Best Western Windsor Inn

8.8831 reviews
HotelPart of Best Western

2520 Ashland Street, Ashland

Checking price…

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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

PoolFree WiFiParkingGymHot tubAir conditioningLaundryBusiness center

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

8.8

Very good

831 reviews · updated January 2026

Cleanliness8.6
Service9.6
Location9.6
Room Quality8.6
Amenities8.1
Value for Money9.1

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

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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.

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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