Best Western Windsor Inn

Best Western Windsor Inn

2520 Ashland Street, Ashland, OR 97520-1412, United States
+1 541 488 2330

rate per night


based on 483 reviews

Best Western Windsor Inn
Sat 4/2
Wed 8/2

About Best Western Windsor Inn

  • Hotel Room
    You’ll have a private room with all the hotel’s amenities
  • Enhanced cleaning
    This stay has committed to enhanced cleaning measures.Learn more
  • Freebies
    This stay includes Wi-Fi and Parking for free

Located in Ashland, Best Western Windsor Inn is an easy drive from Medford and provides a Jacuzzi and an outdoor pool. It is also a short car ride from Lithia Park and Southern Oregon University.

There are a range of amenities at the hotel, such as a 24-hour reception, an express check-in and check-out feature and a day spa. A fitness centre is available to those wishing to keep active while travelling.

Best Western Windsor Inn's 91 contemporary rooms offer wireless internet access and a refrigerator, plus all the essentials for a comfortable stay. They are also equipped with a hair dryer, an oven and a microwave.

Photos of Best Western Windsor Inn

Property safety measures

Best Western Windsor Inn has implemented the following measures:
Heightened sanitation

Daily cleaning, increased availability of sanitation products.

Social distancing measures

Lobbies with safe social distancing.

Streamlined check-in and check-out.

Minimal contact with hotel personnel and other guests.

Latest deals for Best Western Windsor Inn

Sat 4/2
Wed 8/2
Show deals with
Queen rooms(€93 - €156)
Queen room
2 queen beds

2 queen beds


2 queen beds

2 queen beds



€110 totalSuperTravel
2 queen beds

2 queen beds



€115 totalKAYAK
Double rooms(€183)
Double room
1 king bed

1 king bed



€183 totalKAYAK
Executive rooms(€166 - €173)
Executive room
no bed type specified
no bed type specified


€166 totaleDreams
no bed type specified
no bed type specified


€173 totalPriceline
Standard rooms(€96 - €156)
Standard Room
no bed type specified
no bed type specified


€96 totalSuperTravel
1 king bed

1 king bed



€104 totalExpedia
2 queen beds

2 queen beds


King rooms(€94 - €270)
King room
1 king bed

1 king bed



€94 totalPriceline
1 king bed

1 king bed

Best Western


€96 totalBest Western
1 king bed

1 king bed



€98 totalKAYAK

Amenities at Best Western Windsor Inn

  • Outdoor pool
  • Spa and wellness centre
  • Fitness centre
  • Free Wi-Fi
  • Tea/coffee maker
  • Coffee machine
  • Free parking
  • Business centre
  • Wi-Fi available in all areas
  • Flat-screen TV

Health and safety

  • Daily housekeeping
  • Contactless check-in/check-out
  • Face masks for guests available
  • Physical distancing in dining areas
  • Physical distancing rules
  • First-aid kit
  • CCTV in common areas
  • Enhanced cleaning
  • Hand sanitiser in guest accommodation and key areas
  • Carbon monoxide detector
  • Use of cleaning chemicals that are effective against coronavirus
  • Guest accommodation is disinfected between stays
  • All plates, cutlery, glasses and other tableware have been sanitised
  • Guests can opt out of accommodation cleaning
  • Staff follow all safety protocols as directed by local authorities
  • Disinfection of high-touch surfaces


  • Free Wi-Fi
  • Wi-Fi available in all areas
  • Internet
  • Towels
  • Fire extinguisher
  • Free toiletries
  • Shampoo
  • Smoke alarms
  • Heating
  • Adapter
  • Body soap
  • Air-conditioned
  • Dustbins
  • Conditioner


  • Oven
  • Microwave
  • Kitchenware
  • Stovetop
  • Tea/coffee maker
  • Refrigerator
  • Coffee machine
  • Dining area
  • Kitchen
  • Kitchenette

Accessibility and suitability

  • Entire unit located on ground floor
  • Entire unit wheelchair accessible
  • Pets allowed on request. Charges may apply.
  • Disabled access
  • Roll-in shower
  • Shower chair
  • No smoking
  • Lowered sink
  • Non-feather pillow
  • Designated smoking area


