 2026 · via expedia
    4/5

    3 miles outside of town, next to the interstate. Not terribly convenient to in-town events, but fine for regional recreation. They have one of the most minimal breakfasts I have ever seen in a hotel like this. Rooms were a bit dated, but clean. pillows and beds comfortable. Towels quite thin, but plentiful.

  • Thomas Jun 2026 · via booking
    4/5

    Location, decently appointed and stocked rooms, breakfast The section I was in was a bit noisy; one could hear every time the neighbor used water. The TV service was useless, pixelating constantly when it worked at all. But I wasn’t there to watch TV.

  • Richard Jun 2026 · via hotels.com
    5/5

    While the decor might seem a little dated, everything about our stay was exceptional. The room was comfortable and functional ( double sinks!) and little things like a working bathroom fan add up to a nice experience. The giant outdoor hot tub with a view of the mountains was a relaxing way to end the day.

  • Matthew Jun 2026 · via expedia
    4/5

    Everything was nice, but the continental breakfast was not availabe.

  • Thanh May 2026 · via booking
    4.5/5

    Professional, funny staff. Top!! No more microwave in room.

  • Thanh May 2026 · via priceline
    4.5/5

    Professional, funny staff. Top!! No more microwave in room.

  • Megan May 2026 · via priceline
    4/5

    Great breakfasts, comfortable room

  • Megan May 2026 · via booking
    4/5

    Great breakfasts, comfortable room

  • Melissa May 2026 · via priceline
    3/5

    Have stayed there before. Can take dogs. Breakfast and pool ( although didn’t use this time) Ants in room and bathroom. Broken -leaky iron

  • Melissa May 2026 · via booking
    3/5

    Have stayed there before. Can take dogs. Breakfast and pool ( although didn’t use this time) Ants in room and bathroom. Broken -leaky iron

  • Elena May 2026 · via booking
    5/5

    Friendly, speedy service. Very clean and beautiful place to stay Nothing

  • Elena May 2026 · via priceline
    5/5

    Nothing

  • Joseph May 2026 · via expedia
    5/5

    Great staff

  • Dan May 2026 · via booking
    5/5

    Exceptional

  • Charlotte May 2026 · via hotels.com
    5/5

    The room was clean and comfortable. Parking is free. The breakfast was great. It’s right off the freeway. I have nothing bad to say but wonderful things.

  • Robert May 2026 · via priceline
    4.5/5

    N/A

  • Sherry May 2026 · via expedia
    5/5

    The staff were perfect. When they were advised we had two worn out service dogs (we had been on the road 13 hours) they pointed out the very suitable doggy relief areas and provided a ground floor suite as requested. Nice big room, comfortable with large sitting area and a comfy big bed. As we were in transit, we did not have an opportunity to check out the other amenities. Though it is not a new building, that is part of the charm. I give it 5 stars!

  • Sophie May 2026 · via priceline
    5/5

    Great location comfortable for two adults and our dog. Breakfast is wonderful. Zero complaints

  • Sophie May 2026 · via booking
    5/5

    Great location comfortable for two adults and our dog. Breakfast is wonderful. Zero complaints

  • Gauthaman May 2026 · via hotels.com
    5/5

    We had a wonderful stay at this hotel. The room was clean, comfortable, and well maintained, and the staff was friendly and welcoming throughout our visit. The overall atmosphere was relaxing, and our family truly enjoyed our time here. We would definitely stay again and highly recommend this hotel to others.

  • Eric May 2026 · via expedia
    4/5

    The room was clean and the people nice. It’s got a whole William Shakespeare theme going which kind of cheapens it but it could be an a plus if I was here for the festival.

  • slymoan May 2026 · via priceline
    4.5/5

    Its a hotel, nothing fancy but its clean and comfortable and gets the job done. There is a fantastic restaurant the Oak Tree Northwest Bar & Grill within walking distance which is a must see/experience establishment. Great food and drink at a very reasonable price. A little pricey for what you get.

