Best Western Windsor Inn
2520 Ashland Street, Ashland
Checking price…
Top-rated service
Guests rate service 9.6/10.
Pool on site
Cool off without leaving.
Guests loved it
Friendly staff
Well reviewed
831 guest reviews.
Popular amenities
About Best Western Windsor Inn
English Tudor-style Architecture :
Step into a charming world of English Tudor-style architecture at Best Western Windsor Inn in Ashland, Oregon. The distinctive design sets the tone for a unique and memorable stay.
Modern Amenities :
Enjoy modern comforts in our contemporary rooms, complete with a cable TV, refrigerator, and coffee machine. Stay cool with air conditioning and relax in a private bathroom with complimentary toiletries.
Relaxation and Convenience :
Unwind in the outdoor swimming pool and hot tub, or explore the colourful rose gardens. Stay on top of work at the business centre. With the Oregon Shakespeare Festival just a short drive away, Best Western Windsor Inn offers the perfect blend of relaxation and convenience.
Ready to experience the charm and comfort of Best Western Windsor Inn? Book your stay now and make unforgettable memories in Ashland, Oregon.
Good to know about Best Western Windsor Inn
Check-in
03:00 PM
Check-out
11:00 AM
Pets
Allowed
Children
Welcome
How Best Western Windsor Inn's price works
One flat fee
The price is what the hotel charges us plus one small, flat service fee — the same for every guest.
No surveillance pricing
We never use your device, location or browsing history to decide what you pay.
All-in, no surprises
Taxes and known fees are shown up front. What you see is what you book.
Best Western Windsor Inn reviews
Very good
831 reviews · updated January 2026
Guests loved
- + Friendly staff
- + Clean rooms
- + Good location
Worth noting
- – Issues with cleanliness
- – Breakfast quality
- – No elevators
Things to do near Best Western Windsor Inn
2520 Ashland Street, Ashland
Open in Google Maps ↗Best Western Windsor Inn property amenities
Internet
- WiFi available
- Free WiFi
Parking & transportation
- Parking
- Free Parking
- Accessible parking
Pools, spa & fitness
- Fitness facilities
- Fitness center
- Swimming pool
- Hot tub/Jacuzzi
- Outdoor pool
- Outdoor pool - seasonal
Food & drink
- Vending machine - snacks
Accessibility
- Facilities for disabled guests
- Wheelchair accessible
Things to do
- Garden
Services & conveniences
- 24-hour front desk
- Laundry
- Fax/photocopying
- Daily housekeeping
- Staff adhere to local safety protocols
- Laundry washed per local authority guidelines
Climate & comfort
- Non-smoking rooms
- Air conditioning
- Heating
- Non-smoking throughout
- Designated smoking area
More
- Business center
- Pets allowed
- Express check-in/check-out
- Electric vehicle charging station
- Vending machine - drinks
- Outdoor furniture
- Guest rooms disinfected between stays
- Cleaning standards that are effective against Coronavirus
- Physical distancing rules followed
- Hand sanitizer in guest room and key areas
- Cashless payment available
- Fire extinguishers
- First aid kit available
- Sanitized tableware & silverware
Best Western Windsor Inn room amenities
Bedroom
- Wardrobe or closet
Bathroom
- Hair dryer
- Private bathroom
- Shower
- Toilet
Entertainment
- TV
Food & drink
- Coffee/tea maker
- Refrigerator
- Microwave
- Kitchenette
Internet & phone
- Telephone
Comfort
- Air conditioning
- Heating
More
- Desk
- Interconnected room(s) available
- Seating Area
Frequently asked questions about Best Western Windsor Inn
What are the check-in and check-out times at Best Western Windsor Inn?
Check-in starts at 03:00 PM and check-out is by 11:00 AM.
Does Best Western Windsor Inn have WiFi?
WiFi is available at Best Western Windsor Inn. Check your room's details for whether it's free or carries a charge.
Is parking available at Best Western Windsor Inn?
Yes, parking is available at Best Western Windsor Inn. A fee may apply — see the property's important information.
Does Best Western Windsor Inn have a pool?
Yes — Best Western Windsor Inn has a swimming pool.
Is there a gym at Best Western Windsor Inn?
Yes, Best Western Windsor Inn has fitness facilities.
Do the rooms at Best Western Windsor Inn have air conditioning?
Yes, rooms at Best Western Windsor Inn have air conditioning.
Is Best Western Windsor Inn wheelchair accessible?
Best Western Windsor Inn offers facilities for guests with disabilities. Contact the property to confirm the specifics for your needs.
Is Best Western Windsor Inn pet-friendly?
Yes, pets are allowed at Best Western Windsor Inn.
Is Best Western Windsor Inn family-friendly?
Yes, Best Western Windsor Inn welcomes families.
Is Best Western Windsor Inn non-smoking?
Yes, Best Western Windsor Inn is non-smoking throughout.
How far is Best Western Windsor Inn from Honolulu airport (HNL)?
It's about 2496 mi (straight-line) from Honolulu airport (HNL).
What's the closest beach to Best Western Windsor Inn?
The nearest is Lanikai Beach, about 2483 mi away (straight-line).
What is the cancellation policy at Best Western Windsor Inn?
It depends on the rate you pick — many rooms at Best Western Windsor Inn offer free cancellation. You'll see each room's exact policy before you book.
Are there extra fees at Best Western Windsor Inn?
Any mandatory property fees are shown in your all-in total before you book — no surprises at checkout.
What guest services does Best Western Windsor Inn offer?
Best Western Windsor Inn offers services such as laundry.
Is Best Western Windsor Inn a good place to stay?
Guests rate it 8.8/10 (Very good) across 831 reviews.
How does pricing work at Best Western Windsor Inn on travelpluscost?
One honest price: what the hotel charges us plus one small flat fee — the same for everyone, never based on your data. No hidden markup and no fake discounts.
Best Western Windsor Inn policies
Parking
Free public parking is possible on site (reservation is not needed).
Internet
WiFi is available in all areas and is free of charge.
Pets
Pets are allowed. Charges may be applicable.
Groups
When booking more than 9 rooms, different policies and additional supplements may apply.
Children and extra bed policy
Children of any age are allowed. Children up to and including 6 years old stay for free when using an available cot. Children up to and including 17 years old stay for free when using an existing bed. Children up to and including 10 years old stay for US$15 per person per night when using an available extra bed. Any type of extra bed or child's cot/crib is upon request and needs to be confirmed by management. Supplements are not calculated automatically in the total costs and will have to be paid for separately during your stay.
You need to know about Best Western Windsor Inn
Please note that the property does not have elevators. Please let the Best Western Windsor Inn know your floor preference when booking by using the Special Requests box.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. A deposit may be required at the property.
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