Front of property

Reviews of Winchester Inn

3.5 out of 5
Winchester Inn
35 S. 2nd St., Ashland, OR

Reviews

9.8

Exceptional

Rating 10 - Excellent. 173 out of 199 reviews" "
Rating 8 - Good. 22 out of 199 reviews" "
Rating 6 - Okay. 1 out of 199 reviews" "
Rating 4 - Poor. 1 out of 199 reviews" "
Rating 2 - Terrible. 2 out of 199 reviews" "

9.8/10

Cleanliness

9.8/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

9.6/10

Eco-friendliness

Reviews

8/10 Good

Huong, Kirkland

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Mar 2024

10/10 Excellent

Hong

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room looks very nice. The hotel is in downtown, within walking distance to a few dinning options. It is very continent. The staff is nice. We’d love to stay again!
Stayed 1 night in Jan 2024
Response from Nina - Front Desk Manager on 18 Mar 2024
Thank you for such kind words. We hope we get to see you for an Ashland visit again soon!

10/10 Excellent

Sarah

Stayed 1 night in Jan 2024

10/10 Excellent

carolyn

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Wonderful
Amazing room with a balcony, fire place, comfy bed and beautiful walk in shower. It was so nice having a beautiful restaurant down stairs.
Cozy and able to stream to the TV
So comfortable
Stayed 1 night in Dec 2023
Response from Nina - Front Desk Manager on 23 Dec 2023
Thank you for the photos with the review, Carolyn! We're always happy to see our guest showing off their lovely room. We hope you'll come visit again soon.

10/10 Excellent

Ellen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Breakfast was amazing!
Stayed 1 night in Dec 2023
Response from Nina - Front Desk Manager on 23 Dec 2023
Takes amazing to know amazing, Ellen! Thank you for the kind words and we hope you'll come join us for breakfast another time.

10/10 Excellent

Kari

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Amazing!!
I came here on a solo vacation and everyone was absolutely amazing the entire time I was there! The inn itself was absolutely beautiful and the food was so delicious!! I will definitely be back!!
Stayed 2 nights in Nov 2023
Response from Nina - Front Desk Manager on 20 Nov 2023
Thank you so much, Kari! We hope to see you again soon for another self care trip. Treat yo self! ;)

10/10 Excellent

Anita

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful place to stay
Stayed 1 night in Nov 2023
Response from Nina - Front Desk Manager on 23 Dec 2023
Thank you so much, Anita! We hope you come back again soon.

10/10 Excellent

Enrique Emanuel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Located very close to downtown Ashland. Comfortableand clean rooms. All instructions for guests are clearly provided in a series of messages throughout the room and bathroom. The staff is very friendly, and the breakfast is plentiful, varied, and delicious. Choose it if you would like to know the city on foot.
Stayed 1 night in Oct 2023
Response from Nina - Front Desk Manager on 3 Nov 2023
Thank you for the kind review, Enrique. We are so happy to hear you found much to love and appreciate at our property. Join us again soon to explore even more of our little town!

10/10 Excellent

Margaux

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Oct 2023

10/10 Excellent

Amos

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The thing that won me over the most was their attention to detail. While the property wasn’t overly “luxurious”, the personal touches made us feel special. We would love to stay here again in the future!
Stayed 2 nights in Oct 2023
Response from Nina - Front Desk Manager on 3 Nov 2023
We appreciate you noticing the little things, Amos. We do everything and anything we can to make your stay at our historic boutique inn as special as possible. We look forward to seeing you again soon!

10/10 Excellent

Mary

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent satff that made our stay a pleasure.
Stayed 1 night in Oct 2023
Response from Nina - Front Desk Manager on 4 Oct 2023
Thank you so much, Mary! We wish you safe travels and hope to see you again soon. :)

10/10 Excellent

william

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great hotel
This is an excellent hotel. Large room, immaculate furnishings (room cookies too!) and excellent breakfast, plus it is perfectly located to stroll Ashland. Highly recommended.
Stayed 1 night in Sep 2023
Response from Nina - Front Desk Manager on 4 Oct 2023
Thank you very much! We're happy to hear you enjoyed all we aim to provide. Come visit us again soon!

