Free
Children allowed

Facilities

Offsite parking discounted rates available
Non-smoking rooms
Air conditioning
Restaurant
Family rooms
Luggage storage
Fax/photocopying
Facilities for disabled guests
Non-smoking throughout
Concierge service
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 572 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
S
Steven • couple • us
10
2026-03-24 • via Nuitee
H
Hinds • couple • us
8
2026-03-24 • via Nuitee
M
Mary • couple • us
10
Well worth the money.
Pros:

Location. Parking on site. Fantastic included breakfast.

Cons:

Nothing not to like.

2026-03-23 • via Nuitee
K
Kathryn • couple • us
10
Pros:

Good central location. Great breakfast

2026-03-16 • via Nuitee
B
Bonita • couple • us
10
Pros:

Lovely Inn with truly amazing staff and services! Alchemy restaurant is located on the property and quite good.

2026-03-13 • via Nuitee
D
Diane • couple • us
10
Off season rates for a fabulous inn.
Pros:

Grand home with lovely room and bath. Delicious 2 course breakfast.

Cons:

All perfect

2026-03-13 • via Nuitee
J
Judy • couple • us
10
We loved the location that allowed us to walk around down town. It was very quiet yet close to restaurants , the park an
Pros:

A charming and inviting home. Attention to details that enhanced our stay. Exceptionally clean with a friendly and accommodating staff.

Cons:

Absolutely nothing.

2026-03-12 • via Nuitee
H
Heidi • solo_traveller • us
10
Pros:

So beautiful like stepping back in time. The grounds are gorgeous, the restaurant is exceptional. The rooms are lovely and beds are very comfortable.

2026-03-10 • via Nuitee
L
Leslie • couple • us
10
Pros:

Beautiful Inn. Everything was picture perfect. Staff was exceptionally. The room was beautiful. The bed was ultra comfy. We will definitely be back!

2026-03-10 • via Nuitee
N
Nikala • solo_traveller • us
10
2026-03-09 • via Nuitee
A
Ana • solo_traveller • us
10
Couples Bucket List !!!!
Pros:

Breakfast is the best I have ever had ! Every meal was prepared perfectly

Cons:

There is nothing to add

2026-03-08 • via Nuitee
A
amanda • solo_traveller • us
10
Cozy, incredible, delicious. One of (if not the) best places I've ever stayed.
Pros:

The complimentary breakfast is insane! SO delicious and high-end, I plan to stay here at least five more times just to try everything haha But really, this place is nothing short of amazing. The staff, the fresh baked cookies and ice in the room waiting for me, the spa tub, the windows overlooking the city, the boujee feel of the decor, the awesome old staircase leading to my room, absolutely everything about this place is incredible. I am planning another trip to Ashland just to stay here again, it was that awesome. I hope this place and other unique places like it stay in business a very long time.

Cons:

I have zero complaints, I will say the main door key didn't work that well and I kept having to try and retry opening it, but the staff knows this and I'm sure they will fix it, they obviously pay attention to the needs of the building.

2026-03-06 • via Nuitee
S
Susan • couple • us
10
Excellent breakfast and super nice staff!
Pros:

Wonderful property! Everything top notch.
Last minute pricing was a blessing.

Cons:

Comfy, well supplied, quaint !

2026-03-02 • via Nuitee
B
Bonita • couple • us
10
A not to miss lodging experience in Ashland.
Pros:

Lovely property and gracious staff. Extra touches such as cookies in the room, ice in ice bucket, phone call to relay room was ready for early check in. Complimentary breakfast was fabulous!

2026-02-24 • via Nuitee
S
Sue • couple • us
10
Pros:

The free breakfast was a culinary delight!
Off season prices were extremely reasonable.

2026-02-22 • via Nuitee
K
Kevin • solo_traveller • us
10
Pros:

Extra touches, cookies at 3:00PM. Good washing accessories

2026-01-30 • via Nuitee
J
Janet • couple • us
10
Pros:

Everything!

2026-01-27 • via Nuitee
E
Eartha • couple • us
8
2026-01-25 • via Nuitee
M
Martin • couple • au
8
Thoroughly recommend this property for an overnight stop.
Pros:

Charming location with well appointed rooms. Huge breakfast.

Cons:

Pillows were a bit soft for our liking.

2026-01-24 • via Nuitee
N
Nancy • couple • us
8
Memorable inn with amazing breakfast. Great location to walk downtown. But you’re kind of on your own after 5 pm in wint
Pros:

Great historic inn with period furnishings. Great location to walk downtown. Breakfast is amazing!!!!!

Cons:

Carpet needs replacing. No staff around after 5:00 p.m., at least in winter.

2026-01-22 • via Nuitee