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Winchester Inn

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Winchester Inn, 35 South 2nd Street, Ashland, OR -(888) 416-0458
Area: Ashland
(Map)
4.7
HOTEL RATING: 
WONDERFUL
4.7 out of 5 (571 Ratings)
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Hotel Description
Located in Ashland, a 2-minute walk from Oregon Cabaret Theatre, Winchester Inn has accommodations with a garden, free private parking, a restaurant and a bar. Among the facilities at this property are a concierge service and luggage storage space, along with free WiFi throughout the property. Certain accommodations at the property have a balcony with a mountain view. The rooms come with air conditioning, a flat-screen TV with cable channels, a fridge, a coffee machine, a shower, free toiletries and a closet. Rooms have a private bathroom with a hairdryer, while certain rooms come with a terrace and others also feature city views. The rooms in the hotel are equipped with bathrobes and an iPod docking station. Breakfast is available, and includes à la carte, Full English/Irish and American options. You can play tennis at Winchester Inn, and the area is popular for hiking. Popular points of interest near the accommodation include Ashland Library, Oregon Shakespeare Festival and Lithia Park. Rogue Valley International-Medford Airport is 24 miles from the property.

Check-in time: 16:00   Check-out time: 11:00
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7
1 room
7
2 guests
Amenities View More
y
Free Internet
j
Free Parking
w
Non Smoking
q
Accessible
x
Free Breakfast
u
Swimming Pool
E
Fitness Center
A
Business Center
B
Airport Shuttle
r
Pets Allowed
Other Amenities
` Free Parking
` Garden
` Golf Course
` Meeting/Banquet Facilities
` Room Service
` Air Conditioning
` Bar
` Hiking
` Heating
` Fax/photocopying
` On-site parking
` Accessible parking
` Concierge services
` Family Rooms
` Free Wi-Fi
` Off-Site parking
` Restaurant(s)
` Daily Housekeeping
` Happy Hour
` Non-Smoking Rooms Available
` Wine/champagne
` Outdoor furniture
` Themed dinner nights
` Key access
` Smoke alarms
` Fire extinguishers
` Guests can opt-out of daily cleaning service
` Staff follow all safety protocols as directed by local authorities
` Shared stationery such as printed menus, magazines, pens, and paper removed
` Cashless payment available
` Linens, towels and laundry washed in accordance with local authority guidelines
` Hand sanitizer in guest accommodation and key areas
` Invoices
` All plates, cutlery, glasses and other tableware have been sanitized
` Free face masks
` Food delivery
` Daily disinfection
` Facilities for disabled guests available
` Laundry services
` Luggage storage & lockers
` Non-smoking property
` Restaurant (special diets available)
` Tennis court & equipment
` Physical/social distancing guidelines
` Protective screen or physical barriers in appropriate areas
` Allergy-free rooms available
` Takeout dining services available

Winchester Inn Guest Reviews

Overall Average Score: 
Wonderful (4.7 out of 5)

Write a review

5

Exceptional - 5.0 out of 5

Janet Sat, 10 May 2025

Exceptional

5

Exceptional - 5.0 out of 5

Colleen Fri, 9 May 2025

Exceptional

4.5

Wonderful - 4.5 out of 5

Andrew Thu, 1 May 2025

Lovely spot in central Ashland...

Liked: Lovely property with ideal location in heart of downtown Ashland. Really excellent breakfast: choice of hot main courses cooked to order by in-house restaurant. Friendly and welcoming staff. Smallish but nicely furnished room. We stayed on a slow night (Monday; no OSF plays) and paid a very reasonable price of $160 (especially considering the breakfast); I imagine prices can get a lot higher.
Disliked: Bed was way too soft: lovely to look at, but difficult to sleep in. Also a minor complaint: Inn's lawn service starting doing noisy maintenance (weed eating, etc.) right outside our window at 7am.

5

Exceptional - 5.0 out of 5

Stephen Sat, 19 April 2025

Exceptional

Liked: Fantastic vintage hotel with spacious room, nice balcony and a fabulous restaurant (Alchemy) just downstairs. Will definitely stay again!

3.5

Good - 3.5 out of 5

Eugene Mon, 31 March 2025

Good

5

Exceptional - 5.0 out of 5

Scott Fri, 28 March 2025

great location, clean, classy, great...

Liked: great location, clean, classy, great breakfast
Disliked: nada

5

Exceptional - 5.0 out of 5

Addicott Tue, 25 March 2025

Exceptional

Liked: Garden breakfast
Disliked: Heavy luggage up staircase

3.5

Good - 3.5 out of 5

Inbar Tue, 18 March 2025

nice hotel. but you need...

Liked: the place looks very nice. feels like an old house. the location is great and close to center of town.when arriving all the data on how to get into my room was provided and felt like an escape room :)the staff was nice.
Disliked: i like old places. but it feels like they compromized too much for it.the electrical outlet didn't work good (they fixed it after i complained). the shower water flow is weak, and the design was not tastfull to my eyes. there is only 1 window in the room. no window in the bathroom. the bad was not comfterable (too soft). they dont give you a bootle of water (unless you buy it). i expect in every hotel room to get water...

5

Exceptional - 5.0 out of 5

Darin Mon, 17 March 2025

Exceptional

5

Exceptional - 5.0 out of 5

Claudia Thu, 13 March 2025

Exceptional

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Winchester Inn 35 South 2nd Street, Ashland, OR