  • Slymoan May 2026 · via booking
    4.5/5

    Its a hotel, nothing fancy but its clean and comfortable and gets the job done. There is a fantastic restaurant the Oak Tree Northwest Bar & Grill within walking distance which is a must see/experience establishment. Great food and drink at a very reasonable price. A little pricey for what you get.

  • Sharon May 2026 · via booking
    5/5

    The reception manager, Ryan, was charming, kind and patient. The room was clean and large. The jacuzzi was excellent, in short, it was perfect.

  • Brenda May 2026 · via booking
    4/5

    Very good

  • Sandra Apr 2026 · via expedia
    5/5

    Didn't use the pool due to weather. The breakfast was very good. Our room was clean.

  • Sandra Apr 2026 · via hotels.com
    4/5

    Gluten free options for breakfast would’ve been appreciated.

  • Jay Apr 2026 · via hotels.com
    4/5

    The room was clean and the pillows and bed were adequate. The chairs were not comfortable and the wrong height for the table. They have a lot of rules about dogs and per their paperwork will ask someone to leave if they receive 2 complaints about noise including a $100 fee.

  • Michelle Apr 2026 · via expedia
    5/5

    Clean quiet rooms and plenty of shops nearby

  • Woodrow Mar 2026 · via hotels.com
    5/5

    Room was great. Amazing value!

  • Todd Mar 2026 · via hotels.com
    5/5

    Clean bathrooms and room. Good breakfast

  • Vanita Mar 2026 · via expedia
    4/5

    Breakfast menu didn't have manybfruit options othe6than apples.

  • Matthew Mar 2026 · via expedia
    5/5

    The front desk staff is really helpful and responsive. Their pet friendly rooms are great value and are always impeccably clean. We stop here twice a year on our long road trips we like it so much.

  • Jeffrey Mar 2026 · via hotels.com
    5/5

    Clean room, helpful staff, great breakfast

  • Jacob Mar 2026 · via expedia
    4/5

    We has stayed here several times now and really enjoy this place. The staff is extremely friendly and the little extras they have are nice. Continental breakfast is fairly substantial and has a wide range of available items, more than most. The outside of the building is a little unique and attractive. The jacuzzi suites are very nice.

  • Guaicaipuro Mar 2026 · via expedia
    3/5

    Pet friendly

  • Robert Mar 2026 · via expedia
    5/5

    Quiet comfortable rooms

  • Holly Feb 2026 · via expedia
    5/5

    The staff is fantastic!!!

  • Sara Feb 2026 · via expedia
    4/5

    Stay was nice. Hotel was cool

  • Emmanuel Feb 2026 · via hotels.com
    5/5

    The room and everything at Windsor Inn was great.

  • Bruce Jan 2026 · via expedia
    5/5

    Front desk staff was excellent. Clean room, great pet rate.

  • Moises Jan 2026 · via expedia
    5/5

    Excelent and impeccable

  • Maximilian Dec 2025 · via expedia
    5/5

    Great pit stop. All worked well

  • Kathy Dec 2025 · via expedia
    3/5

    Sink wouldn't drain, shower was hot, then cold and then hot again.

  • Isaac Dec 2025 · via expedia
    5/5

    Staff was incredibly friendly, kept the room clean and assisted us with food recommendations.

  • Eric Dec 2025 · via expedia
    3/5

    Problem with heat in room. Nice otherwise

  • Gary Dec 2025 · via expedia
    5/5

    Clean. Good breakfast.

  • Makayla Dec 2025 · via expedia
    5/5

    Great service, easy check in and for what we got definitely worth the price. Love the breakfast : )

  • Noel Dec 2025 · via expedia
    5/5

    Friendly staff and very clean

  • Deborah Dec 2025 · via hotels.com
    4/5

    clean room, friendly staff, good ex room, fresh coffee available

  • Lynn Dec 2025 · via expedia
    5/5

    Friendly upon check in and our room was clean and sufficient.

