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Best Western Windsor Inn

Property class: 2.5

Photo gallery for Best Western Windsor Inn

Exterior
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.
A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Free Wi-Fi
The current price is NZ$213
includes taxes & fees
21 Sept - 22 Sept

Explore the area

View map
2520 Ashland St, Ashland, OR, 97520
  • Place, Southern Oregon University
    ‪4 min drive‬
  • Place, Oregon Shakespeare Festival
    ‪7 min drive‬
  • Place, Lithia Park
    ‪7 min drive‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪21 min drive‬

Room options

View all photos for Standard Room, 1 King Bed, Non Smoking, Refrigerator

A hotel room with a large bed, a desk, a chair, and a TV.

Standard Room, 1 King Bed, Non Smoking, Refrigerator

9.0 out of 10
Wonderful
(79 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for Standard Room, 2 Queen Beds, Non Smoking, Refrigerator

A hotel room with two beds, a desk, a chair, a TV, and a large mirror.

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator

9.0 out of 10
Wonderful
(51 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

View all photos for Suite, 1 King Bed, Non Smoking, Kitchen

Suite, 1 King Bed, Non Smoking, Kitchen

Suite, 1 King Bed, Non Smoking, Kitchen

9.6 out of 10
Exceptional
(4 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for Suite, 1 King Bed, Non Smoking, Jetted Tub

A hotel room with a large bed, a desk, a vanity with a mirror, and a bathroom visible in the background.

Suite, 1 King Bed, Non Smoking, Jetted Tub

9.0 out of 10
Wonderful
(10 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for Standard Room, 2 Queen Beds, Accessible, Non Smoking

Standard Room, 2 Queen Beds, Accessible, Non Smoking

Standard Room, 2 Queen Beds, Accessible, Non Smoking

8.6 out of 10
Excellent
(9 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

View all photos for 2 Queen Beds, Mobility Accessible Room, Roll-in Shower, Non-Smoking

A hotel room with two beds, a desk, a chair, and a small table.

2 Queen Beds, Mobility Accessible Room, Roll-in Shower, Non-Smoking

  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

View all photos for 2 Queen Beds, Non-Smoking, Refrigerator, High Speed Internet Access

A hotel room with two beds, a desk, a TV, and a seating area.

2 Queen Beds, Non-Smoking, Refrigerator, High Speed Internet Access

  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

View all photos for Suite-1 King Bed, Non-Smoking, Wet Bar, Microwave And Refrigerator, Wi-Fi

A hotel room with a large bed, a nightstand with a lamp, a window with curtains, and a wall-mounted air conditioner.

Suite-1 King Bed, Non-Smoking, Wet Bar, Microwave And Refrigerator, Wi-Fi

  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave

A modern kitchen with a central island, bar stools, a microwave, and a sink.

Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave

9.8 out of 10
Exceptional
(6 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

About the area

Ashland

At Best Western Windsor Inn you'll be 2.1 km (1.3 mi) from Southern Oregon University and 3 km (1.8 mi) from ScienceWorks Hands-On Museum. Highlights at this hotel include free buffet breakfast, an outdoor swimming pool and free self-parking. .Enjoy the gym, Hot tub and seasonal outdoor swimming pool. Other amenities include free Wi-Fi in public areas and laundry facilities. Each morning free breakfast is served. .With a stay at this Ashland hotel, you'll be 4.1 km (2.6 mi) from North Mountain Park and 4.6 km (2.8 mi) from Oregon Cabaret Theatre.

What's nearby

  • Southern Oregon University - 4 min drive - 2.5 km
  • Oregon Cabaret Theatre - 7 min drive - 5.2 km
  • Oregon Shakespeare Festival - 7 min drive - 5.5 km
  • Lithia Park - 7 min drive - 5.5 km
  • Mount Ashland Ski Area - 26 min drive - 38.4 km

Getting around

  • Medford, OR (MFR-Rogue Valley Intl.) - 23 min drive

Restaurants

  • ‪Dutch Bros Coffee - ‬3 min drive
  • ‪Taco Bell - ‬10 min walk
  • ‪Xerxes Mediterranean Grill - ‬3 min drive
  • ‪Wendy's - ‬3 min drive
  • ‪Wild Goose Cafe & Bar - ‬6 min walk

About this property

Best Western Windsor Inn

Best Western Windsor Inn offers its guests a seasonal outdoor pool, a hot tub, and a fitness centre. A computer station is on site and WiFi is free in public spaces. You'll find a business centre on site. Free breakfast is available daily. The business-friendly Best Western Windsor Inn also features a vending machine and laundry facilities. Self parking is free.

