Winchester Inn is a great choice for a stay in Ashland. Guests looking for a bite to eat can check out the restaurant, and the bar/lounge is the perfect spot to grab a drink at the end of the day. Other highlights at this Victorian inn include a terrace and a garden. Fellow travelers love the helpful staff.
Languages
English
At a glance
Hotel size
21 rooms
Arranged over 3 floors
Arriving/Leaving
Check-in start time: 4:00 PM; Check-in end time: 9 PM
Late check-in subject to availability
Minimum check-in age: 21
Check-out time is 11 AM
Special check-in instructions
The front desk is open daily from 7:30 AM - 8 PM
Front desk staffed during limited hours
Required at check-in
Credit card, debit card, or cash deposit required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 21
Children
No cribs (infant beds)
Pets
Pets not allowed
Internet
Free WiFi in public areas
Free WiFi in rooms
Parking
Free onsite self parking
Other information
Smoke-free property
Property amenities
Food and drink
Free cooked-to-order breakfast each morning 8 AM–9:30 AM
Restaurant
Bar/lounge
Working away
Meeting room
Services
Front desk (limited hours)
Concierge services
Tour/ticket assistance
Dry cleaning/laundry services
Free newspapers in lobby
Luggage storage
Facilities
5 buildings/towers
Built in 1886
Garden
Terrace
Victorian architecture
Room amenities
Be entertained
Flat-screen television
Cable TV channels
Home comfort
Air conditioning and heating
Fan
Minibar
Coffee/tea maker
Electric kettle
Bathrobes
Iron/ironing board
Sleep well
Hypo-allergenic bedding
Down comforter
Premium bedding
Pillowtop mattress
What to enjoy
Individually furnished and decorated
Freshen up
Designer toiletries
Hair dryer
Towels
Stay connected
Free WiFi
Phone
More
Daily housekeeping
Fees & policies
Mandatory fees
You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:
City/local tax: USD 9.0
3 percent tourism fee will be charged
Administrative fee: USD 6.00 per accommodation, per night
Optional extras
Late check-out can be arranged for an extra charge
Policies
Only registered guests are allowed in the guestrooms.
This property does not have elevators.
This property accepts credit cards. Cash is not accepted.
Also known as
Winchester Inn Ashland
Winchester Ashland
The Winchester Inn
Winchester Inn Inn
Winchester Inn Ashland
Winchester Inn Inn Ashland
Frequently asked questions
Are pets allowed at Winchester Inn?
Sorry, pets aren't allowed.
Is parking offered on site at Winchester Inn?
Yes, there's free self parking.
What are the check-in and check-out times at Winchester Inn?
Check-in start time: 4:00 PM; Check-in end time: 9 PM. Check-out time is 11 AM. Late check-out is available for a charge.
What is there to do at Winchester Inn and nearby?
Winchester Inn has a garden.
Are there restaurants at or near Winchester Inn?
Yes, there's an onsite restaurant.
What's the area around Winchester Inn like?
Winchester Inn is in Historic Downtown District, a short 2-minute walk from Oregon Cabaret Theatre and 4 minutes' walk from Lithia Park.
Winchester Inn Reviews
Reviews
9.6
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
9.8/10
Cleanliness
9.8/10
Staff & service
9.6/10
Amenities
9.6/10
Property conditions & facilities
9.4/10
Eco-friendliness
Reviews
10/10 Exceptional
January 18, 2025
Beautiful and unique
Leonilda
Leonilda, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
January 17, 2025
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
Leonilda
Leonilda, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
January 5, 2025
Verified traveler
1-night trip
Verified Hotels.com guest review
8/10 Very Good
January 3, 2025
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.
Rebecca A
Rebecca A, 1-night business trip
Verified Hotels.com guest review
4/10 Fair
January 1, 2025
Anna
Anna, 4-night trip
Verified Hotels.com guest review
10/10 Exceptional
October 15, 2024
Awesome location and amazing included breakfast. The bed was cozy and Eastlake room was delightful.
Jennifer
Jennifer, 2-night romance trip
Verified Expedia guest review
10/10 Exceptional
October 7, 2024
Lovely stay. A very unique experience.
Becki
Becki, 2-night family trip
Verified Expedia guest review
8/10 Very Good
September 30, 2024
Janet
Janet, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
September 21, 2024
Beautiful
Gregory
Gregory, 2-night trip
Verified Orbitz guest review
6/10 Good
September 19, 2024
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.
Robert
Robert, 5-night romance trip
Verified Expedia guest review
10/10 Exceptional
August 17, 2024
Always a great stop on our travels north and south. Great location. Great restaurant. Rooms are great. Staff are very accommodating, highly recommend
Larry
Larry, 1-night trip
Verified Expedia guest review
10/10 Exceptional
August 16, 2024
Leonilda
Leonilda, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
August 14, 2024
Loved the luxurious bedding and sweet delivered to the room daily
Linda
Linda, 2-night romance trip
Verified Expedia guest review
10/10 Exceptional
August 8, 2024
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.
Gregory
Gregory, 1-night trip
Verified Expedia guest review
10/10 Exceptional
July 29, 2024
Incredibly friendly and helpful staff. Gorgeous accommodations and oh so quiet and peaceful. Amazing breakfast! Highly recommend.
Christine
Christine, 3-night romance trip
Verified Expedia guest review
10/10 Exceptional
July 29, 2024
Perfection
Room very nice. Great location. Delicious food.
Kathryn
Kathryn, 2-night trip
Verified Hotels.com guest review
10/10 Exceptional
July 24, 2024
james
james, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
July 2, 2024
Staff was excellent! Room is beautiful! Well stocked! Easy access to restaurants!
Larry
Larry, 1-night romance trip
Verified Expedia guest review
10/10 Exceptional
June 26, 2024
Gregg
Gregg, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
June 25, 2024
Absolutely wonderful property and outstanding service.
Kevin
Kevin, 1-night romance trip
Verified Orbitz guest review
10/10 Exceptional
June 22, 2024
The staff was courteous, helpful, and conversational. Rooms were clean and stylish.
Jody
Jody, 2-night romance trip
Verified Expedia guest review
8/10 Very Good
June 21, 2024
The food is amazing! Unfortunately, there are many things that should be fixed or upgraded. For the price, it should be in perfect condition.
Robert
Robert, 3-night romance trip
Verified Expedia guest review
10/10 Exceptional
June 20, 2024
Staying at the Winchester Inn is simply stellar beyond compare and it's very convenient to Ashland and walking to the plays.
Donna
Donna, 3-night trip
Verified Hotels.com guest review
10/10 Exceptional
June 17, 2024
cozy is alive and well in ashland
it was cozy and perfect
Robert
Robert, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
June 15, 2024
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