Winchester Inn
Victorian inn with free breakfast and a restaurant
Photo gallery for Winchester Inn





Located in the Historic Downtown District, Winchester Inn welcomes travelers with a charming garden and sunny terrace. Enjoy a cooked-to-order breakfast, WiFi, and convenient dry cleaning services. The helpful staff and bar provide perfect spots for relaxation.
Reviews
9.8 out of 10 
Exceptional
Popular amenities
The current price is NT$6,143
NT$7,240 total
includes taxes & fees
Nov 5 - Nov 6
Room options
Check availability for these dates
Available filters for rooms
Showing 20 of 20 rooms
View all photos for Double Room, 1 Bedroom (Garden)

Double Room, 1 Bedroom (Garden)
10.0 out of 10
Exceptional
(1 review)
Highlights
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
View all photos for Double Room, 1 Bedroom (Sylvan)

Double Room, 1 Bedroom (Sylvan)
9.6 out of 10
Exceptional
(5 reviews)
Highlights
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Sofa bed
View all photos for Double Room (Queen Anne)

Double Room (Queen Anne)
10.0 out of 10
Exceptional
(1 review)
Highlights
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Fan
View all photos for Double Room, 1 Queen Bed (Patio)

Double Room, 1 Queen Bed (Patio)
9.4 out of 10
Exceptional
(3 reviews)
Highlights
Furnished patio
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
View all photos for Double Room, 1 Queen Bed (Marjorie Roy)

Double Room, 1 Queen Bed (Marjorie Roy)
Highlights
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Fan
View all photos for Double Room, 1 Queen Bed (Catharine M)

Double Room, 1 Queen Bed (Catharine M)
10.0 out of 10
Exceptional
(5 reviews)
Highlights
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Fan
View all photos for Double Room, 1 King Bed (Sunset)

Double Room, 1 King Bed (Sunset)
10.0 out of 10
Exceptional
(2 reviews)
Highlights
Furnished balcony
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
View all photos for Double Room, 1 King Bed (Andrew G)

Double Room, 1 King Bed (Andrew G)
10.0 out of 10
Exceptional
(3 reviews)
Highlights
Furnished balcony
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
View all photos for Double Room, 1 King Bed (Peter Benjamin)

Double Room, 1 King Bed (Peter Benjamin)
Highlights
Furnished patio
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
View all photos for Double Room, 1 King Bed (Eastlake)

Double Room, 1 King Bed (Eastlake)
10.0 out of 10
Exceptional
(1 review)
Highlights
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Fan
View all photos for Double Room, 1 King Bed (Enders)

Double Room, 1 King Bed (Enders)
10.0 out of 10
Exceptional
(1 review)
Highlights
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Fan
View all photos for Suite, 1 King Bed with Sofa bed (Robert Gordon)

Suite, 1 King Bed with Sofa bed (Robert Gordon)
7.0 out of 10
Good
(2 reviews)
Highlights
Separate sitting area
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
View all photos for Suite, 2 Bedrooms (Duet Suite)

Suite, 2 Bedrooms (Duet Suite)
Highlights
Furnished patio
Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
View all photos for Suite, 1 King Bed (Hargadine)

Suite, 1 King Bed (Hargadine)
Highlights
Furnished balcony
Separate sitting area
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
View all photos for Suite, 1 King Bed (Barbara Howard)

Suite, 1 King Bed (Barbara Howard)
Highlights
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
View all photos for Suite, 1 King Bed (Eleanor Rose)

Suite, 1 King Bed (Eleanor Rose)
9.0 out of 10
Wonderful
(2 reviews)
Highlights
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
View all photos for Suite, 1 Bedroom (Silverdale)

Suite, 1 Bedroom (Silverdale)
8.0 out of 10
Very good
(1 review)
Highlights
Separate sitting area
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
View all photos for Suite, 1 Queen Bed with Sofa bed (Brighton)

Suite, 1 Queen Bed with Sofa bed (Brighton)
Highlights
Separate sitting area
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
View all photos for Suite, 1 Queen Bed with Sofa bed (Courtyard)

Suite, 1 Queen Bed with Sofa bed (Courtyard)
Highlights
Furnished patio
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
View all photos for Suite, 1 King Bed (Fordyce)