Smoking is allowed in designated areas at this Ashland hotel.

  • 91 guestrooms or units
  • Buffet breakfast (free)
  • Charging station for electric cars
  • Business facilities
  • Self-service laundry
  • Front desk (24 hours)
  • Smoking in designated areas
Best Western Windsor Inn offers 91 air-conditioned accommodations, which are accessible via exterior corridors, and features coffee/tea makers and a hairdryer. 40-inch plasma televisions come with cable channels. Bathrooms include a combined bath/shower unit and complimentary toiletries.

Guests can surf the web using complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as telephones; free local calls are provided (restrictions may apply). Additionally, rooms include an iron/ironing board and blackout curtains. Change of towels and change of bedsheets can be requested. Housekeeping is provided on request.

Similar properties

Free daily self-service breakfast
Holiday Inn Express & Suites Ashland by IHG
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  • Pool
  • Spa pool
  • Breakfast included
  • Pet-friendly
4.6 out of 5, Wonderful, 1,006 reviews
The price is NZ$218
includes taxes & fees
28 Sept - 29 Sept
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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Free self parking on site
  • Limited on-site self parking
  • Wheelchair-accessible parking available

Food and drink

  • Free buffet breakfast available daily 6:30 AM to 9:30 AM

Things to do

  • Gym
  • Hot tub
  • Outdoor pool

Family friendly

  • In-room cot
  • In-room refrigerator
  • Laundry facilities
  • Outdoor pool
  • Rollaway/extra bed (surcharge)

Conveniences

  • 24-hour front desk
  • Laundry facilities
  • Vending machine

Guest services

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping on request

Business services

  • Business centre
  • Computer station

Outdoors

  • Vegetable garden

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Assistive listening devices
  • No lift
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible pool
  • Wheelchair-accessible registration desk

More

  • At least 80% organic food
  • Comprehensive food waste policy
  • Designated smoking areas
  • Double-glazed windows
  • Humane treatment of captive wild animals
  • Local artist showcase
  • Locally sourced food prioritised
  • Locally-owned and organised tours and activities
  • No plastic coffee stirrers
  • No plastic drinking straws
  • No plastic soft drink bottles
  • No plastic water bottles
  • Non-plastic coffee stirrers available
  • Non-plastic drinking straws available
  • Reusable cups
  • Reusable tableware
  • Some LED lighting used
  • Vegan dining options
  • Vegetarian breakfast available
  • Vegetarian dining options

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Free cot
  • Rollaway/extra bed (surcharge)

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower/bathtub combination
  • Towels provided

Entertainment

  • 40-inch plasma TV with cable channels

Food and drink

  • Coffee/tea maker
  • Refrigerator

More

  • Access via exterior corridors
  • Air conditioning
  • Cleaning products are eco-friendly
  • Connecting rooms available
  • Desk
  • Desk chair
  • Eco-friendly toiletries
  • Electrical adapters
  • Free local calls
  • Heating
  • Iron/ironing board
  • Laptop workspace
  • LED lighting
  • Phone
  • Recycling
  • Water-efficient showers

Policies

Check-in

Check-in time starts at 3 PM
Late check-in subject to availability
Minimum check-in age - 18

Check-out

Check-out before 11 AM
Contactless check-out

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Renovations and closures

The following facilities will be closed during the winter:
  • Swimming pool

Access methods

Staffed front desk

Pets

  • Pets: USD 20 per pet, per day
  • Only dogs and cats are allowed
  • Maximum 3 (weight limit: 75 lb per pet)
  • Pets cannot be left unattended
  • Certain rooms only, restrictions apply
  • You can request a pet-friendly room by reaching out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are available for USD 15.0 per night.
  • Free cots (infant beds)!

Payment types

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Pet fee: USD 20 per pet, per day
  • Service animals are exempt from fees
  • Rollaway bed fee: USD 15.0 per night

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards and cash
Safety features at this property include a carbon monoxide detector, a fire extinguisher and a smoke detector
This property affirms that it follows the cleaning and disinfection practices of We Care Clean (Best Western)
Charges for extra guests may apply and vary according to property policy.
A credit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts Visa, Mastercard, American Express, Discover and cash. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation. This property affirms that it follows the cleaning and disinfection practices of We Care Clean (Best Western) guidelines.

We should mention

  • The seasonal pool will open in May and close in October.
  • Pool access available from 7:00 AM to 10:00 PM
  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.
  • Pets are welcome in certain rooms only; other restrictions apply (please see the Fees section for related charges). To make arrangements for your pet, contact the property directly at the number on your booking confirmation.