  • Christina Dec 2025 · via hotels.com
    5/5

    Staff super friendly, pointed out restaurants nearby, the pet area and the pup package was a nice touch! Lots of space, rooms clean and easy space to relax in.

  • Janet Nov 2025 · via expedia
    4/5

    Location was convenient for traveling thru Ashland, but not so convenient if you wish to attend the Festival as you have to drive into town.

  • Michael Nov 2025 · via expedia
    5/5

    My only disappointment was the quality of the TV streaming. The network did not seem able to handle the data load so movies were often pixelated; rarely frozen, but happened. Also, the beds are the worst for anyone who has neck and back issues but that's pretty typical in the hospitality biz.

  • Gabe Nov 2025 · via hotels.com
    4/5

    We had a super easy check in and the breakfast was great each day!

  • meena Nov 2025 · via expedia
    5/5

  • Anna Nov 2025 · via expedia
    5/5

    Great Breakfast. Large Room. Comfy King Bed. Great location, Quiet. Just great.

  • Tessa Nov 2025 · via hotels.com
    3/5

    Room had funky smell to it mold maybe. Mattresses were pretty tore up could feel many lumps under what looked like two mattress covers. Towels were pretty thin had to call down for extras. No extra toilet paper had to call for that too. Check was great guy at desk was super nice and the two times I called desk they were super nice

  • Amy Nov 2025 · via expedia
    5/5

    Ryan, front desk, was very considerate. The room was clean and quiet. Bed was firm.

  • Theodore Nov 2025 · via hotels.com
    4/5

    In the room- comfortable and clean. A couple of things: flashing bulb over sinks needs replaced. Trash liners were on so tight that is was impossible to put trash down in the can. Nothing major- we enjoyed our stay.

  • James Nov 2025 · via expedia
    5/5

    The room is perfect and the staff was terrific in getting us oriented to the facility and getting us checked in.

  • David Oct 2025 · via expedia
    1/5

    Bathroom sink almost stopped up. Not one of 6 usb ports in the room was functional.

  • Ronald Oct 2025 · via expedia
    5/5

    Well cared for super clean

  • Gabriela Oct 2025 · via expedia
    5/5

    We really appreciated the free EV charger. It was a faster slow charger.

  • Peter Oct 2025 · via expedia
    5/5

    Clean, attentive staff, convenient stopping place as we travelled down I-5. EV charging on site a nice perk.

  • Gary Oct 2025 · via expedia
    4/5

    Very picturesque, large hotel, huge breakfast room, nice swimming pool, lots of parking, just off I5, the only downsides were no mini-fridge or microwave in the rooms,

  • Jorn Oct 2025 · via expedia
    5/5

    Good

  • Mark Oct 2025 · via expedia
    4/5

    Its ok

  • Jenni Oct 2025 · via expedia
    4/5

    Location very convenient, close to I5 and close enough to downtown

  • bruce Oct 2025 · via expedia
    5/5

    The room was clean and property very nice

  • John Oct 2025 · via expedia
    3/5

    This is a nice place to stay and we stay a couple times a year on our way through. This time we stayed in the executive suite with kitchen and living room. Nice space but they didn't supply any kichen towels, paper towels, or dish soap in the VERY sparsely equipped kitchen area.

  • Susan Oct 2025 · via expedia
    4/5

    The room was clean and spacious for me. The soap and shampoo products were both appreciated and good quality. The staff was very friendly. The continental breakfast had a nice variety. Good coffee. Value was decent.

  • Cathy Oct 2025 · via expedia
    5/5

    Staff were all so nice and helpful.

  • Reed Oct 2025 · via hotels.com
    5/5

    Great staff.

  • Douglas Sep 2025 · via expedia
    5/5

    Dog friendliest ever, complete with top sheet and biscuit for dog at check-in and two dog potty spots. 7 minutes drive from downtown Ashland and Saheksphere.

  • Katelyn Sep 2025 · via expedia
    4/5

    Great stay! Clean and quiet. Did not realize the doors are exterior facing as a solo traveler when I booked this, but I felt very safe.

