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Very Good
4.0/5
Based on 546 guest reviews
- We have an outdoor pool
- Free complimentary breakfast
- Gym is available on property
- 91 rooms in property
- 2 floors in hotel
- 11 suites in hotel
- Check-in: 3:00pm
- Hotel has an eco-friendly policy
- Groups/Meetings rating of 10.0/10
Standard prices by room type for the next 60 days
Local Attractions
Oregon Shakespeare Festival, River Rafting the Rogue River, Mountain Hikes including Grizzly Peak, 1 1/2 hours from Crater Lake National Park
Map Location of Best Western Windsor Inn
Verified Reviews of Best Western Windsor Inn
Below are the verified reviews from guests that we have booked recently: "Great staff, clean."
Overall Score4.0/ 5
Convenient, clean, dog friendly.
Douglas M. (Individual traveler, booked 1 room), from 
18-Jan-2025 Verified Review, stayed from Fri Jan 17 to Sat Jan 18 2025 at a $128.99 average nightly rate. 
"Friendly, helpful staff. Beautiful property."
Overall Score5.0/ 5
I was very impressed by Best Western Windsor. The staff was knowledgeable and friendly. The support staff was very kind and helpful. The pool and hottub were well maintained. The gym had a nice variety of equipment. The grounds were absolutely lovely and the star jasmine was in bloom and just smelled heavenly. This Best Western was far superior to the one that I stayed in in Sutherland and in Dallas, Oregon. I would highly recommend Ashland Best Western Windsor.
Sally K. (Individual traveler, booked 1 room), from
30-Jun-2024 Verified Review, stayed from Tue Jun 25 to Fri Jun 28 2024 at a $183.99 average nightly rate. "Pet Friendly Place with a Very Good Breakfast"
Overall Score3.0/ 5
Okay place, they accommodate pets with an ample "rest area" for our fur baby. Coffee at breakfast was very good.
John B. (Individual traveler, booked 1 room), from
14-Mar-2024 Verified Review, stayed from Mon Mar 11 to Tue Mar 12 2024 at a $114.99 average nightly rate. Response from Management on 17-Mar-2024:
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.Sincerely,Maria L Guest RelationsBest Western Windsor Inn
"Awesome Hotel!"
Overall Score5.0/ 5
I travel quite a lot for work and this is the only place I stay. Quiet, clean and who doesn't like free wi-fi and breakfast?.
Karen B. (Individual traveler, booked 1 room), from
21-Feb-2024 Verified Review, stayed from Sun Feb 18 to Mon Feb 19 2024 at a $110.00 average nightly rate. Response from Management on 17-Mar-2024:
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.Sincerely,Maria L Guest RelationsBest Western Windsor Inn
"All Good!"
Overall Score4.0/ 5
Very good stay. Exellent breakfast.
Clive R. (Individual traveler, booked 1 room), from
25-Oct-2023 Verified Review, stayed from Sun Oct 22 to Mon Oct 23 2023 at a $152.99 average nightly rate. "I like staying here because everyone is so nice."
Overall Score5.0/ 5
Very clean and quiet. I've stayed at the Winsor many times and will continue.
Denise D. (Individual traveler, booked 1 room), from
13-Oct-2023 Verified Review, stayed from Tue Oct 10 to Wed Oct 11 2023 at a $130.00 average nightly rate. Property Description
Stay at this Ashland, Oregon hotel offering convenient access to the Oregon Shakespeare Festival, Southern Oregon University and the Mount Ashland Ski Resort. Conveniently located right off of Interstate 5 in Southern Oregon, 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. 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 complimentary Grab & Go breakfast options, a large outdoor swimming pool, year-round outdoor hot tub, exercise facility, and limited business services. Pets are welcome!
Green Sustainability
We have a linen and towel reuse program in place, we also provide complimentary charging stations for electric vehicles for our guests.
Details / Other Expenses
| Check In: | 3:00pm |
| Check Out: | 11:00am |
| Year of Last Renovation: | 2018 |
| Floors: | 2 |
| Rooms: | 91 |
| Corridors: | All Rooms Have Exterior Hallways |
| Non Smoking Rooms: | 91 |
| Handicap Rooms: | 2 |
| Rooms with 1 Bed: | 41 |
| Rooms with 2 Beds: | 50 |
| Suites: | 11 |
| Room Windows: | Windows Do Open |
| Cleaning Frequency: | Daily |
| Meeting Rooms: | 0 |
| Dist. to Food/Bars: | 0.3 Mi |
| Dist. to 24hr Restaurant: | 15.0 Mi |
| Dist. to Nearest Gym: | On-site |
| FEMA Approved: | Yes |
| Pool Info: Our pool is seasonal, and outdoor. The jacuzzi is heated year round and also outdoors. | |
| Ownership: | Warren Resort Hotels |
Policies / Expenses
| Cancellation: 24 hour for individual reservations, group reservations must cancel at least seven days in advance. | |
| Nightly Parking: | 0 |
| Typical Group Deposit: | 50% |
| Total Taxes: | 11.50% |
| Total Misc Fees: | $0.00 USD (mandatory resort fees/taxes) |
| State Tax: | 1.50% |
| Occupancy Tax: | 10.00% |
| Additional Person Fee: | 10.00 Per Person |
Amenities / Features
- Air conditioning
- Alarm clock
- Clothes drying
- Complimentary breakfast
- Credit card accepted: Mastercard/Visa
- Credit card accepted: American Express
- Credit card accepted: Discover
- Electronic key card
- Facilities for the disabled
- Fax available
- Fitness and health center
- Free local calls
- Hairdryer available
- Handicap accessible
- Internet - wireless
- Free WiFi Internet
- Ironing facilities
- Jacuzzi
- Kitchenette in room
- Laundry facilities
- Non-smoking rooms
- 24 hours opened
- Office or business center
- Pets allowed
- Private bathroom in room
- Private garden grounds
- Quiet location
- Radio in room
- Refrigerator
- Self controlled heating/cooling system
- Shower
- Spa
- Swimming pool - outdoor
- Tea and coffee making facilities
- Telephone
- Telephone in all rooms
- Telephone - Free local calls
- Television
- TV - Free Cable
- Voicemail
Airport & Shuttle Information
Medford international Airport 20 miles away. Taxi cost is approx. $40.00 each way.
