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Best Western Windsor Inn

2520 Ashland St, Ashland, OR 97520-1412
COVID-19 update: See the added health and safety measures this property is taking.Read more
Lowest prices for your stay
Hotel direct offer!Up to $100 in Gift Cards
Lock in the lowest price from these sites
TripadvisorUS$ 166
Expedia.comUS$ 166
TraveluroUS$ 181
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Prices are provided by our partners, and reflect average nightly room rates, including taxes and fees that are fixed, known to our partners, and due at time of booking. Other miscellaneous taxes and hotel fees which are not fixed or due at time of booking may be payable at the property at time of stay. Please see our partners for more details.
Traveller (110)
Room & Suite (224)
Pool & Beach (15)
What is Travellers’ Choice?
Tripadvisor gives a Travellers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.
Travel safe during COVID-19
Visit our Travel Safe hub to see how we're helping you make more informed travel decisions during COVID-19.
What you can expect during your stay
  • All linens sanitised in high-temperature wash
  • Face masks required for staff in public areas
  • Hand sanitiser available to guests & staff
  • Regularly sanitised high-traffic areas
  • Staff required to regularly wash hands
Updated 06/11/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
Updated 06/11/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.


#1 of 20 hotels in Ashland
Travellers' Choice
Stay with people who care at the Best Western Windsor Inn! We provide exemplary customer service; clean, recently remodeled rooms; a complimentary deluxe hot breakfast for our guests.Located just off the I-5, the Best Western Windsor Inn is an easy to find, perfect destination for travelers & festival attendees. We offer a complimentary seasonal shuttle to and from Ashland's world famous Oregon Shakespeare Festival.We invite you to come relax in our beautiful gardens and catch some sun in our seasonal outdoor pool.
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Hot bath
Fitness Centre with Gym / Workout Room
Free breakfast
Kids stay free
Children's television networks
Pets Allowed ( Dog / Pet Friendly )
Outdoor pool
Pool / beach towels
Heated pool
Breakfast buffet
Kid-friendly buffet
Vending machine
Business Centre with Internet Access
Meeting rooms
Baggage storage
Outdoor furniture
24-hour front desk
Express check-in / check-out
Laundry service
Self-serve laundry
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Room features
Interconnected rooms available
Private bathrooms
Coffee / tea maker
Flatscreen TV
Hair dryer
Wake-up service / alarm clock
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Room types
Non-smoking rooms
Family rooms
Good to know
Languages Spoken
Hotel links
Special Offer:Up to $100 in Gift Cards
1309Reviews18Q+A100Room tips
Traveller rating
  • 766
  • 393
  • 91
  • 39
  • 21
Time of year
Traveller type
Selected filters
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  • English
Popular mentions
Sue G wrote a review Yesterday
Portland, United States5 contributions4 helpful votes
Traveling with a pet is not always easy, but this best western location was very accommodating. The rooms were clean, furnished well and most of all comfortable. The bed was very comfortable. The pool area looked clean, and inviting. Close to the stores and easy access to freeway. Relatively quiet during my stay for a busy time of year. I will definitely return.
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Review collected in partnership with Best Western
Date of stay: July 2021
Sleep Quality
Ryan H wrote a review Jan 2021
Millvale, Pennsylvania160 contributions88 helpful votes
Hotel's Favourite
This hotel room was the absolute cleanest room I have stayed at probably at any hotel..ever. I am a total hotel snob and I will find imperfections down to the slightest hair, dust and ding. The only issue I noticed in the room was a picture off center. I didn't find a spec of dust, a single human hair or anything suspect. I even inspected the heating systems filter... not a spec of dust. The property is in excellent shape. Keep in mind this is not a 5 star hotel, but wow I am blown away by how awesome this place is. The staff are great too. I have over 100 reviews on Trip Advisor of hotels I have stayed at. This hotel is probably in the top 5 best hotels. Hotels don't usually get this kind of praise from me.