  • Ann Sep 2025 · via expedia
    2/5

    The beds are horribly hard. Never found a comfortable position and didn’t get much sleep.

  • Nanci Sep 2025 · via expedia
    5/5

    Huge gym - pet friendly-thank you

  • Thomas Sep 2025 · via expedia
    5/5

    Very nice place, good location!

  • Susan Sep 2025 · via expedia
    5/5

    Front desk staff was very though and friendly. Appreciated the time he spent making sure I knew where my room was. Nice that I had a first floor room and parking was very close to room.

  • Jermaine Sep 2025 · via expedia
    5/5

    This is a great hotel, clean and nice. If you don't want to overspend in Ashland I highly recommend this place. I travel with dogs and it was very pet friendly as well.

  • Larysa Sep 2025 · via expedia
    5/5

    Very very good!!

  • Julia Sep 2025 · via expedia
    5/5

    Our stay was amazing in every way!

  • Eli Sep 2025 · via expedia
    5/5

    Great place!

  • David Sep 2025 · via expedia
    4/5

    Parking was a bit limited. We got the last spot on one occasion and it was really tight. It was nice but not top notch.

  • David Aug 2025 · via expedia
    5/5

    Great service at the front desk. Nice place. Enjoyed the hot tub.

  • Derk Aug 2025 · via expedia
    5/5

    The pool and hot tub were great. The breakfast was very good

  • Anthony Aug 2025 · via expedia
    5/5

    Our favorite place to stay in Ashland. Convenient location and great service!

  • Stephen Aug 2025 · via expedia
    1/5

    P.S. I took pictures, but can't upload them here. Bummer. But I saved you the shock of how gross it was, so you're welcome.

  • Verified Aug 2025 · via hotels.com
    5/5

    Clean rooms, friendly service.

  • Pam Aug 2025 · via expedia
    3/5

    Average property. Staff was friendly.

  • Carl Aug 2025 · via expedia
    5/5

    All good! Receptionist was very friendly and helpful.

  • Robert Aug 2025 · via expedia
    4/5

    Very nice breakfast

  • David Aug 2025 · via hotels.com
    5/5

    Bed was a little hard. Everythi g else was nice. Quiet hotel.

  • Leeann Aug 2025 · via expedia
    5/5

    The staff helped us so much. Maria and Anna were wonderful.

  • Simon Aug 2025 · via hotels.com
    5/5

    Our kids loved the pool

  • Robert Aug 2025 · via hotels.com
    5/5

    Stopping on our way back to crazy California. Very pleasant stay. Immaculate care of the facility. Immaculate cleanliness of the room and accoutrements. Great staff. Great breakfast, and, wait for it, the best coffee I’ve had besides my own roasts and brews.

  • Mark Aug 2025 · via expedia
    5/5

    Clean, comfortable, hot breakfast including bacon and pancakes, free EV charging

  • Stephanie Jul 2025 · via expedia
    3/5

    The breakfast didn’t have any coffee, eggs or sausage

  • Ilene Jul 2025 · via hotels.com
    4/5

    Room comfortable, but very noisy in the early morning

  • Dennis Jul 2025 · via expedia
    5/5

    Great experience. Easy and pleasant

  • Karen Jul 2025 · via expedia
    5/5

    Renovated very well, clean, quiet-good parking-nice outdoor pool-very friendly staff

  • Bruce Jul 2025 · via hotels.com
    4/5

    Room was clean and very spacious. Free breakfast at the hotel was very convenient. Staff were friendly & efficient. Had an issue with the door lock. It was addressed and fixed right away after reporting it to the front desk.

  • Verified Jul 2025 · via hotels.com
    5/5

    clean, quiet, friendly, grounds were well taken care with pretty hydrangeas, pool/deck/pool furniture clean with trash - so nice!

  • James Jul 2025 · via expedia
    5/5

    Everything was fine.