10/10 Excellent

Hildie

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Sep 2023

10/10 Excellent

Paula

Liked: Cleanliness, staff & service, property conditions & facilities
This is such a fantastic place to stay in Ashland Oregon. The accommodations are lovely and the on-site restaurant is truly incredible.
Stayed 2 nights in Sep 2023
Response from Nina - Front Desk Manager on 3 Nov 2023
Thank you so much, Paul! While hospitality is a big part of what we do, we are very proud of our culinary offers and the crew that puts them together. We hope to have you again soon!

8/10 Good

Frederick

Liked: Cleanliness, staff & service, property conditions & facilities
We were in the Catherine M room. There was nowhere to plug in the tea or coffee pot. The cords were too short to reach the plugs. The bed was difficult, as it humped up in the middle, and it caused us to feel as if we were falling out the sides. The hostess was very pleasant. Breakfast was good.
Stayed 1 night in Sep 2023
Response from Nina - Front Desk Manager on 4 Oct 2023
Thank you for letting us know! I do apologize about the bed situation. Our pillowtoppers can be very cushy and need to be spread out. That was on our part and I do apologize. As for the plugs, the hutch/honor bar has plugs ontop of it so that you do not need to try and reach the wall plugs. They do blend in very well and I apologize that they were hiding. We do hope to see you again soon to proivde you an even better experience. :)

10/10 Excellent

Brad

Stayed 1 night in Sep 2023

10/10 Excellent

Dona

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff very nice. Professional. Bed and Breakfast very clean, comfortable and quiet. Little chocolates are not very good. Could change that feature to be a more pleasant, appealing .
Stayed 1 night in Sep 2023
Response from Nina - Front Desk Manager on 4 Oct 2023
Thank you for taking the time to let us know! Our room treats rotate daily. We hope that you visit again soon to try one of our other many delectable goodies!

10/10 Excellent

Tonya

Stayed 2 nights in Aug 2023

10/10 Excellent

Michael

Stayed 1 night in Aug 2023

10/10 Excellent

Andrew

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Beautiful great location
Stayed 4 nights in Aug 2023

10/10 Excellent

Becky

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
5 stars all the way
I was attending a show at the Oregon Shakespeare Festival with my husband and we only stayed one night. Its a 2 min walk to the venue. We were in the heart of downtown, close to restaurants and shops. Our room was pleasantly comfortable, bathroom is spacious and well stocked. The complimentary breakfast was fantastic. We would definitely recommend to our friends and stay here again the next time we pass through.
Stayed 1 night in Aug 2023
Response from Nina - Front Desk Manager on 4 Oct 2023
Thank you so much for the kind words, Becky! We are so lucky to have the location we do and even luckier to have such lovely guests. We hope to see you again soon. :)

10/10 Excellent

Jen

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
My husband and I had a wonderful weekend in Ashland at the Winchester Inn. Such a unique property and so quiet at night! We stayed in the Sunset room, which has a nice little balcony and great view. The bed was really comfortable and the room was tastefully decorated and very clean. Little touches like a personalized card welcoming us and treats in the room go a long way. Breakfast was amazing...2 course on their beautiful patio. I was very impressed and will definitely be back!
Stayed 2 nights in Aug 2023
Response from Nina - Front Desk Manager on 12 Aug 2023
Thank you so much for your kind words, Jen! We are so glad your stay with us was a memorable one. I hope we get to see you again sometime soon for more rest and relaxation. Travel safe!

8/10 Good

SHELLIE

Travelled with partner
Liked: Cleanliness, property conditions & facilities
Very unique property in that you feel like you are staying at your Grandmother's home. Seemed a bit creepy at first but, the owners warmed up to me after more interactions. I'm not a B&B type as I really don't want everyone to know my business. Neighborhood is experiencing changes and upgrades for the better, but there are still dilapidated houses here and there.
Stayed 1 night in Jul 2023
Response from Nina - Front Desk Manager on 2 Aug 2023
Thank you, Shellie! We know old Victorian homes get a rep for giving people the heebie jeebies but we're glad you found yourself at ease and enjoyed your stay. Our town is definately gearing up for something great so we hope you'll come visit again soon to see!