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Date of stay: January 2021
Sleep Quality
Room Tip: Pretty much all rooms are fine. Some are a farther walk from the office, if that matters.
See more room tips
1 Helpful vote
Response from Windsor Front Desk, Guest Services / Front Office at Best Western Windsor Inn
Responded 19 Jan 2021
Thank you for the incredibly generous response! I am happy we were able to meet your expectation, especially with the cleanliness of the room. If you choose to stay with us again, I hope we can meet your expectations once again. Have a safe and pleasant 2021!
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Cali4niahiker wrote a review 23 Jul
Merced, California2278 contributions285 helpful votes
Clean rooms, comfortable beds, friendly staff. Breakfast is pick up a bag at the office. Ok if you like sweet things. Restaurant within walking distance was quite good. 2 Ev chargers near office. Full charge for our Tesla overnight. Right off I 5 but it was quiet at night.
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Date of stay: July 2021Trip type: Travelled as a couple
Kritternickek wrote a review 19 Jul
Pioneer, California1 contribution
Room seemed ok, but discovered ants in the bathroom and on the tv stand. Later found them on my sons bed. No fridge and Luke warm water in shower. Breakfast is a brown paper bag with fruit and some random snack items. When reported the ants was told it was an issue and given spray and rags. No offer to change rooms, bedding or discount. Paid $180 for ants and luke warm water. Disappointing after a 8 hour drive.
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Review collected in partnership with Best Western
Date of stay: July 2021
Sleep Quality
Tracy R wrote a review 15 Jul
Portland, Oregon56 contributions20 helpful votes
We stayed one night while family was participating in a run at Mt. Ashland. The hotel was clean, and the rooms were nice and big. Our breakfast was modified due to Covid but was still a very nice bag of food and beverages. The restaurant attached to the hotel was also great with really good service and good food
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Review collected in partnership with Best Western
Date of stay: July 2021
Sleep Quality
Response from Best Western Windsor Inn Groups, Owner at Best Western Windsor Inn
Responded 1 week ago
Thank you for completing the survey regarding your recent stay at our property. Your business is very important to us and we value your feedback. By telling us what you liked about your stay and how we can improve, you are helping us deliver a superior experience for you and other guests in the future. We hope you will come back and see us again soon. If I can be of assistance in the future, please don't hesitate to contact me at 1-800-334-2330. Thank you again for taking the time to complete the survey. We appreciate your loyalty to our brand. The Front Desk Team.
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US$92 - US$172 (Based on Average Rates for a Standard Room)
best western windsor hotel ashland, best western ashland, ashland best western
United StatesOregonAshland
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Frequently Asked Questions about Best Western Windsor Inn
Which popular attractions are close to Best Western Windsor Inn?
Nearby attractions include Oaktree Northwest Bar & Grill (0.08 km).
What are some of the property amenities at Best Western Windsor Inn?
Some of the more popular amenities offered include free wifi, free breakfast, and a fitness centre.
What food & drink options are available at Best Western Windsor Inn?
Guests can enjoy free breakfast during their stay.
Is parking available at Best Western Windsor Inn?
Yes, free parking is available to guests.
What are some restaurants close to Best Western Windsor Inn?
Conveniently located restaurants include Caldera Brewery & Restaurant, El Paraiso - Ashland, and Luna Cafe + Mercantile.
Are there opportunities to exercise at Best Western Windsor Inn?
Yes, guests have access to a fitness centre and a heated pool during their stay.
Are any cleaning services offered at Best Western Windsor Inn?
Yes, laundry service and self serve laundry are offered to guests.
Are pets allowed at Best Western Windsor Inn?
Yes, pets are typically allowed, but it's always best to call ahead to confirm.
Does Best Western Windsor Inn offer any business services?
Yes, guests have access to a business centre and meeting rooms during their stay.
Is Best Western Windsor Inn accessible?
Yes, it offers wheelchair access and facilities for disabled guests. For specific enquiries, we recommend calling ahead to confirm.