  • Alicia Jul 2025 · via expedia
    4/5

    Checked out early and had to return twice because we failed to pack everything. The front desk associate was super helpful. We travel to WA every year from CA and this has been our go to roadtrip location.

  • michael Jul 2025 · via expedia
    4/5

    very comfortable stay

  • Anne Jul 2025 · via hotels.com
    5/5

    Loved the king suite! When we asked for extra coffee and towels, the person at the desk was happy to oblige and in both cases gave us more than we asked for. The EV chargers were accessible and easy to use.

  • William Jul 2025 · via expedia
    5/5

    the front staff was awesome and very friendly when checking in and out.

  • Anne Jun 2025 · via expedia
    5/5

    It was just a quick overnight but I recommend this hotel just has a good vibe.

  • Jorge Jun 2025 · via expedia
    4/5

    We did have a few ants in our bathroom and there was some hair in the tub. Otherwise the room was clean.

  • Paula Jun 2025 · via expedia
    4/5

    Color scheme in room is dark and not very inviting.

  • Giselle Jun 2025 · via hotels.com
    5/5

    Great value and amazing reception at the front desk. I plan to stay here for future trips!

  • tom Jun 2025 · via expedia
    4/5

    Close to Freeway, but quiet

  • Wei Jun 2025 · via expedia
    2/5

    Room looked old and not up to the standard of what we paid for, the shampoo, conditioner and body wash are three tiny bottles. Pillow are these three cubed shaped firm ones that you’d expect from motels. Hotel staff was welcoming nonetheless and breakfast was free (it was ok) which we aren’t complaining. Overall 4/10 for the price

  • Mary Jun 2025 · via expedia
    4/5

    Convenient and safe location for a roadtrip to California. Has lovely old world charm and exterior landscaping is well maintained.

  • Nataliya Jun 2025 · via expedia
    5/5

    Friendly staff! Easy access from the freeway(but no freeway noise). There are two EV chargers at the property and I was lucky enough to get one of them, so I started with a fully charged battery the next morning, which was awesome. Our room was spacious & clean. The property as a whole is slightly dated, but well maintained. It has a nice dog area and the residential street around the corner is very good for walking your dog as well. Breakfast was great as well. Overall we had a very pleasant stay!

  • Gail Jun 2025 · via hotels.com
    5/5

    Attentive staff.

  • Frances Jun 2025 · via expedia
    5/5

    The grounds are beautiful, the room was very clean, and the breakfast was very good. The only thing that wasn’t great was that there were no working ice machines.

  • Mary Jun 2025 · via hotels.com
    5/5

    Good breakfast, friendly staff, good amenities, Chairs in room squeaked annoyingly and sugar ants were visible on white tiled bathroom floor. Lovely landscaping. I did not use the pool or spa but they looked very nice.

  • Joyce Jun 2025 · via expedia
    5/5

    Everything was great, clean and check in was easy and the staff was excellent!!

  • Melinda Jun 2025 · via expedia
    3/5

    Quiet and bed was comfortable. Room was very dark and dreary. It had old carpet that took on a smell that was hard to ignore. Need flooring that can be cleaned. Pool was comfortable temp. We did enjoy that. It had a full breakfast that was ok too.

  • Wendy May 2025 · via hotels.com
    5/5

    Great location near freeway but not too close. Very friendly staff at front desk. The spa is huge! Breakfast was good and very similar to our Best Westerns.

  • Anne May 2025 · via expedia
    4/5

    Shower pressure is extremely low, feels like you're watering/sprinkling your indoor plants. Pressure is so low it's almost nonexistent. Front desk staff can be a little more friendlier.

  • Jaime May 2025 · via hotels.com
    4/5

    was great location and breakfast was delicious

  • Susan May 2025 · via expedia
    5/5

    Great hotel! Clean, efficient and right off the highway

  • Jan May 2025 · via expedia
    5/5

    Room was clean and comfy. Property is dog friendly. Staff was great and the price was right.