Local Shuttle Info: Shuttle service to Shakespeare plays. Pick-up and drop-off at scheduled times.
Breakfast Information
We are offering a full Hot Breakfast.
Pet Friendly?
Service animals complying with ADA Title lll regulations are allowed.
Yes! Pets are allowed.We do allow pets depending on the availability of pet friendly rooms with a pet fee of $20 per night. The hotel will need to be notified of pets prior to arrival.
Parking Info
We offer free parking.
Internet / WiFI
Wi-Fi is complimentary to all guests.
About Best Western Hotels
- 4000+ independently owned hotels located in over 100 countries
- Best Western Rewards is a free program where members can earn 10 points for every dollar spent or airline/partner rewards for each night stay. With no blackout dates and points that never expire, whats not love?
- 18 brands, including: Best Western, Best Western Plus, and Best Western Premier
- Best Western offers exceptional value with great amenities including free breakfast, high-speed internet, local calls, and lond distance access. Convenient computer room in the lobby area perfect for copy and fax services, and even printing out boarding passes, maps, etc.
- Best Western Plus offers upgraded bath amenities, an in-room mini-fridge, and a spacious work desk. Fitness room, laundry room, and business center also available. Free breakfast, high-speed internet, local calls, and long distance access
- Best Western Premier gives guests the highest quality amenties, furnishings, and decor with personalized guest services. All rooms have a safe, mini-fridge, free high-speed internet access, free local and long distance calls, and an LCD or Plasma TV with HD channels. On-site dining, fitness room, business center, snack shop, and meeting rooms
The Best Western Hotels highlights above are subject to change without notice.
Suggested AI Generated Itinerary
- Breakfast: Morning Glory Restaurant - Start your day with delicious breakfast options. Located 0.8 miles from the hotel.
- Lunch: Pie + Vine - Indulge in wood-fired pizzas and fresh salads. Located 1.5 miles from the hotel.
- Dinner: Larks Home Kitchen Cuisine - Enjoy farm-to-table cuisine in a cozy atmosphere. Located 1.2 miles from the hotel.
- Activity: Oregon Shakespeare Festival - Experience world-class theater performances. Located 0.6 miles from the hotel.
- Breakfast: Brothers' Restaurant - Enjoy a hearty breakfast with a variety of options. Located 1.3 miles from the hotel.
- Lunch: Greenleaf Restaurant - Delight in healthy and flavorful vegetarian cuisine. Located 0.7 miles from the hotel.
- Dinner: Alchemy Restaurant and Bar - Savor creative dishes and craft cocktails. Located 0.9 miles from the hotel.
- Activity: Lithia Park - Explore the beautiful park with walking trails and scenic views. Located 0.4 miles from the hotel.
- Breakfast: Morning Glory Restaurant - Start your day with delicious breakfast options. Located 0.8 miles from the hotel.
- Lunch: Thai Pepper - Enjoy authentic Thai cuisine in a casual setting. Located 1.1 miles from the hotel.
- Dinner: Peerless Restaurant & Bar - Experience fine dining with a seasonal menu. Located 0.5 miles from the hotel.
- Activity: Ashland Art Center - Discover local art and participate in workshops. Located 0.9 miles from the hotel.
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FAQs about Best Western Windsor Inn
What time is check in?
Check in time is 3:00pm based on the hotel's local time. Early check in may be available if requested at the front desk on the day of check-in.
What time is check out?
Check out time is 11:00am based on the hotel's local time. Late check out may be available if requested at the front desk during your stay.
How many rooms does Best Western Windsor Inn have?
There are 91 rooms in the property.
What kind of breakfast is at Best Western Windsor Inn?
We are offering a full Hot Breakfast.
What parking is available at Best Western Windsor Inn?
We offer free parking.
How much does internet cost?
Wi-Fi is complimentary to all guests.
Is there a gym at Best Western Windsor Inn?
Yes, there is a gym/fitness area available on-site at the property.
Is there a pool at Best Western Windsor Inn?
Yes, there is a pool on-site at the property. Our pool is seasonal, and outdoor. The jacuzzi is heated year round and also outdoors..
Testimonials:
"I never knew this site existed until a friend of mine recommended it, and I'm so grateful that she did because it made the whole process so much easier for me. I will definitely be recommending this website to all my friends!" J.M. - Milwaukee, WI
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