Winchester Inn | Hotel in Ashland

| 9.6 (265 Reviews) |  1 Bathroom
Historic Downtown District Hotel | Winchester Inn

Hotel in Historic Downtown District, Ashland

Victorian inn with free breakfast and a restaurant
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. Additionally, rooms include irons/ironing boards and fans. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

Show more

Amenities

Air Conditioner
Parking
TV
Balcony/Terrace
Accessibility
Security/Safety
Business Services
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Restaurant
Bar
Toiletries
Guest Services
Breakfast
Child Friendly
Internet
Kitchen
Laundry

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
Child Policy
Children are welcome. cribs (infant beds) are not available.
Payment Policy
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.
Pet Policy
Pets not allowed

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

Reviews

Patricia
Oct 15, 2025 10:55:00 PM
Review Score:   10
Summary: Lovely room
See All Reviews
Check Hotel Availability
Nightly rates from:
USD191
You will be redirected to  
Hot Deal - It has been viewed 221 times today
Not the right fit? Check out our other properties in Historic Downtown District
Lodge Room 1 with Jacuzzi Tub at Green Springs Inn From US $210
         

10.0 (3 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Bayberry Inn B&B and Oregon Wellness Retreat From US $294
         

10.0 (15 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Winchester Inn From US $191
         

|
9.6 (265 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
2 units with 6 bedrooms, 6 bathrooms, a kitchen and large dining area. From US $1,071
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
McCall House Boutique Hotel From US $332
         

|
9.7 (53 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Lodge Room 7 at Green Springs Inn From US $214
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Columbia Hotel From US $174
         

9.7 (3 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Two Queen Bed Room, Scottish Inns Ashland, Right Off Interstate 5, Free Parking From US $85
         

Winchester Inn From US $417
         

|
9.4 (407 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
Holiday Inn Express Hotel & Suites Ashland by IHG From US $140
         

8.8 (274 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Lodge Room 2 with Jacuzzi Tub at Green Springs Inn From US $209
         

9.0 (2 Reviews)
Hotel
  • Parking
  • Pool
  • Security/Safety
Lodge Room 8 with Jacuzzi Tub at Green Springs Inn From US $208
         

Lodge Room 5 with Jacuzzi Tub at Green Springs Inn From US $206
         

Lodge Room 6 at Green Springs Inn From US $210