  • Verified May 2025 · via hotels.com
    3/5

    Employees were friendly however Toilet ran and refrigerator noise was annoying. Others in the hallway speaking loudly felt like they were in the room.

  • Ann May 2025 · via expedia
    5/5

    Perfect for our stay

  • Mary May 2025 · via expedia
    5/5

    One of the nicest Best Western Plus properties I've visited. The property was very clean & well maintained. Staff was very helpful & friendly as well.

  • Jennifer May 2025 · via expedia
    4/5

    I do think standard cleaning of the room should be done for guests staying multiple nights.

  • Marilyn May 2025 · via expedia
    5/5

    The rooms are large and nicely furnished. The landscaping is a very beautiful! The staff are very friendly and helpful.

  • mahlojian May 2025 · via expedia
    4/5

    The location of the property was not good. It is located at the city's border. You need a car to reach the middle of Ashland.

  • michael May 2025 · via expedia
    4/5

    Old but nice.

  • Kristine May 2025 · via expedia
    5/5

    Nice place

  • Richard Apr 2025 · via expedia
    5/5

    The property is close to transportation and services.It's well kept and quiet.The staff are very considerate. The building is a handsome pseudo-tutor and the breakfast is abundant and good.

  • Charles Apr 2025 · via expedia
    5/5

    Second time at this property. Excellent in all aspects.

  • William Apr 2025 · via expedia
    4/5

    Really nice place, quiet, good staff, good breakfast, real close to the freeway and to good Tesla chargers if you need them. And pool and hot tub. The bathrooms are just a little old and my room didn’t have a microwave, but I didn’t need one. Also pretty much as good a nightly price as you’ll get in the area without going to a freeway motel.

  • Verified Apr 2025 · via hotels.com
    5/5

    Great place to rest for the night.

  • Dorothy Apr 2025 · via expedia
    4/5

    Staff was very friendly and helpful. The area is wonderful and close to all the great activities available in Ashland. My room was spacious and confortable. As an older property it is very well kept. If possible, get a room on the 2nd floor; thebuolding creaks when people walk around

  • Adam Apr 2025 · via expedia
    5/5

    Nice folks

  • tukgf Apr 2025 · via expedia
    3/5

    The property grounds were lovely.

  • Michaela Apr 2025 · via expedia
    5/5

    The gentleman who checked me in was absolutely wonderful! I had a clean, comfy, and quiet room to sleep in after a long day of travel. Very cute little location. Breakfast was good. Check out was a breeze.

  • Dennis Apr 2025 · via expedia
    5/5

    was very nice

  • Eleanore Mar 2025 · via hotels.com
    4/5

    Love this location but forgot how terrible the pillows were at this hotel., maybe it was just our room but they were either half size or huge jumbo decoration pillows you can’t actually sleep on

  • Martha Mar 2025 · via hotels.com
    5/5

    More Bavarian than old English but rooms are large and immaculate. They are very dog friendly with a nice, lit dog walking spot. Excellent breakfast and friendly staff. Room was quiet and comfortable. My only suggestion would be improved lighting at the driveway entrance as it is hard to find in the dark.

  • Pamela Mar 2025 · via expedia
    5/5

    Nicely renovated with very comfortable beds.

  • Jeff Mar 2025 · via expedia
    5/5

    A great place to stay. When the famous Shakespeare Festival is open the motel provides a free shuttle to and from the plays.

  • Benjamin Feb 2025 · via hotels.com
    5/5

    The rooms are nice and clean. The guy at the front desk is funny and very helpfu. Great place to stay. We'll definitely be back.

  • jamieson Feb 2025 · via expedia
    5/5

    Great for the price!

  • Joyce Feb 2025 · via expedia
    5/5

    Absolutely fantastic besides the parking lot not being snow plowed

  • Julia Jan 2025 · via expedia
    5/5

    Unique and beautiful motel. Everyone very courteous. Very dog friendly with a pet package.