  • Shower
  • Shower cap
  • Bathtub
  • Spa bath
  • Hairdryer
  • Toilet
  • Private bathroom
  • Walk-in shower


  • Window
  • Seating area
  • Garden view
  • Interconnected room(s) available
  • Sofa
  • Telephone
  • Carpeted
  • Mountain view

Services and conveniences

  • Business centre
  • Wake-up service
  • Key card access
  • Express check-out
  • 24-hour front desk

Pool and spa

  • Spa and wellness centre
  • Spa
  • Hot tub
  • Outdoor pool

Media and entertainment

  • Flat-screen TV
  • Cable or satellite TV
  • TV


  • Computer use available
  • Fax/photocopying
  • Desk

Parking and transportation

  • EV charging station
  • Free parking


  • Laundry facilities
  • Iron and ironing board


  • Vending machine (drinks)
  • Vending machine (snacks)


  • Garden


  • Alarm clock


  • Fitness centre

Reviews of Best Western Windsor Inn

Very GoodBased on 483 verified guest reviews

Time of Year:
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8.0 Very Good
Pros:Friendly front desk clean enough parking space quick check-out
8.2 Very Good
Pros:Good motel with many service, and a great staff. The bathrooms are clean, with great beds. Quiet.
Cons:Rates are elevated, like all Ashland motels. Carpeting needs cleaning.
10.0 Wonderful
Pros:The desk staff helped with my tourist questions of local points of interest. Outdoor pool with hot tub, self-serve breakfast bar, workout room, 45-channel Cable TV with HBO, 3-meal restaurant next door, coin washer/drier available, plenty of parking for cars.
10.0 Wonderful
Pros:The room was large and very comfortable. The staff was very professional and a joy to talk to or get answers. The breakfast area was clean and has a large variety of foods, hot and cold. I now have this motel on my speed dial.
10.0 Wonderful
Pros:Beautiful King room, high ceiling and great jacuzzi tub. Clean room, keurig, seating, desk and fridge. No complaints.
10.0 Wonderful
Pros:We stay here every year when visiting the Oregon Shakespeare Festival. Always a good experience


2520 Ashland Street, Ashland, OR 97520-1412

What's nearby

  • Ashland Vineyards and Winery0.6 km
  • Weisinger's of Ashland2 km
  • ScienceWorks Hands-On Museum2.3 km
  • Schneider Museum of Art2.5 km
  • Ashland Library4 km
  • Grizzly Peak Winery4.1 km
  • Waterstone Spa4.2 km
  • Oregon Cabaret Theatre4.2 km
  • Lithia Springs Hotel4.3 km
  • New Theater4.4 km
  • Angus Bowmer Theater4.4 km
  • Elizabethan Stage - Allen Pavilion4.4 km



Check in anytime after 15:00, check out anytime before 11:00


Cancellation/pre-payment policies vary by room type and provider.

FAQs when booking at Best Western Windsor Inn

  • Best Western Windsor Inn is located at 2520 Ashland Street, 4 km from the centre of Ashland. Ashland Vineyards and Winery is the closest landmark to Best Western Windsor Inn.

  • Check-in time is 15:00 and check-out time is 11:00 at Best Western Windsor Inn.

  • Yes, Best Western Windsor Inn offers free Wi-Fi.

  • Yes, Best Western Windsor Inn offers free parking.

  • Best Western Windsor Inn is 26.7 km from Medford. Best Western Windsor Inn is 75.8 km from Klamath Falls Kingsley Field.

  • Yes, Best Western Windsor Inn has a pool on-site.

  • KAYAK scours the web for all room deals available at Best Western Windsor Inn in Ashland and lets you compare them to find the best rate for your stay. Many different travel sites will offer discounts or deals at different times for rooms at Best Western Windsor Inn and KAYAK will provide you with prices from a huge range of travel sites. That means that you can always find a great deal for Best Western Windsor Inn.

Nearby hotels and places to stay

Good to know

Value for money


Distance to city centre

4.0 km

Location rating


Nearest airport


Distance to airport

26.7 km