Winchester Inn

Top rated by guests

9.4Outstanding

(398 Ratings)

"Beautiful property in a great location !"

Verified guest

Don't miss out! Price and availability may change

9.4 / 10

Outstanding(398 Ratings)

Hotel in Ashland, OR

5-Star Hotel

Reasons to book

Guests love it hereGuests give this property a top rating

Top-tier experienceA high end property in this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this hotel

Historic Charm

Amenities

Business facilities

Golf course (within 2 mi)

Concierge services

Free WiFi/internet

Free Parking

Air conditioning

Non-smoking

Heating

Wheelchair accessible

Bar

WiFi/Internet

Garden

Laundry services

Accessible Parking

Family friendly

Key access

Housekeeping available

Fire alarm

Fire extinguisher

Tennis court

Cleaning products

Map of Ashland, OR

Available Rooms

Ratings and reviews

9.4 / 10

Outstanding(398 Ratings)

100% verified reviews

10 / 10Outstanding·Nov 2026

Beautiful property in a great location !

N/A

8 / 10Excellent·Nov 2026

The room was clean. There were eclairs and fresh flowers on a table when we arrived.

10 / 10Outstanding·Oct 2026

Historical with lots of love infused Breakfast was amazing Room was very nice but a little drafty Bar area was epic Chef’ menu to die for… the pastries were the best I ever had

Our stay was too short

10 / 10Outstanding·Oct 2026

Beautiful Historical home and the garden was lovely. Close to the theater and downtown. We didn’t eat there but it smelled amazing.

$$$$

FAQs

Is parking included with this hotel?

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 hotel?

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

Is Winchester Inn pet friendly?

Unfortunately, this hotel 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, golf course (within 2 mi), concierge services, free wifi/internet, and free parking.

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