  • Robert Dec 2024 · via expedia
    4/5

    Nice

  • Monica Dec 2024 · via expedia
    4/5

    Good hotel! I will be back

  • Vincent Dec 2024 · via expedia
    5/5

    We love staying at this hotel, everything is clean and well cared for. We especially liked the cleanliness of the pet area.

  • Jerilyn Dec 2024 · via expedia
    5/5

    Easily accessible. Our accommodations were clean and roomy.

  • Penelope Dec 2024 · via expedia
    5/5

    Good location.

  • Alex Dec 2024 · via expedia
    4/5

    They need to fix showers and hot water!

  • JOHN Dec 2024 · via hotels.com
    4/5

    Comfortable and convenient and the front desk clerk was courteous and helpful.

  • Shaun Dec 2024 · via expedia
    2/5

    Alright, I’ve stayed here at least 5 times in the last 10 years and must say this time will be the last. The room was dirty, with cobwebs everywhere and live spiders in the ceiling corners. The hot water for shower lasted less than 3 minutes, the breakfast was terrible this time, with the “omelette” being cold and gross, like it was heated up from yesterday. The bread was also super stale. Luckily (and the only saving grace) was the pancake maker since it makes it fresh on the spot. I saw several other people take a bite of their plate and walk straight to the trash and out the door. The hair dryer tripped the GFCI outlet over and over again with nothing else plugged in. Will not be staying here anymore.

  • Marly Nov 2024 · via expedia
    5/5

    Quick overnight stay between California and Washington.

  • Richard Nov 2024 · via expedia
    5/5

    I stay here when I travel ..., it's a good place for any length of stay: exercise facility, friendly, quiet, accepts pets, nice view of the snowy hills to the east, comfortable, clean and highly recommendable

  • Anthony Nov 2024 · via expedia
    5/5

    Another flawless stay at the Best Western Windsor Inn. Quality room, enjoyable breakfast offering, and good service!

  • Dionne Nov 2024 · via hotels.com
    4/5

    When we checked in this time we asked for a different room and the room we got this time was much better. It had been updated, had lighter and brighter decor and new carpet and the plugs were not coming off the wall. We had to get an extra blanket out of a drawer as the bedding is not really adequate. But it was night and day from the previous room.

  • Katharine Nov 2024 · via expedia
    5/5

    Always stay here when I'm driving through Oregon. Large suites available for a good price. My corgi loves it too. Heads up, no ATM on site, so make sure to bring cash to tip.

  • Colleen Nov 2024 · via expedia
    4/5

    Nice!

  • Dionne Nov 2024 · via hotels.com
    3/5

    The whole property is tired and really needs an interior facelift. The grounds and buildings are attractive but the rooms are dark, with 70’s, worn, carpets, and matching bedcovers and pillows. Very thin sheets and towels.

  • Meredith Oct 2024 · via expedia
    5/5

    Staff was wonderful. Room was clean and comfortable. Good location. Would definitely stay here again.

  • bill Oct 2024 · via expedia
    4/5

    It’s was ok , have seen better & have seen worse !

Frequently asked questions about Best Western Windsor Inn

Does Best Western Windsor Inn have free Wi-Fi?
Yes, Best Western Windsor Inn offers free Wi-Fi for all guests.
Does Best Western Windsor Inn offer parking?
Yes, Best Western Windsor Inn offers free parking on-site.
Does Best Western Windsor Inn have meeting spaces, conference centers, or conference rooms?
Yes. Best Western Windsor Inn offers meeting spaces for business and group use.
Does Best Western Windsor Inn have a fitness center?
Yes, Best Western Windsor Inn features an on-site fitness center for guests. Additional wellness amenities include spa, pool.
Where is Best Western Windsor Inn located, and how walkable is the area?
Best Western Windsor Inn is located at 2520 Ashland St, Ashland, OR 97520. With a Walk Score of 39, the area is rated Car-Dependent. A car or rideshare is recommended for most trips in this area.

House rules

Check in 3:00 PM
Check out 11:00 AM
Cancellation Not available
Children Not available

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