Suite, 1 King Bed (Fordyce)
10.0 out of 10
Exceptional
(1 review)
Highlights
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
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About the neighborhood

35 S. 2nd St., Ashland, OR, 97520
About this property
Winchester Inn
Similar properties

Ashland Springs Hotel
Ashland Springs Hotel
- Spa
 - Pet friendly
 - Parking included
 - Free WiFi
 
9.2 out of 10, Wonderful, 1,012 reviews
The price is NT$3,278
NT$4,117 total
includes taxes & fees
Nov 10 - Nov 11
Property amenities
Room amenities
Policies
Important information
Fees
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 9.0
 - 3 percent destination fee will be charged
 - Administrative fee: USD 6.00 per accommodation, per night
 
We have included all charges provided to us by the property.
Optional extras
- 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.
You need to know
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
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
We should mention
This property does not have elevators
Only registered guests are allowed in the guestrooms
Property is also known as
Winchester Inn Ashland
Winchester Ashland
The Winchester Inn
Winchester Inn Inn
Winchester Inn Ashland
Winchester Inn Inn Ashland
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Reviews
Winchester Inn Reviews
9.8
Exceptional
9.8
Cleanliness
9.6
Location
9.8
Staff & service
9.4
Eco-friendliness
9.6
Property conditions & facilities
Reviews
2025/7/2
Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jun 2025
10/10 Excellent
Amy
2025/3/19
Liked: Amenities, property conditions & facilities
Amy
Stayed 2 nights in Feb 2025
10/10 Excellent
Len
2025/5/16
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Len
Stayed 2 nights in May 2025
10/10 Excellent
Janet
2022/7/5
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Janet
Stayed 4 nights in Jun 2022
10/10 Excellent
Desiree
2022/12/25
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Desiree
Stayed 1 night in Dec 2022
10/10 Excellent
Robert
2024/6/17
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
cozy is alive and well in ashland
Robert
Stayed 1 night in Jun 2024
10/10 Excellent
Kari
2023/11/20
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Amazing!!
Kari
Stayed 2 nights in Nov 2023
10/10 Excellent
Robin
2024/10/24
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Robin
Stayed 1 night in Sep 2024
10/10 Excellent
Mark
2022/7/7
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Mark
Stayed 2 nights in Jul 2022
10/10 Excellent
Amos
2023/10/18
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amos
Stayed 2 nights in Oct 2023
8/10 Good
Robert
2024/6/21
Liked: Cleanliness, staff & service, amenities
Robert
Stayed 3 nights in Jun 2024
10/10 Excellent
Amanda
2022/7/31
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amanda
Stayed 1 night in Jul 2022
10/10 Excellent
Jen
2023/8/12
Liked: Cleanliness, amenities, property conditions & facilities
Jen
Stayed 2 nights in Aug 2023
4/10 Poor
Karen
2024/5/14
Liked: Cleanliness, amenities, property conditions & facilities
Disliked: Staff & service
Karen
Stayed 1 night in May 2024
10/10 Excellent
Carolyn
2025/10/26
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Carolyn
Stayed 1 night in Oct 2025
10/10 Excellent
Laura
2025/9/16
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Laura
Stayed 1 night in Sep 2025
10/10 Excellent
Shanna
2025/9/8
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Shanna
Stayed 2 nights in Sep 2025
10/10 Excellent
Christi
2025/8/30
Liked: Cleanliness, staff & service, amenities, property conditions & facilities



Christi
Stayed 2 nights in Aug 2025
10/10 Excellent
Bette
2025/8/27
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Bette
Stayed 2 nights in Aug 2025
10/10 Excellent
Nick
2025/7/23
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nick
Stayed 1 night in Jul 2025
10/10 Excellent
Heather
2025/7/6
Weekend getaway

Heather
Stayed 1 night in Jul 2025
8/10 Good
Sid
2025/6/15
Liked: Cleanliness
Sid
Stayed 2 nights in Jun 2025
10/10 Excellent
Verified traveler
2025/4/21
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Verified traveler
Stayed 2 nights in Apr 2025
10/10 Excellent
Kathleen
2025/2/21
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Kathleen
Stayed 1 night in Feb 2025
10/10 Excellent
Diana
2025/1/20
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Wonderful
Diana
Stayed 2 nights in Jan 2025