Property is also known as

Best Western Windsor
Best Western Windsor Ashland
Best Western Windsor Inn
Best Western Windsor Inn Ashland
Windsor Best Western
Ashland Best Western
Best Western Ashland
Best Western Windsor Hotel Ashland
Best Western Ashland
Ashland Best Western
Best Western Windsor Inn Hotel
Best Western Windsor Inn Ashland
Best Western Windsor Hotel Ashland
Best Western Windsor Inn Hotel Ashland

Frequently asked questions

Is parking available at Best Western Windsor Inn?

Yep, Best Western Windsor Inn has a free self car park.

How much does it cost to stay at Best Western Windsor Inn?

As of 5 Sept 2026, prices found for a 1-night stay for 2 adults at Best Western Windsor Inn on 21 Sept 2026 start from NZ$213, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Best Western Windsor Inn have a pool?

Best Western Windsor Inn has a seasonal outdoor pool. The pool is open 7:00 AM to 10:00 PM (Seasonal outdoor pool open from May to October).

Is Best Western Windsor Inn family-friendly?

You bet! With amenities such as laundry facilities and an outdoor pool, as well as free infant beds in the guestrooms, it's no surprise that Best Western Windsor Inn is a hit with families.

Does Best Western Windsor Inn serve breakfast?

Yep, our guests enjoy the free buffet breakfast here! Available daily from 6:30 AM to 9:30 AM, this is the perfect spot to fuel up for a big day of adventure.

Is there a free airport shuttle available at Best Western Windsor Inn?

No, Best Western Windsor Inn does not offer an airport shuttle service.

What time are check-in & check-out at Best Western Windsor Inn?

Check-in begins at 3 PM. Check-out time is 11 AM.

Best Western Windsor Inn Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 643 out of 1004 reviews
Rating 8 - Good. 259 out of 1004 reviews
Rating 6 - Okay. 63 out of 1004 reviews
Rating 4 - Poor. 21 out of 1004 reviews
Rating 2 - Terrible. 18 out of 1004 reviews

9.2/10

Cleanliness

9.4/10

Staff & service

8.8/10

Amenities

9.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Joseph

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean Great staff
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Jeffrey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room, helpful staff, great breakfast
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Michelle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean quiet rooms and plenty of shops nearby
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Gauthaman

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Richard

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Emmanuel

Liked: Cleanliness, staff & service, amenities
The room and everything at Windsor Inn was great.
Stayed 1 night in Feb 2026
Verified review

8/10 Good

Gabe

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
We had a super easy check in and the breakfast was great each day!
Stayed 2 nights in Nov 2025
Verified review

8/10 Good

Matthew

Liked: Cleanliness, property conditions & facilities
Everything was nice, but the continental breakfast was not availabe.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Matthew

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 1 night in Dec 2025
Verified review

8/10 Good

Nancy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 3 nights in Jun 2026
Verified review

8/10 Good

Sara

Liked: Cleanliness, amenities, property conditions & facilities
Stay was nice. Hotel was cool
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Robert

Liked: Cleanliness, amenities, property conditions & facilities
Quiet comfortable rooms
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Holly

Liked: Cleanliness, amenities, property conditions & facilities
The staff is fantastic!!!
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Isaac

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was incredibly friendly, kept the room clean and assisted us with food recommendations.
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Sandra

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Didn't use the pool due to weather. The breakfast was very good. Our room was clean.
Stayed 3 nights in Apr 2026
Verified review

6/10 Okay

Guaicaipuro

Liked: Cleanliness, staff & service
Disliked: Amenities
Pet friendly
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Woodrow

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was great. Amazing value!
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Todd

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean bathrooms and room. Good breakfast
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Bruce

Liked: Cleanliness, amenities, property conditions & facilities
Front desk staff was excellent. Clean room, great pet rate.
Stayed 1 night in Jan 2026
Verified review

8/10 Good

Sandra

Liked: Cleanliness, staff & service
Gluten free options for breakfast would’ve been appreciated.
Stayed 1 night in Apr 2026
Verified review

8/10 Good

Jaime

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
was great location and breakfast was delicious
Stayed 1 night in May 2025
Verified review

8/10 Good

Jacob

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 1 night in Mar 2026
Verified review

8/10 Good

Eric

Liked: Cleanliness, staff & service
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.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Julia

Liked: Cleanliness, staff & service, property conditions & facilities
Our stay was amazing in every way!
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Eli

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place!
Stayed 2 nights in Aug 2025