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Winchester Inn
Medford - OR · United States
South Second Street, 35View location
9.6/10Excellent291 Reviews
Cleanliness9.8/10 9.8
Service9.8/10 9.8
Comfort9.8/10 9.8
Condition9.6/10 9.6
Location8.4/10 8.4
Neighborhood9.8/10 9.8
Amenities9.4/10 9.4
See all ratingsRoom prices, availability, meal plans and cancellation terms are confirmed for your selected dates.
About Winchester Inn
A stay at Winchester Inn places you in the heart of Ashland, steps from Oregon Cabaret Theatre and 3 minutes by foot from Ashland Library. This inn is 0.2 mi (0.4 km) from Thomas Theatre and 0.2 mi (0.4 km) from Angus Bowmer Theatre.
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless Internet access. Additional amenities at this Victorian inn include concierge services and gift shops/newsstands. Featured amenities include complimentary newspapers in the lobby, dry cleaning/laundry services, and luggage storage.
Free self parking is available onsite. At Winchester Inn, enjoy a satisfying meal at the restaurant. Quench your thirst with your favorite drink at the bar/lounge. A complimentary cooked-to-order breakfast is served daily from 8 AM to 9:30 AM.
Make yourself at home in one of the 21 air-conditioned rooms featuring flat-screen televisions. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.
Show less
A stay at Winchester Inn places you in the heart of Ashland, steps from Oregon Cabaret Theatre and 3 minutes by foot from Ashland Library. This inn is 0.2 mi (0.3 km) from Lithia Park and 0.2 mi (0.3 km) from Oregon Shakespeare Festival.
Make yourself at home in one of the 21 individually decorated guestrooms, featuring minibars and flat-screen televisions. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.
Featured amenities include complimentary newspapers in the lobby, dry cleaning/laundry services, and luggage storage. Free self parking is available onsite.
Popular amenities
Free WiFi
Parking available
Dining services
Concierge
Laundry
Entertainment
Non-smoking
Check-in and check-out
Check-in from
4:00 PM
Check-in until
9:00 PM
Check-out until
11:00 AM
Minimum check-in age
21
Hotel policies
No cribs (infant beds) available
No elevators
Professional property host/manager
Pets not allowed
Cleaning and safety
Essential Travel
Essential workers only - NO
Important information
-
Property Alerts
You'll be asked to pay the following charges at the property. Fees may include applicable taxes:
- A tax is imposed by the city: USD 9
- 4 percent destination fee will be charged
- Administrative fee: USD 10.00 per accommodation, per night
We have included all charges provided to us by the property.
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You need to know
- Only registered guests are allowed in the guestrooms.
- The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.
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Special Instructions
The front desk is open daily from 7:30 AM - 8 PM. The front desk is staffed during limited hours. Information provided by the property may be translated using automated translation tools.
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Instructions
- Extra-person charges may apply and vary depending on property policy
- Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
- Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
- This property accepts credit cards; cash is not accepted
- Safety features at this property include a fire extinguisher
- This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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Minimal age
21
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Optional fees
- A late check-out fee will be charged
The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.
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Spoken Language
English
Nearby attractions
Oregon Cabaret Theatre
0.2 km / 0.1 mi
Ashland Library
0.3 km / 0.2 mi
Lithia Park
0.3 km / 0.2 mi
Oregon Shakespeare Festival
0.3 km / 0.2 mi
Thomas Theatre
0.4 km / 0.2 mi
Angus Bowmer Theatre
0.4 km / 0.2 mi
Allen Elizabethan Theatre
0.4 km / 0.2 mi
Ashland Creek
0.5 km / 0.3 mi
Southern Oregon University
1.4 km / 0.8 mi
North Mountain Park
2 km / 1.3 mi
Schneider Museum of Art
2.2 km / 1.4 mi
ScienceWorks Hands-On Museum
2.4 km / 1.5 mi
Ashland Dog Park
2.5 km / 1.5 mi
Weisinger Family Winery
5.4 km / 3.4 mi
Grizzly Peak Winery
5.8 km / 3.6 mi
Hotel facilities & services
Services and fees can vary. Check the selected room details and hotel policies before booking.