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful property in downtown Ashland. Walkable to the theater restaurants shops. The staff was very friendly and welcoming. They called me to let me know early check-in was available.
Stayed 1 night in Jul 2023
Response from Nina - Front Desk Manager on 29 Jul 2023
Thank you, Debra! We are so lucky to have such a convenient location to downtown to provide guests with a relaxing stay. We hope you can visit again very soon!

10/10 Excellent

Timothy, Antelope

Stayed 2 nights in Jul 2023

10/10 Excellent

Linda

Stayed 1 night in Jul 2023

10/10 Excellent

John

Liked: Cleanliness, staff & service, property conditions & facilities
This is a Victorian Inn just a few steps off of Main Street in Ashland. The location is great and the staff is very friendly. I stayed in the Robert Gordon room, which is one bedroom with a living room and bath. I plan to stay here again the next time I am in Ashland.
Stayed 1 night in Jun 2023
Response from Nina - Front Desk Manager on 28 Jun 2023
Hello, John! Thank you so much for your kind words. I'm happy to hear you enjoyed your time with us. We hope you get to visit us again soon.

10/10 Excellent

Sara

Travelled with partner
What a beautiful gem! Amazing staff, gorgeous room, delicious food, and a block from the Shakespeare Festival. Can’t wait to come back again.
Stayed 2 nights in Jun 2023
Response from Nina - Front Desk Manager on 27 Jun 2023
Thank you for such kind words, Sara. We strive to meet all your descriptive adjectives and I'm happy to hear we met the mark! We can't wait to see you again soon.

10/10 Excellent

Larry

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
We stayed there for our 53rd Wedding Anniversary. This has to be one of the finest establishments we have ever stayed in. The staff was excellent, the room was outstanding and we will be returning for another stay.
Stayed 1 night in Jun 2023
Response from Nina - Front Desk Manager on 24 Jun 2023
Thank you so much, Larry. You and your lovely wife were an absolute delight and we were so excited to help you both celebrate. Congratulations on 53 years on we wish you well for many more!

10/10 Excellent

John

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
What a grand lady this beautiful Victorian is! Matched with tasteful decor, stellar service, and excellent food and drink! We will definitely be back!
Stayed 3 nights in May 2023
Response from Nina - Front Desk Manager on 3 Jun 2023
Thank you for such kind words, John. We're glad to hear you enjoyed this vintage beuaty as much as we do. We look forward to seeing you again soon!

10/10 Excellent

Linda

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
The reception staff were very welcoming, friendly and helpful.
Stayed 1 night in May 2023
Response from Nina - Front Desk Manager on 3 Jun 2023
Thank you, Linda. As the first people you meet at the hotel (and maybe even Ashland), we want to make sure we make you feel comfortable from the moment you step in the door. I'm happy to hear we were able to do that for you. We'll see you again soon!

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in May 2023
Response from Winchester Inn on 23 Jun 2023
Thank you so much for joining us!

10/10 Excellent

Meeling

Stayed 4 nights in May 2023
Response from Winchester Inn on 23 Jun 2023
It was a pleasure having you join us.

10/10 Excellent

Heather

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful location, friendly staff, amazing stay!
Stayed 1 night in May 2023
Response from Nina - Front Desk Manager on 3 Jun 2023
Thank you, Heather! We hope you'll come back and visit soon.

10/10 Excellent

Vathsala

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent
Stayed 1 night in May 2023
Response from Nina - Front Desk Manager on 3 Jun 2023
Thank you, Vathsala. It was nice to have you stay and dine with us. We know we'll see you again soon. ;)

10/10 Excellent

Ellen

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Love it!!
Really neat place, next to all kinds of restaurants and shops.
Stayed 1 night in May 2023
Response from Nina - Front Desk Manager on 4 May 2023
We think you're pretty neat too, Ellen! We're happy you found our location to be convenient. We like where we are so much, we've stayed for 40 years. ;) We hope to see you again soon!

