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Winchester Inn

35 South 2nd Street, Ashland, OR 97520

+1 541 488 1113

per night


based on 259 reviews

About Winchester Inn, Ashland

Value for money

Winchester Inn is situated in Ashland and is close to local landmarks, such as Lithia Park. It is also a short walk from IOOF Building and Ashland Masonic Lodge Building, and is close to many of the area's popular attractions. The bed & breakfast provides modern accommodation, as well as free Wi-Fi, room service and luggage storage. In fine weather, an outdoor terrace offers a nice spot to relax. The rooms offer a CD player and tea and coffee making facilities. Bathrobes are also available for extra comfort. The area surrounding Winchester Inn has a range of cafés and restaurants. It is just two minute's walk from Lithia Springs Hotel.

Winchester Inn photos

Winchester Inn room price & deals

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Standard Rooms - Harbor view


$166 totalBooking.com
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Double Rooms - Water view


$210 totalExpedia
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King Rooms - Sea view


$308 totalPriceline
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Queen Rooms - Garden view


$266 totalPriceline
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Other Rooms - Ocean view


$277 totalPriceline
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Inn Amenities & Facilities

  • 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
  • Fire extinguisher
  • Free toiletries
  • Smoke alarms
  • Heating
  • Air-conditioned
  • Free Wi-Fi
  • Linens
  • Towels
  • Shampoo
  • Body soap
  • Trash cans
  • Conditioner


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


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


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

Accessibility and suitability

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

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


  • 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

Places of interest near Winchester Inn

Attractions in Ashland, Oregon curated by momondo

Winchester Inn location: 35 South 2nd Street, Ashland, OR 97520

Restaurants and Cafés

Alchemy Restaurant and Bar0.0 mi
Chateaubriand 360.0 mi
Smithfields0.0 mi
Dragonfly Cafe and Gardens0.0 mi

Winchester Inn Reviews

ExcellentBased on 259 verified guest reviews

Pros +
  • Breakfast and dinner were superb! (in 43 reviews)
  • Excellent breakfast and friendly staff. (in 38 reviews)
  • Great room and wonderful full breakfast! (in 22 reviews)
Cons -
  • Bed a little lumpy. (in 5 reviews)
  • I got lukewarm water. (in 3 reviews)
  • Coffee pot was left with used grounds and coffee in the pot. (in 1 review)

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Winchester Inn room booking info

Check in/Check out

Check in anytime after 4:00 PM, check out anytime before 11:00 AM


Cancellation/prepayment policies vary by room type and provider.

Frequently asked questions

  • Winchester Inn is $56 cheaper than the average 3 star hotel in Ashland. You can usually find a nightly rate of $154 when staying at Winchester Inn.

  • If there is no traffic, the 14.6 mi drive between Medford and Winchester Inn should only take about 43min. If your hotel is in a more metropolitan area, you may see the driving time increase due to traffic.

  • Another more common option is to just take a taxi or rideshare service from the airport to Winchester Inn. The nearest airport to the hotel is Medford.

  • There is a restaurant at Winchester Inn that can be used by visitors of the hotel. You can sit down or take food to go. Call the front desk at +1 541 488 1113 for kitchen hours. One of the easiest dining options for Ashland guests staying in Winchester Inn is to get room service, which is available to all hotel guests.

  • Judging by our data, Winchester Inn does not have a pool on site, but hotels regularly make additions and changes to their venues and do not always notify us. It would be best to call Winchester Inn at +1 541 488 1113.

  • For questions regarding the hotel or your stay at Winchester Inn, call +1 541 488 1113.

  • Yes, Winchester Inn has Wi-Fi available to hotel guests.

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