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US OR Jackson County Ashland Hotels

Winchester Inn

Updated on Sep 29, 2026

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Winchester Inn

Hotels.com logo Lowest Price $219.29 Get Booking Details

Map image for 35 S. 2nd St. ASHLAND, OR
Located in: ASHLAND, OR
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.

Located in Historic Downtown District, a neighborhood in Ashland, Winchester Inn is in a shopping district. Weisinger Family Winery and Grizzly Peak Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore North Mountain Park and Cascade-Siskiyou National Monument. ScienceWorks Hands-On Museum and The RRRink are also worth visiting.
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Popular amenities
  • ac
  • bar
  • breakfast included
  • business services
  • free parking
  • heater
  • housekeeping
  • internet
  • laundry
  • no smoking
  • outdoor space
  • restaurant
  • tv
Property amenities
Food and Drink
  • 1 bar
  • 1 restaurant
  • Free cooked-to-order breakfast available daily 8 AM–9:30 AM
Internet
  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi
Parking
  • Free self parking on site
Conveniences
  • Free newspapers in lobby
  • Gift shop/newsstand
Guest Services
  • Concierge services
  • Daily housekeeping
  • Dry cleaning service
  • Front desk (limited hours)
  • Luggage storage
  • Tour/ticket assistance
Business Services
  • Meeting room
Outdoor
  • Garden
  • Terrace
Language Spoken
  • English
Accessibility
  • Hardwood flooring in room
  • High pile carpet in room
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • This property does not have elevators
More
  • Smoke-free property
Room amenities
Bedroom
  • Air conditioning
  • Bed sheets
  • Down comforter
  • Egyptian cotton sheets
  • Heating
  • Hypo-allergenic bedding
  • Pillow-top mattress
  • Premium bedding
Bathroom
  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels
Entertainment
  • Cable channels
  • Flat-screen TV
Food and Drink
  • Coffee/tea maker
  • Electric kettle
  • Minibar
More
  • Connecting rooms available
  • Individually decorated
  • Individually furnished
  • Iron/ironing board
  • Laptop-friendly workspace
  • Phone
Policies
Check-in
  • 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
  • A late check-out fee will be charged
  • Check-out before 11 AM
Pets
  • Pets not allowed
Special check-in instructions
  • 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
  • Safety features at this property include a fire extinguisher
  • 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
Property payment types
  • American Express
  • Discover
  • Mastercard
  • Visa
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 94 percent destination fee will be chargedAdministrative fee: USD 10.00 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
  • Safety features at this property include a fire extinguisher
  • 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
  • Only registered guests are allowed in the guestrooms
  • The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation
  • This property does not have elevators
 

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