10/10 Excellent

STEVE

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Apr 2023
Response from Winchester Inn on 23 Jun 2023
Thank you so much for joining us!

10/10 Excellent

Shelley

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Elegance
We love staying at The Winchester Inn. The staff is professional, helpful and friendly. They are very conscientious (food allergy). The room was beautiful, elegant and comfortable. Breakfast is always a culinary masterpiece. SO delicious and special.
Stayed 1 night in Apr 2023
Response from Nina - Front Desk Manager on 2 May 2023
Thank you for the kind words, Shelley. We strive to make everyones stay with us relaxing and carefree as possible. We can't wait to have you back for a visit. :)

10/10 Excellent

Bernard

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Apr 2023
Response from Winchester Inn on 23 Jun 2023
We hope you can join us again soon!

10/10 Excellent

Jill

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
great
cute place and very central. there is a restaurant inside and across street that seem good. breakfast was amazing, room very nice and quite quaint. definitely would stay here again
Stayed 1 night in Apr 2023
Response from Nina - Front Desk Manager on 4 May 2023
Thank you for taking the time to leave us such a lovely review! We're delighted that you found our inn to be so accommodating. We're glad to hear that you enjoyed your room and would be thrilled to welcome you back for another stay in the future. :)

10/10 Excellent

Hayley

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
What an amazing place! We absolutely loved our stay and the staff was incredible. The breakfast was a huge highlight for us. We WILL be back!
Stayed 1 night in Apr 2023
Response from Nina - Front Desk Manager on 25 Apr 2023
Thank you, Hayley! We are so glad you enjoyed your time with us. We'll take you up on that promise and hope to see you again very soon. :)

10/10 Excellent

Angela

Stayed 3 nights in Apr 2023

10/10 Excellent

Linda, Puyallup

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Feb 2023

10/10 Excellent

Charlotte

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved our stay as always. Breakfast was also delicious.
Response from Nina - Front Desk Manager on 3 Jun 2023
Thank you, Charlotte. We've got all sorts of new breakfast items in the works so you'll have to come back to taste them! ;)

10/10 Excellent

Desiree

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Quaint and charming hotel, we will be back.
Stayed 1 night in Dec 2022
Response from Nina - Front Desk Manager on 28 Dec 2022
Thank you so much! We can't wait to see you again. :)

10/10 Excellent

Aaron

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Exceptionally friendly and helpful staff; room was beautiful and clean; one block from many restaurants and shopping.
Response from Nina - Front Desk Manager on 23 Dec 2022
Thank you so much. We are happy we were able to make your stay so memorable. We hope you got to enjoy all that Downtown Ashland has to offer. Until next time!

10/10 Excellent

Madylene

Stayed 1 night in Dec 2022

10/10 Excellent

James

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Return guests
Another enjoyable stay. Place is comfortable. Breakfast amazing. Staff super nice (special calll out to Carin in restaurant).
Stayed 1 night in Dec 2022
Response from Nina - Front Desk Manager on 4 May 2023
Thank you for your kind review! We're pleased to hear that you came back for more. :) We're thrilled that you enjoyed our breakfast and that our staff provided you with exceptional service. We look forward to welcoming you back for another visit soon.

10/10 Excellent

Julie

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Nov 2022

10/10 Excellent

James

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great stay
Really nice stay. Room in adjoining house was comfortable although carpet could have used a re-fresh (or just go with hardwood and area rugs). Breakfast was amazing and service really great. Would definitely stay again.
Stayed 1 night in Nov 2022
Response from Nina - Front Desk Manager on 15 Nov 2022
Thank you for taking the time to review us. We are glad you enjoyed your stay. We agree that our carpets could use a little TLC and we'll be taking the time during this down season to give them some love. We hope next time you visit there will be a difference for the better. See you next time!