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Winchester Inn

Winchester Inn

35 South 2nd Street, Ashland, OR 97520, United States
+1 541 488 1113

rate per night


based on 291 reviews

Winchester Inn
Mon 28.11
Fri 02.12

About Winchester Inn

  • Inn Room
    Room at a smaller hotel or guest house
  • Clean and Tidy
    This stay has listed several different cleanliness practices.
  • Freebies
    This stay includes Wi-Fi, Breakfast, and Parking for free

Situated near the area's tourist attractions, Winchester Inn is moments from Lithia Park. Only a short walk from IOOF Building, it offers comfortable rooms equipped with a refrigerator, tea and coffee making facilities and a mini bar.

The bed & breakfast provides comfortable accommodation, in addition to a concierge, free Wi-Fi and luggage storage. In fine weather, an outdoor terrace offers a nice spot to relax.

Winchester Inn has 24 rooms offering all the essentials to ensure a comfortable stay. They are also fitted with a CD player, a dishwasher and a microwave.

Winchester Inn is just a short stroll from Ashland Masonic Lodge Building. Lithia Springs Hotel is under a two-minute walk from the bed & breakfast.

Photos of Winchester Inn

Latest deals for Winchester Inn

Mon 28.11
Fri 02.12
Show deals with
Superior Rooms(₪2,057)
Superior room
bed type unknown
bed type unknown


₪2,057 totalKAYAK
Queen Rooms(₪926 - ₪2,314)
Queen room
bed type unknown
bed type unknown


₪926 totalPriceline
bed type unknown
bed type unknown


1 queen bed

1 queen bed



₪1,513 totalExpedia
Standard Rooms(₪631 - ₪879)
Standard room
bed type unknown
bed type unknown


₪631 totalKAYAK
bed type unknown
bed type unknown


bed type unknown
bed type unknown


₪879 totalPriceline
King Rooms(₪964 - ₪1,628)
King room
bed type unknown
bed type unknown


1 king bed

1 king bed



₪1,233 totalOrbitz
bed type unknown
bed type unknown


₪1,628 totalPriceline
Double Rooms(₪516 - ₪1,080)
Double room
1 queen bed

1 queen bed



₪516 totalExpedia
1 queen bed

1 queen bed


bed type unknown
bed type unknown


Deluxe Rooms(₪1,645)
Deluxe room
bed type unknown
bed type unknown


₪1,645 totalKAYAK

Amenities at Winchester Inn

  • Tennis
  • Free Wi-Fi
  • Private bathroom
  • Complimentary breakfast
  • Coffee machine
  • Terrace/Patio
  • Balcony
  • Air-conditioned
  • Flat-screen TV
  • TV


  • Wi-Fi available in all areas
  • Internet
  • Fan
  • Fire extinguisher
  • Free toiletries
  • Smoke alarms
  • Heating
  • Air-conditioned
  • Free Wi-Fi
  • Linens
  • Towels
  • Shampoo
  • Body soap
  • Trash cans
  • Conditioner


  • Family rooms
  • Garden view
  • Hardwood or parquet floors
  • Inner courtyard view
  • Mountain view
  • Storage available
  • Quiet street view
  • Fireplace
  • Seating area
  • Sofa
  • Telephone
  • Carpeted

Accessibility and suitability

  • Entire unit located on ground floor
  • Entire unit wheelchair accessible
  • Hypoallergenic
  • No smoking
  • Non-feather pillow
  • Private entrance
  • Roll-in shower
  • Increased accessibility
  • Allergy-free room
  • Toilet with grab rails
  • Upper floors accessible by stairs


  • Hairdryer
  • Bathrobe
  • Private bathroom
  • Shower
  • Shower cap
  • Additional bathroom
  • Bathtub
  • Spa bath
  • Toilet
  • Toilet paper
  • Walk-in shower


  • Wine glasses
  • Electric kettle
  • Breakfast included
  • Special diet menus (on request)
  • Restaurant
  • Bar/Lounge
  • Minibar
  • Microwave
  • Tea/coffee maker
  • Refrigerator
  • Coffee machine

Health and safety

  • Daily housekeeping
  • Face masks for guests available
  • Physical distancing in dining areas
  • Physical distancing rules
  • Hand sanitizer in guest accommodation and key areas
  • Use of cleaning chemicals that are effective against coronavirus
  • Guest accommodation is disinfected between stays
  • Guest accommodation sealed after cleaning
  • All plates, cutlery, glasses and other tableware have been sanitized
  • Staff follow all safety protocols as directed by local authorities
  • Disinfection of high-touch surfaces


  • Feather pillow
  • Fold-up bed
  • Socket near the bed
  • Sofa bed
  • Alarm clock
  • Clothes rack
  • Wardrobe or closet

Services and conveniences

  • Wake-up service
  • Concierge service
  • Meeting/Banquet facilities
  • Room service
  • Key access
  • Ticket service

Media and entertainment

  • Flat-screen TV
  • Cable or satellite TV
  • Radio
  • TV
  • Smartphone dock


  • Outdoor furniture
  • Garden
  • Terrace/Patio
  • Balcony

Things to do

  • Gift shop
  • Golf
  • Hiking

Parking and transportation

  • Free parking
  • Private parking


  • Laundry service
  • Iron and ironing board


  • Fax/photocopying

Family friendly

  • Complimentary breakfast


  • Tennis

Reviews of Winchester Inn

ExcellentBased on 291 verified guest reviews

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35 South 2nd Street, Ashland, OR 97520

What's nearby

  • Oregon Cabaret Theatre78 m
  • Waterstone Spa110 m
  • Lithia Springs Hotel135 m
  • Ashland Library203 m
  • New Theater236 m
  • Angus Bowmer Theater258 m
  • Elizabethan Stage - Allen Pavilion258 m
  • Oregon Shakespeare Festival292 m
  • IOOF Building0.4 km
  • Lithia Park0.7 km
  • ScienceWorks Hands-On Museum1.9 km
  • Schneider Museum of Art1.9 km



Check in anytime after 16:00, check out anytime before 11:00


Cancellation/prepayment policies vary by room type and provider.

FAQs when booking at Winchester Inn

  • Winchester Inn is located at 35 South 2nd Street, 0.2 km from the center of Ashland. Oregon Cabaret Theatre is the closest landmark to Winchester Inn.

  • Check-in time is 16:00 and check-out time is 11:00 at Winchester Inn.

  • Yes, Winchester Inn offers free Wi-Fi.

  • Yes, Winchester Inn offers free parking.

  • Winchester Inn is 23.5 km from Medford. Winchester Inn is 79.9 km from Klamath Falls Kingsley Field.

  • KAYAK scours the web for all room deals available at Winchester Inn in Ashland and lets you compare them to find the best rate for your stay. Many different travel sites will offer discounts or deals at different times for rooms at Winchester Inn and KAYAK will provide you with prices from a huge range of travel sites. That means that you can always find a great deal for Winchester Inn.

Nearby hotels and places to stay

Good to know

Value for money


Distance to city center

0.2 km

Location rating


Nearest Airport


Distance to airport

23.5 km