- Total number of rooms: 20
- hotel
- Car park
- Wi-fi
- Shop
- Garden
- Terrace
- Concierge
- Newspapers
- Luggage room
- Clothes dryer
- Bar
Show 4 more facilities & services
- Restaurant
- Meeting room
- Breakfast
- Non-smoking establishment
Meal plans
Meal plan types
Meal options depend on the room and rate you choose. Search your dates to see which meal plans are included.
Upon availability
Room types
These are the hotel's room types, rather than live offers. Choose your travel dates to see available rooms, prices and booking conditions. Check availability
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SUITE GARDEN VIEWSUITE • GARDEN VIEWSUI.GV
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–8 • Adults: max. 8 • Children: max. 5
- Room type
- SUITE
- View / characteristic
- GARDEN VIEW
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityWinchester Inn
SUITE GARDEN VIEW
Room photos
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–8 • Adults: max. 8 • Children: max. 5
- Room type
- SUITE
- View / characteristic
- GARDEN VIEW
Adult and child limits apply within the room's total guest limit.
Room code: SUI.GV
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
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SUITE TWO BEDSSUITE • TWO BEDSSUI.2B
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–8 • Adults: max. 8 • Children: max. 5
- Room type
- SUITE
- View / characteristic
- TWO BEDS
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityWinchester Inn
SUITE TWO BEDS
Room photos
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–8 • Adults: max. 8 • Children: max. 5
- Room type
- SUITE
- View / characteristic
- TWO BEDS
Adult and child limits apply within the room's total guest limit.
Room code: SUI.2B
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
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SUITE CITY VIEW TWO BEDSSUITE • CITY VIEW TWO BEDSSUI.2B-CV
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–8 • Adults: max. 8 • Children: max. 5
- Room type
- SUITE
- View / characteristic
- CITY VIEW TWO BEDS
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityWinchester Inn
SUITE CITY VIEW TWO BEDS
Room photos
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–8 • Adults: max. 8 • Children: max. 5
- Room type
- SUITE
- View / characteristic
- CITY VIEW TWO BEDS
Adult and child limits apply within the room's total guest limit.
Room code: SUI.2B-CV
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
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DOUBLE QUEEN SIZE BEDDOUBLE • QUEEN SIZE BEDDBL.QN
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–4 • Adults: max. 4 • Children: max. 3
- Room type
- DOUBLE
- View / characteristic
- QUEEN SIZE BED
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityWinchester Inn
DOUBLE QUEEN SIZE BED
Room photos
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–4 • Adults: max. 4 • Children: max. 3
- Room type
- DOUBLE
- View / characteristic
- QUEEN SIZE BED
Adult and child limits apply within the room's total guest limit.
Room code: DBL.QN
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
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SUITE KING SIZE BEDSUITE • KING SIZE BEDSUI.KG
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–8 • Adults: max. 8 • Children: max. 5
- Room type
- SUITE
- View / characteristic
- KING SIZE BED
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityWinchester Inn
SUITE KING SIZE BED
Room photos
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–8 • Adults: max. 8 • Children: max. 5
- Room type
- SUITE
- View / characteristic
- KING SIZE BED
Adult and child limits apply within the room's total guest limit.
Room code: SUI.KG
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
-
SUITE QUEEN SIZE BEDSUITE • QUEEN SIZE BEDSUI.QN
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–8 • Adults: max. 8 • Children: max. 5
- Room type
- SUITE
- View / characteristic
- QUEEN SIZE BED
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityWinchester Inn
SUITE QUEEN SIZE BED
Room photos
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–8 • Adults: max. 8 • Children: max. 5
- Room type
- SUITE
- View / characteristic
- QUEEN SIZE BED
Adult and child limits apply within the room's total guest limit.
Room code: SUI.QN
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
-
DOUBLE KING SIZE BEDDOUBLE • KING SIZE BEDDBL.KG
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–4 • Adults: max. 4 • Children: max. 3
- Room type
- DOUBLE
- View / characteristic
- KING SIZE BED
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityWinchester Inn
DOUBLE KING SIZE BED
Room photos
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–4 • Adults: max. 4 • Children: max. 3
- Room type
- DOUBLE
- View / characteristic
- KING SIZE BED
Adult and child limits apply within the room's total guest limit.
