Free
Children allowed

Facilities

Offsite parking discounted rates available
Parking
Non-smoking rooms
Air conditioning
Restaurant
Family rooms
Luggage storage
Fax/photocopying
Facilities for disabled guests
Non-smoking throughout
See all facilities

Review Highlights

Pros:
Charming location
Amazing breakfast
Cons:
Old building issues
Staff availability after hours

Categories

Cleanliness
8.49
Some reviews indicated cold breakfasts and issues with old carpeting.
Service
9.96
Generally high praise for helpful and friendly staff, although some service issues mentioned.
Location
10
Repeatedly described as excellent with a charming downtown position.
Room Quality
9.45
Rooms are spacious and comfortable, though some noted age and creakiness.
Amenities
9.48
Amenities like breakfast and bar are highlighted positively, but there were some complaints about the breakfast temperature.
Value for Money
9.44
Value considered high due to included breakfast and overall experience.
Food and Beverage
9.99
Breakfast is frequently praised as outstanding, with mentions of delicious food.
Overall Experience
10
Overall positive sentiment; many patrons express intent to return and high satisfaction.
* This sentiment is summarized by AI based on user reviews.
Updated at: 2026-01-28 06:54

Property Description

Luxurious Accommodations
Winchester Inn, located just 300 metres from the Oregon Shakespeare Festival, offers elegantly appointed rooms with 600 thread count sheets, down feather bedding, and private balconies or patios. The rooms are equipped with modern amenities including flat-screen TVs and air conditioning, ensuring a comfortable stay for all guests.

Gourmet Dining Experience
Guests at Winchester Inn can indulge in a 2-course gourmet breakfast included in their stay, prepared with fresh ingredients. The on-site bar and restaurant with an outdoor patio offer a perfect setting to unwind and enjoy delicious meals. Additionally, a coffee bar is available for guests to grab a quick pick-me-up throughout the day.

Concierge Service and Convenience
The hotel provides concierge service to assist guests with any inquiries or bookings, ensuring a seamless and enjoyable stay. With free parking on-site and proximity to Southern Oregon University and Rogue Valley Airport, Winchester Inn offers convenience and accessibility for all travelers.

Book your stay at Winchester Inn now for a luxurious and memorable experience!

Important information:

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.
Please inform of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation.

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

Property Policies

  • Parking

    Free private parking is possible on site (reservation is not needed).

  • Internet

    WiFi is available in all areas and is free of charge.

  • Pets

    Pets are not allowed.

  • Children and extra bed policy

    Children of any age are allowed.
    Children up to and including 2 years old stay for free when using an available cot.
    Children up to and including 8 years old stay for free when using an existing bed.
    Children up to and including 8 years old stay for free when using an available extra bed.
    People 9 years old and over stay for US$45 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.

Location

Guest Reviews

9.6
Based on 600 reviews
Cleanliness: 8.49
Service: 9.96
Location: 10
Room Quality: 9.45
Amenities: 9.48
Value for Money: 9.44
Food and Beverage: 9.99
Overall Experience: 10
Y
Yano solo_traveller us
10
Pros:

Exceeded expectations across the board.

Cons:

Limited parking

2026-05-28 via Nuitee
C
Caroline couple us
10
Fabulous hotel!
Pros:

Beautiful property and gardens. Friendly staff. Delightful breakfast and atmosphere. Super comfortable and quiet rooms. Close walk to Shakespeare festival and fun restaurants and lounges.

Cons:

N/A

2026-05-28 via Nuitee
K
Karin couple be
10
Lovely stay in downturn Ashland
Pros:

Wonderful stay - the best bed I ever slept in, in a beautiful room an house, downtown

Cons:

Breakfast was too much, and the oatmeal was very dry

2026-05-28 via Nuitee
P
Philip couple us
10
Good stay in a well-maintained Victorian mansion
Pros:

We had a nice lower floor room which was pleasantly decorated. Staff was friendly and helpful. Location is good... Quiet but close enough to OSF and downtown to walk everywhere. Hearty breakfast included.

Cons:

Although comfortable enough, the bed mattress had a soft surface. I prefer a firmer one but it did not detract from our visit.

2026-05-26 via Nuitee
I
Iaroslav solo_traveller us
10
2026-05-26 via Nuitee
J
Jane extended_group us
9
Perfect location, relaxing atmosphere, excellent accommodation
Pros:

Breakfast was wonderful and the location of the inn was perfect for the Shakespeare Festival and looking around Ashland. Staff were very helpful and the bar was particularly good. Would stay here again without hesitation and would recommend to our friends.

Cons:

Unfortunately construction was going on close to our room which produced a lot of noise. This was completely outside the control of the inn, so we discounted this inconvenience. Would stay here again

2026-05-13 via Nuitee
S
Shawna couple us
10
2026-05-04 via Nuitee
A
Anne couple us
10
Wonderfully relaxing and beautiful place to stay in Ashland
Pros:

Beautiful inn, rooms with wonderful, thoughtful amenities and lovely garden. Great location if you are coming for the Oregon Shakespeare Festival--can leave your car and just walk to the theater. very close proximity to downtown/shopping district yet feels far away (car and foot traffic). The complimentary breakfast was excellent and nice to have a happy hour even on weekends (with superb bar menu food and reasonably priced drinks). We would definitely plan to stay here again when we come back for the Oregon Shakespeare Festival.

Cons:

Not much--everything was great. The only minor complaint is our room was directly below the parlor so could hear people walking due to boards squeaking but this was only an issue before dinnertime and not an issue to interfere with sleep or morning hours.

2026-04-28 via Nuitee
R
Rolf couple us
10
2026-04-16 via Nuitee
N
Nancy couple ca
7
2026-04-15 via Nuitee
couple us
10
2026-04-13 via Nuitee
D
David couple us
8
2026-04-12 via Nuitee
J
Jack couple us
10
Absolute luxury. It was like stepping back into a time where hotels were a true comfortable and luxurious experience
Pros:

Warm, cozy and super inviting!

Cons:

Literally can’t think of anything.

2026-04-11 via Nuitee
L
Loida couple us
10
Beautiful victorian property!!
Pros:

Location, location! The property is very clean, the staff are very nice. The included breakfast was amazing!

Cons:

Nothing

2026-04-08 via Nuitee
C
Catherine couple us
9
Would return for another visit
Pros:

Ambience, period attention to detail

Cons:

Torn sheet, speciality coffee machine broken

2026-04-05 via Nuitee
C
Chris solo_traveller us
10
2026-03-30 via Nuitee
C
C solo_traveller us
1
Rooms are poor quality, rude staff and they charge predatory fees.
Pros:

Breakfast is pretty good.

Cons:

Room was dingy, and had a very uncomfortable 53" bed while it was advertised as a queen. Staff was rude when we asked about this and denied the issue. They charge a very $100/night pet fee which was not listed during booking; while pet fees are common, $100 is high to the point of being predatory. They also hit us with an additional $72 fee without saying why.

2026-03-30 via Nuitee
B
Ballanti extended_group us
10
10/10 - will definitely be staying here again.
Pros:

The location was amazing - downtown restaurants, theaters and parks are all walkable. The gardens are beautiful and the free breakfast was delicious. The staff members are all super friendly and helpful as well.

2026-03-30 via Nuitee
H
Hinds couple us
8
2026-03-24 via Nuitee
S
Steven couple us
10
2026-03-24 via Nuitee