Best Western Windsor Inn

Hotels
•
Best Western
8.4 (703 reviews)
2520 Ashland Street , Ashland , US
+1 541-488-2330

listing image 1
Show all photos
Free
Children allowed

Facilities

Fitness facilities
WiFi available
Free WiFi
Parking
Free Parking
Non-smoking rooms
Air conditioning
Fitness center
Swimming pool
24-hour front desk
See all facilities

Review Highlights

Pros:
Friendly, accommodating staff
Clean rooms and well-maintained facility
Good location (close to highway) and parking
Comfortable king-size beds
EV charging stations
Large breakfast room with novelty machines (pancake, yogurt)
Pet-friendly
Restaurant next door
Rooms with fridges and spacious layouts
Cons:
Poor breakfast quality (coffee undrinkable, watery oatmeal, bad pancakes)
Inconsistent room upkeep (paint, visible drywall nails, low bathroom lighting)
Noisy incidents / thin walls / early-morning disturbance
Hot tub over-chlorinated
Broken ice machine / fridge freezing food / empty juice dispensers
Safety concerns reported by at least one guest regarding the surrounding area

Categories

Cleanliness
8.8
Generally praised: multiple reviews call rooms 'clean' and 'well kept'. A few isolated upkeep issues (room 115 needing repaint/spackle, shower curtain rod problems) lower this slightly from perfect.
Service
9.2
Strong positive sentiment: staff repeatedly described as friendly, lovely, accommodating and helpful (specific mention of front-desk agent 'Ryan').
Location
8.6
Mostly positive: several guests note a very convenient location (close to highway, restaurant next door, good parking). One or two guests reported feeling unsafe in the area, which temper the score.
Room Quality
8.2
Mostly comfortable rooms and good beds reported, some rooms are spacious with fridges. A few comments about tired furnishings, low bathroom lighting and at least one room with visible drywall nails reduce the score slightly.
Amenities
7.6
Mixed: positives include EV charging stations, pancake and yogurt machines, pool/hot tub and on-site parking. Negatives include broken ice machine, refrigerator issues and an over-chlorinated hot tub.
Value for Money
8.3
Generally seen as a good value by several guests ('classic BW, good value'), though a few felt the condition of a room did not match the price.
Food and Beverage
6.5
Clear negative trend: multiple reviews cite poor breakfast quality (coffee undrinkable, watery oatmeal, bad pancakes, sparse options) and limited dietary/GLF options; a minority praised the breakfast.
Overall Experience
10
Overall sentiment is very positive: many guests say they'd stay again, appreciate the cleanliness, friendly staff, location and basic comforts. Negative items are localized (breakfast, a few room issues, occasional safety concern) and do not dominate overall impressions.
* This sentiment is summarized by AI based on user reviews.
Updated at: 2026-11-05 14:39

Property Description

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.

Important information:

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.

Check-in and check-out hours:
Check-out: 11:00 AM
Airport code: MFR

Location

Guest Reviews

8.4
Based on 703 reviews
Cleanliness: 8.8
Service: 9.2
Location: 8.6
Room Quality: 8.2
Amenities: 7.6
Value for Money: 8.3
Food and Beverage: 6.5
Overall Experience: 10
R
Robin • couple • us
9
Pros:

Proximity to area

2026-10-29 • via Nuitee
J
Joseph • couple • us
6
Your staff is lovely and very accommodating, but the first room we got was shocking for the price.
Pros:

Room 115 needs to be repainted and spackled on ceiling where existing drywall nails are visible. Also, consider painting accent walls lighter shade of blue or a newer warmer color. Right now that room has a federal institution feel to it. Moreover, consider putting in light bulbs that are 2700 or in the 3000 kelvin range to soften overall lights and warm your rooms up.
Thanks!

Cons:

Lighting and lack of proper upkeep.

2026-10-28 • via Nuitee
P
Peggy • solo_traveller • us
8
2026-10-27 • via Nuitee
L
Laura • couple • us
9
2026-10-27 • via Nuitee
D
David • solo_traveller • us
10
We would gladly stay there again.
Pros:

The location was great and the breakfast was excellent.

2026-10-26 • via Nuitee
J
Jack • solo_traveller • us
8
2026-10-18 • via Nuitee
L
Linda • solo_traveller • us
7
2026-10-11 • via Nuitee
J
Judith • couple • us
10
2026-10-10 • via Nuitee
N
Nancy • couple • us
8
Pros:

Clean room, large & well maintained breakfast room, yogurt machine was novel, EV charging stations

Cons:

Coffee was undrinkable! Hot oatmeal was flavorless and watery. Breakfast options were sparse. Pancake machine was fun to use, but made terrible tasting pancakes.
We were wakened at 7 am one morning by a loud machine and workers talking loudly in the room below us. Never got an answer about what was happening during the supposedly quiet hours.

2026-10-10 • via Nuitee
H
Hua • extended_group • us
6
Cons:

Shower was barely warm. We had to walk a few minutes outside to get hat water for tea.

2026-10-08 • via Nuitee
B
Brian • solo_traveller • us
8
2026-09-17 • via Nuitee
C
Connie • couple • us
7
Room was comfy. Hot tub was so over chlorinated we couk
Pros:

Breakfast was pretty bad. Eggs were watery along with oatmeal. Bacon was interesting

Cons:

The breakfast

2026-09-15 • via Nuitee
A
Anne • family_with_children • us
5
It was ok but felt a little dangerous with no private hallways
Pros:

Pancake machine was working and breakfast area was large

Cons:

No private hallways

2026-09-15 • via Nuitee
M
Marilyn • couple • us
10
2026-09-11 • via Nuitee
R
Randi • couple • us
9
Friendly staff & clean rooms
Pros:

Nice rooms

Cons:

To far from downtown

2026-09-11 • via Nuitee
L
Lisa • couple • us
5
Pros:

Was clean and easy to find.

2026-09-10 • via Nuitee
K
Kim • couple • us
8
2026-09-06 • via Nuitee
D
Dwight • couple • us
8
Basic
Pros:

Very comfortable king size bed. Clean room

Cons:

the breakfast was poor. Orange and apple juices were empty or not functioning. Too many people for the amount of space and food available. Breakfast was not comparable to other BW motels we have stayed with.

2026-09-05 • via Nuitee
R
Ryan • solo_traveller • us
7
Fine enough
Pros:

Exterior is gorgeous, and solid location

Cons:

Breakfast was awful, the ice machine didn’t work, and the walls weren’t soundproof

2026-09-05 • via Nuitee
M
Mannes • solo_traveller • us
2
Pros:

Didn't end up staying at the motel because it was in a bad part of town, crack deal happening in the parking lot and heavy police presence in the area. Did not feel safe at this location.

2026-09-04 • via Nuitee