Room code: DBL.KG
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
-
TRIPLE QUEEN SIZE BEDTRIPLE • QUEEN SIZE BEDTPL.QN
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–5 • Adults: max. 3 • Children: max. 4
- Room type
- TRIPLE
- View / characteristic
- QUEEN SIZE BED
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityWinchester Inn
TRIPLE QUEEN SIZE BED
Room photos
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–5 • Adults: max. 3 • Children: max. 4
- Room type
- TRIPLE
- View / characteristic
- QUEEN SIZE BED
Adult and child limits apply within the room's total guest limit.
Room code: TPL.QN
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
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SUITE SUPERIOR MOUNTAIN VIEWSUITE • SUPERIOR MOUNTAIN VIEWSUI.SU-VN
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–8 • Adults: max. 8 • Children: max. 5
- Room type
- SUITE
- View / characteristic
- SUPERIOR MOUNTAIN VIEW
Adult and child limits apply within the room's total guest limit.
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
Check availabilityWinchester Inn
SUITE SUPERIOR MOUNTAIN VIEW
Room photos
Photos are not available for this room type.
Room overview
- Occupancy
- Guests: 1–8 • Adults: max. 8 • Children: max. 5
- Room type
- SUITE
- View / characteristic
- SUPERIOR MOUNTAIN VIEW
Adult and child limits apply within the room's total guest limit.
Room code: SUI.SU-VN
Limited room details from hotel
Available rooms, prices and included facilities are confirmed after you choose your dates and rate.
No room types match your search. Try a room name or feature such as a balcony.
Guest reviews
What other guests saying about Winchester Inn
100
reviews shown
Albert
Good location. Good breakfast
James
The room was perfect. A comfortable Victorian room and house close to the downtown Ashland events. The two course breakfast was wonderful and not rushed. Take your time to enjoy the place and your stay in Ashland. One note, parking is available onsite if you don’t want to park on the streets, but is tricky to find. Go around the back from the south side for the lot. We also had dinner across the street at Chateaubriand: amazing French cuisine.
Sara
Our stay, as always, was wonderful! Our room was comfortable and clean, and we love the afternoon treats delivered to our room. The staff is always helpful and friendly, and you can’t beat the daily breakfasts. We also enjoy at least one delicious dinner at Alchemy, which always impresses. It’s an easy walk to shows during OSF and downtown shops and restaurants. We look forward to our return.
Morgan
Lovely, charming spot with a staff that really cares about the details.
Pricier than others in town, but worth it if the details matter to you.
Pricier than others in town, but worth it if the details matter to you.
Elizabeth
A lovely place to land. Beautiful Victorian with a garden to relax in. The room was so comfortable (even had a window seat) and the food was great. As was each member of the staff.
Damon
Fabulous breakfast and a great room. Location is right in town, can't really get a better location for the theatres and downtown restaurants. I stay here often.
Peter
Lovely establishment, made to order breakfast, easy walking to theaters.
Jones
Loved it! So cute!
Stacey
The room is fantastic!! Highly recommend!
Mei
Why it calls itself hotel really puzzles me. Very dated dirty carpet, loud split heating/ac, not to mention nobody checks you in at 11pm with poor instructions. Will NEVER stay here.
James
Property was beautiful. Room was large, clean and nicely appointed. The only disappointment was not getting to sample the highly rated breakfast as we learned after we made our booking that the kitchen and restaurant were shut down for a yearly deep clean.
Willy
Beautiful B&B. This will now be our favorite stop in Ashland.
Carolyn
Beautiful room with comfortable bed. Nice quality bedding.
Patricia
Lovely room
Laura
Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!
Shanna
Beautiful property. The room was spacious and clean. The sheets were soft and the bed was comfortable. The wait staff was very professional and attentive. The breakfast was delicious and included in the stay. It was walkable to Old Town Ashland. We stayed on foot for most of our stay. Very close to Lithia Park, dining and entertainment. Highly recommend.
Christi
Such a unique Victorian place! So charming, clean and spacious….
Bette
Beautiful setting with great service and food. Only problem was the bees nest above our patio room. Couldn’t sit outside because of the bees.
Nick
This inn offers a relaxing and comfortable stay. The location is centrally located in the heart of Ashland and the accomodations are amazing. We loved the welcome cookies and the breakfast was incredible. The Victorian architecture of the Inn, the gardens, and surrounding cottages were beatiful. There were so many places to sit and enjoy the gardens, food, and drinks.
