Best Western Windsor Inn
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1 night
1 room, 2 adults, 0 children
All properties in Ashland

Best Western Windsor Inn

2520 Ashland St, Ashland, Oregon, 97520, United States
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hotel overview picture
Highlights
Lots to do
Delicious breakfast
Free parking
Pets welcome
Amenities
Public parkingFree
EV charging station
Gym
24-hour front desk
Wake-up call
Wi-Fi in public areasFree
Smoking area
Business center
All amenities
Property Description
Stay at this Ashland, Oregon hotel offering convenient access to the Shakespeare Festival, Southern Oregon University and the Mount Ashland Ski Resort. Conveniently located right off the Interstate 5 in Southern Oregon, 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 a delicious complimentary full breakfast, the largest outdoor swimming pool in Southern Oregon, year-round outdoor hot tub, exercise facility and limited business services. Pets are welcome! The Best Western Windsor Inn is only about a 10 minute drive from downtown Ashland, which offers a variety of shops and restaurants. The Best Western Windsor Inn is the perfect way to enjoy a quiet and relaxing stay in Ashland. 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. Relax outside among our rose gardens and enjoy the views of the surrounding Ashland Hills and the Siskiyou mountains. See a Shakespearean play at the Oregon Shakespeare Festival, the largest rotating repertoire theater, or spend the afternoon at Lithia Park walking the many trails. During the summer months enjoy rafting down the Rogue River, while in the winter Mt. Ashland offers fantastic skiing. Other nearby attractions includes Southern Oregon University, Emigrant Lake and historic Jacksonville, Oregon. The friendly, helpful staff at the Best Western Windsor Inn is ready to ensure a fun-filled memorable stay in Ashland, Oregon. Make a reservation today and save! Enjoy your stay.
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8.8/10
Very Good
Very good hotel, free car charging
All 99 reviews
Surroundings
Airport: Rogue Valley International-Medford Airport
(28.6 km)
Train: Medford LIRR Station
(24.5 km)
Train: Ronkonkoma Station
(24.9 km)
Landmarks: Momentum River Expeditions
(390m)
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Overview

Rooms

Guest Reviews

Services & Amenities

Policies

1 King Bed, Non-Smoking, Refrigerator, High Speed Internet Access
6

1 King Bed, Non-Smoking, Refrigerator, High Speed Internet Access

1 King bed
Has window
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Towels
Room Details
Check Availability
2 Queen Beds, Mobility Accessible Room, Roll-in Shower, Non-Smoking
5

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

2 Queen bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Towels
Room Details
Check Availability
2 Queen Beds, Non-Smoking, Refrigerator, High Speed Internet Access
6

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

2 Queen bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Towels
Room Details
Check Availability
Suite-1 King Bed, Non-Smoking, Jacuzzi, Refrigerator, High Speed Internet Access
7

Suite-1 King Bed, Non-Smoking, Jacuzzi, Refrigerator, High Speed Internet Access

1 King bed
Has window
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
Check Availability
Suite-1 King Bed, Non-Smoking, Wet Bar, Microwave And Refrigerator, Wi-Fi
8

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

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Mountain view
Room Details
Check Availability
Suite-1 King Bed, Non-Smoking, Kitchen, Sitting Area, High Speed Internet Access
10

Suite-1 King Bed, Non-Smoking, Kitchen, Sitting Area, High Speed Internet Access

1 King bed
Non-smoking
Refrigerator
Microwave
Daily housekeeping
Connecting rooms
Room Details
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Hide Room Types

