Winchester Inn

Top rated by guests
Winchester Inn Inn in Ashland
Winchester Inn Inn in Ashland
Winchester Inn Inn in Ashland
Winchester Inn Inn in Ashland
Winchester Inn Inn in Ashland
review stars
9.8Outstanding
(291 Ratings)
"Everything was perfect"
Jeff
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(291 Ratings)

Inn in Ashland, OR

3-Star Inn

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this inn

Along with a restaurant, this smoke-free inn has a bar/lounge and a meeting room. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, concierge services, dry cleaning, and free newspapers are onsite.
Winchester Inn offers 21 air-conditioned accommodations with minibars and coffee/tea makers. Each accommodation is individually furnished and decorated. Pillowtop beds feature Egyptian cotton sheets, down comforters, and premium bedding. Flat-screen televisions come with cable channels.

Bathrooms include bathrobes, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is offered daily and hypo-allergenic bedding can be requested.


Amenities

Business facilities
Restaurant
Free Parking
Air conditioning
Non-smoking
TV
Heating
Coffee/tea maker
Bar
Balcony/Terrace
WiFi/Internet
Minibar
No pets allowed
Garden
Kettle
Laundry services
Ironing facilities
Towels
Linens
Hairdryer
Housekeeping available

Map of Ashland, OR

city location on map

Available Rooms

Ratings and reviews

9.8 / 10
Outstanding(291 Ratings)
10 / 10Outstanding·Aug 2026
Everything was perfect
10 / 10Outstanding·Jul 2026
Good location. Good breakfast
10 / 10Outstanding·Jul 2026
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.
5 / 10·Nov 2026
Well maintained and beautiful Victorian boutique hotel located within a short walk to Main Street. Our room had all the modern amenities. Staff very helpful. Breakfast was good.

$$$$
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FAQs

Is parking included with this inn?

Yes, parking is listed as an amenity at Winchester Inn. For more information, we encourage you to contact the property about where to park.

Is there a pool at this inn?

We didn’t find pool listed as an amenity for this inn. It may be worth double checking if a pool is important for your stay.

Is Winchester Inn pet friendly?

Unfortunately, this inn is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Winchester Inn?

We found 21 amenities for this rental. This includes business facilities, restaurant, free parking, air conditioning, and non-smoking.


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