Heather
Weekend getaway
The room was amazing, and perfect location . The only negative was how small the tv was but we didn’t end up using it do wasn’t a big deal. The fire place motor sounded like it was on when everything was turned off. The room was amazing and definitely will come back, breakfast was good only bummer was the expresso machine was broken. The bed was comfortable, and staff was great. I love the little touch and personalization in the room.
Dirk
Beautiful property, really comfortable bed, pillows and sheets!
Sid
The 2 full bedrooms with 2 large bathrooms was very convenient. Basically the unit is a converted garage surrounded by parking lots which made it noisy. Location is centrally located and excellent.
Len
quaint room. Fantastic restaurant. Excellent staff. Grounds need some sttention.
Verified traveler
Great inn. Maintained beautifully. Excellent service from staff, who make guests very comfortable.
Amy
Loved our stay so much!
Kathleen
Comfortable rooms with many amenities. Their sister restaurant across the street, Chateaubriand, is amazing!!!
Diana
Wonderful
The Winchester, especially the Hargadine Suite, is the best hotel on the west coast. I love it so much it is a very very uniquely special place. I go to Ashland specifically for the Winchester and their amazing breakfast.
Leonilda
Friendly, comfortable & unique place to enjoy
Great beautiful Inn with unique rooms. Delicious breakfast nenu with gluten-free items that are wonderful and I so enjoy
Monica
Our stay was great the staff was helpful and on top of everything! Also they have a fabulous restaurant and bar. We enjoyed some evening drinks and if we wanted could take back the drinks to our room. The breakfast was heavenly and the waiter provided top notch service. The room was clean, neat and they proved lovely treats. All in all I will be back.
Rebecca A
Great place, but.....
The place and staff is fabulous. Always like it. Sorry to say I have the same complaint now as last time we were there, and we stayed in a different room. The carpets were filthy. Even if they were clean, they looked horrible with all the stains. How about hard wood floors or.....
Thanks for listening.
Thanks for listening.
Rob
Winchester Inn is great place to stay in Ashland. The rooms are spacious, well furnished, clean, and comfy. It is close to the theaters and downtown area so you don't have to drive anywhere once you check in. There are a number of breakfast options and the food is excellent. We would definitely stay there again!
Robin
Lovely hotel in downtown Ashland. High end restaurant attached with lovely bar, as well as outdoor seating options. Walkable to all things in downtown. Stairs required up to room. Large comfortable room. Very nice breakfast. Overall, hotel is expensive, but nice. We really enjoy the restaurant.
Baki
Booked this last minute and was very pleased-very friendly staff, great clean room, very close to restaurants, and a wonderful complimentary real breakfast! I would definitely choose this place again.
Jennifer
Awesome location and amazing included breakfast. The bed was cozy and Eastlake room was delightful.
Becki
Lovely stay. A very unique experience.
Gregory
Beautiful
Robert
The heating/cooling are awful. Some maintenance needs to be done. Takes forever to get hot water. Sink drains are slow.
The breakfasts are fantastic!
Still, we won't be going back.
The breakfasts are fantastic!
Still, we won't be going back.
Larry
Always a great stop on our travels north and south. Great location. Great restaurant. Rooms are great. Staff are very accommodating, highly recommend
Linda
Loved the luxurious bedding and sweet delivered to the room daily
Gregory
Beautiful, extremely well maintained property in the heart of Ashland with lots of character and deluxe amenities. Very friendly and helpful staff. Gourmet restaurant on premises and superb breakfast with many options. Walk to everything. Highly recommend.
Christine
Incredibly friendly and helpful staff. Gorgeous accommodations and oh so quiet and peaceful. Amazing breakfast! Highly recommend.
Kathryn
Perfection
Room very nice. Great location. Delicious food.
Larry
Staff was excellent! Room is beautiful! Well stocked! Easy access to restaurants!
Kevin
Absolutely wonderful property and outstanding service.
Jody
The staff was courteous, helpful, and conversational. Rooms were clean and stylish.
Robert
The food is amazing! Unfortunately, there are many things that should be fixed or upgraded. For the price, it should be in perfect condition.
Donna
Staying at the Winchester Inn is simply stellar beyond compare and it's very convenient to Ashland and walking to the plays.