Guest Reviews

8.8/10
Very Good
99 reviews
  • Cleanliness8.8
  • Amenities8.8
  • Location8.8
  • Service8.8
Average for similar properties in Ashland
Most Mentioned
Review summary
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Location: The hotel is conveniently located near major highways (I-5) and offers a quiet environment despite its proximity to the freeway. Some guests noted its slightly remote position but emphasized it is more comfortable than nearby alternatives.
F‍a‍n
April 19, 2025
It was a one night stay and everything fulfilled our goal. The agent was a little bit too talkative.
N‍a‍n‍x‍i‍j‍i‍a‍n‍g‍p‍a‍n
April 3, 2024
Very good hotel, free car charging
Original TextTranslation provided by Google
b‍a‍r‍t‍a‍c‍k
January 10, 2023
The location is remote, and the food in the restaurant next to it is like pig food
Original TextTranslation provided by Google
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
June 17, 2025
Excellent staff and facility, breakfast included. Front Desk Sup took awesome care of us Jason, he was great! Pool and hot tub were super clean!
K‍r‍i‍s‍t‍i‍n‍e
May 2, 2025
Nice place
R‍i‍c‍h‍a‍r‍d
April 28, 2025
The property is close to transportation and services.It's well kept and quiet.The staff are very considerate. The building is a handsome pseudo-tutor and the breakfast is abundant and good.
C‍h‍a‍r‍l‍e‍s
April 25, 2025
Second time at this property. Excellent in all aspects.
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
April 24, 2025
Our stay was just a quick overnight visit, but here’s how it went. I arrived later in the evening and was greeted by very hospitable and helpful staff, which was a great start. The room price was reasonable, and while the bed wasn’t anything special, it was decent — and the pillows were actually quite good. One of the highlights was the full breakfast offered in a large banquet-style area. It was nice not having everything crammed together, and the breakfast staff was extremely attentive and made sure we had everything we needed. The breakfast spread was impressive, with eggs, potatoes, sausage, cereal, pancakes, fruit, juice, coffee, tea, bagels, toast, and likely more that I didn’t get a chance to see. Definitely more than your average hotel breakfast. The location is convenient, right next to a Chevron gas station and a few other stores. Also, stepping outside the rooms gave us a beautiful view of the mountains — a really nice touch. Now for the downsides. The place could use a little TLC. The carpet could definitely use a good shampooing, some fresh paint wouldn’t hurt, and there are a few small things around the room that could be fixed up. One concern — we found a couple bugs in the extra blankets, so it would be a good idea to make sure those are changed out more frequently. All in all, it served its purpose for a short stay, and the staff really made a positive impression.

Services & Amenities

Gym
More Amenities
Internet
Outdoor swimming pool
Parking
Public (not only for guests) is available On-site parking. Reservation not needed.
Front Desk Services
Languages Spoken
Health & Wellness
Public Areas
Cleaning Services
Business Services
Accessibility
Safety & Security

Property Policies

Check-in and Check-out Times
Check-in: After 15:00
Check-out: Before 11:00

Front desk hours: 24/7

Child Policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.

Cribs and Extra Beds
For all room types, extra beds can be added. Crib policies vary according to room type. Please refer to the relevant room type policy.
Fees for extra beds and cribs are not included in the total and must be paid at the hotel.
AgeFee
Children 10 years old and under
US$15.00 (approx. PHP 872.63) per person per night
Children 11–17 years old
Contact property

Breakfast
Breakfast is available at the hotel. Please contact the hotel for details.
AgeFee
Adult
Contact property
Additional breakfast fees are not included in the total and need to be paid at the property.

Pets
Pets are allowed on requestAdditional charge
Types of pets allowed: dogs, cats
Fee: US$20.00 (approx. PHP 1,163.50) per pet per day

Service Animals
Service animals are allowed on request

Age Requirements
The main guest checking in must be at least 18 years old

Paying at the Hotel

  • Cash

Property Description

  • Renovated: 2019
  • Number of Rooms: 91
Stay at this Ashland, Oregon hotel offering convenient access to the Shakespeare Festival, Southern Oregon University and the Mount Ashland Ski Resort. Conveniently located right off the Interstate 5 in Southern Oregon, 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 a delicious complimentary full breakfast, the largest outdoor swimming pool in Southern Oregon, year-round outdoor hot tub, exercise facility and limited business services. Pets are welcome! The Best Western Windsor Inn is only about a 10 minute drive from downtown Ashland, which offers a variety of shops and restaurants. The Best Western Windsor Inn is the perfect way to enjoy a quiet and relaxing stay in Ashland. 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. Relax outside among our rose gardens and enjoy the views of the surrounding Ashland Hills and the Siskiyou mountains. See a Shakespearean play at the Oregon Shakespeare Festival, the largest rotating repertoire theater, or spend the afternoon at Lithia Park walking the many trails. During the summer months enjoy rafting down the Rogue River, while in the winter Mt. Ashland offers fantastic skiing. Other nearby attractions includes Southern Oregon University, Emigrant Lake and historic Jacksonville, Oregon. The friendly, helpful staff at the Best Western Windsor Inn is ready to ensure a fun-filled memorable stay in Ashland, Oregon. Make a reservation today and save! Enjoy your stay.

Frequently Asked Questions

What is the cancellation policy for Best Western Windsor Inn?

The cancellation policy for Best Western Windsor Inn varies depending on the type of room and booking conditions.

What are the check-in and check-out times at Best Western Windsor Inn?

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

Can I bring my pet inside the Best Western Windsor Inn?

Pets are allowed on request at Best Western Windsor Inn. Charges may be applicable.

How far is the Best Western Windsor Inn from the closest airport?

The closest airport is Rogue Valley International-Medford Airport, and it is about 21 mins from hotel by car (28.6 km).

About This Property

Nearest AirportRogue Valley International-Medford Airport
Distance to Airport28.62KM
Nearest Train StationMedford LIRR Station
Distance to Train Station24.51KM
Average Price FromPHP10102
Hotel Star Rating2