Robert
cozy is alive and well in ashland
it was cozy and perfect
Starlyn
The Winchester is idealic. Its so quaint and pretty. They thought of every detail down to a personal greeting in the room and reservations for their complimentary breakfast, which was like eating at a high end restaurant, and the bed is made by the time you return. The room was so clean, and the towels and bedding were really high quality. And the staff were fantastic! I really look forward to staying here again
Kathryn
This was a lovely stopover in Ashland on our way to Santa Barbara. It is a charming, well run inn. This was Memorial Day weekend so breakfast was not “full service” but what we had was delicious.
Karen
I booked the Garden Room for a Queen bed and a sofa bed. I even asked again when I was shown the room if the sofa made into a bed and ahead of time asked to be sure there would be extra bedding for the sofa bed. I was assured upon check in that the sofa made into a bed. It does not. The Queen is more of a double than a Queen and the other guest had to sleep in the bay window minus extra bedding. I tried to get help by calling front desk, no answer. The dishwasher offered his condolences, the staff are nice, but this is poor service to not be able to reach anyone for help in the evening. Very disappointed.
Bonnie J
The service was delightful
Robert
A good place to stay. They need to work on some maintenance issues, though. The included breakfasts are magnificent!
Patricia
We loved everything about this inn!
Meredith
A girls day out
Nice place, amazing food and customer service
Hong
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!
carolyn
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.
Ellen
Breakfast was amazing!
Kari
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!!
Anita
Beautiful place to stay
Enrique Emanuel
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.
Amos
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!
Mary
Excellent satff that made our stay a pleasure.
william
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.
Paula
This is such a fantastic place to stay in Ashland Oregon. The accommodations are lovely and the on-site restaurant is truly incredible.
Frederick
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.
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.
Dona
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 .
Bed and Breakfast very clean, comfortable and quiet.
Little chocolates are not very good. Could change that feature to be a more pleasant, appealing .
Becky
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.
Jen
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!
SHELLIE
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.
Debra
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.
John
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.
Sara
What a beautiful gem! Amazing staff, gorgeous room, delicious food, and a block from the Shakespeare Festival. Can’t wait to come back again.
Larry
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.
John
What a grand lady this beautiful Victorian is! Matched with tasteful decor, stellar service, and excellent food and drink! We will definitely be back!
Linda
The reception staff were very welcoming, friendly and helpful.
Heather
Beautiful location, friendly staff, amazing stay!
Vathsala
Excellent
Ellen
Love it!!
Really neat place, next to all kinds of restaurants and shops.
Shelley
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.
Jill
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
Hayley
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!
Charlotte
Loved our stay as always. Breakfast was also delicious.
Desiree
Quaint and charming hotel, we will be back.
Aaron
Exceptionally friendly and helpful staff; room was beautiful and clean; one block from many restaurants and shopping.
James
Return guests
Another enjoyable stay. Place is comfortable. Breakfast amazing. Staff super nice (special calll out to Carin in restaurant).
James
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.
Kelly
My only complaint was the patio room is located below staff work area and very noisy until 10 pm.
Gloria
My favorite place to stay in Ashland. Just lovely.
Bradley
Great staff and really clean and comfortable rooms.Love the location and quick walk to local cafe’s and restaurants.
Chris
Always a beautiful place to stay!
Teri
The staff was exceptional and beautiful clean room
Eric
Everything about this place is superior! The service is happy, welcoming and gracious, everyone wants our stay to be special and memorable, the rooms are gorgeous, clean and well updated, the restaurant is amazing, and what a perfect location!
Amanda
This was a last minute booking that went very smoothly. The room was ready head of schedule and the staff was very accommodating. The property itself is very cool; historic, well maintained, great location. Perfect for experiencing what Ashland has to offer. The included breakfast was amazing - delicious and filling. Kept us satisfied throughout a long day of travel. We'd stay here again. Highly recommend.
Mark
Such attention to every detail! The service and food was amazing! We highly recommend!
Janet
It is always a treat to stay at The Winchester! Without a doubt, it is my favorite place to stay!
Jade
Staff were amazing. Was celebrating a special occasion and everyone there seemed to know and make it special. Our waitress (Walker?) at dinner was perfect! I’ll be back. One suggestion…antique lights between the buildings.
Robert
Love the restaurant!
Steve
Forgot to tell us no elevators. Disabled person
Nancy
It was awesome!
Location & surroundings
Winchester Inn
South Second Street, 35, Ashland, United States
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Winchester Inn
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