Winchester Inn

Winchester Inn

Inn
 

35 South 2nd Street, Ashland, OR, United States

ExcellentBased on 417 reviews
9.5

$243

Cheapest rate

rate per night

Best deals for Winchester Inn

Explore the most appealing deals available for Winchester Inn, ensuring you get the best value for your stay. Properties were last updated on February 5, 2025.
Wed 2/12
Thu 2/13
Queen room
bed type unknown
bed type unknown
1 queen bed
Double room
1 queen bed
1 queen bed
1 queen bed
Standard room
bed type unknown
bed type unknown
bed type unknown
King room
bed type unknown
bed type unknown
1 king bed
Superior room
bed type unknown
bed type unknown
Deluxe room
bed type unknown
bed type unknown
*Total includes estimated local taxes & fees payable on check out.
Prices are based on 1 night, not including taxes and fees

About Winchester Inn

Discover essential information, amenities, and features of Winchester Inn, providing insights into what to expect during your stay. Information on this property was last updated on February 5, 2025.
Victorian Ashland inn in Historic Downtown District with free breakfast Along with a restaurant, this smoke-free inn has a bar/lounge and a meeting room. Free cooked-to-order breakfast, free WiFi in p...

Good to Know

Check-in time4:00 PM
Check-out time11:00 AM
Payment & CancellationPolicies vary by room type and provider.

Perks and amenities at Winchester Inn

A comprehensive list of on-site, in-building, and in-room amenities you’ll find at Winchester Inn
  • Tennis
  • Free Wi-Fi
  • Private bathroom
  • Complimentary breakfast
  • Coffee machine
  • Terrace/Patio
  • Balcony
  • Air-conditioned
  • Flat-screen TV
  • TV

General

  • Wine glasses
  • Electric kettle
  • Entire unit located on ground floor
  • Entire unit wheelchair accessible
  • Extra-long beds (> 2 meters)
  • Family rooms
  • Fan
  • Cribs available
  • Feather pillow
  • Fire extinguisher
  • Gift shop
  • Flat-screen TV
  • Fold-up bed
  • Free toiletries
  • Garden view
  • Room service
  • Smoke alarms
  • Hardwood or parquet floors
  • Heating
  • Hypoallergenic
  • Hypoallergenic pillow
  • Inner courtyard view
  • No smoking
  • Restaurant
  • Bar/Lounge
  • Hairdryer
  • Cable or satellite TV
  • Mountain view
  • Air-conditioned
  • Non-feather pillow
  • Outdoor furniture
  • Food can be delivered to guest accommodation
  • Complimentary breakfast
  • Free parking
  • Bathrobe
  • Private bathroom
  • Garden
  • Private entrance
  • Storage available
  • Private parking
  • Quiet street view
  • Radio
  • Terrace/Patio
  • Increased accessibility
  • Roll-in shower
  • Linens
  • Towels
  • Fireplace
  • Seating area
  • Minibar
  • Shampoo
  • Shower
  • Iron and ironing board
  • Shower cap
  • Additional bathroom
  • Microwave
  • Socket near the bed
  • Sofa
  • Alarm clock
  • Sofa bed
  • Allergy-free room
  • Balcony
  • Bathtub
  • Spa bath
  • Body soap
  • Bottle of water
  • Tea/coffee maker
  • Telephone
  • Kettle
  • Carpeted
  • Refrigerator
  • Toilet
  • Toilet paper
  • Toilet with grab rails
  • Toothbrush
  • City view
  • Clothes rack
  • Trash cans
  • Coffee machine
  • TV
  • Smartphone dock
  • Conditioner
  • Upper floors accessible by stairs
  • Desk
  • Walk-in shower
  • Wardrobe or closet

Activities

  • Golf
  • Tennis
  • Hiking

Services

  • Wake-up service
  • Daily housekeeping
  • Fax/photocopying
  • Concierge service
  • Laundry service
  • Meeting/Banquet facilities
  • Special diet menus (on request)
  • Key access

Reviews for Winchester Inn

Read firsthand reviews and testimonials from guests who have stayed at Winchester Inn, providing insights into their experiences. Travelers have left 417 reviews of Winchester Inn to date. Review data was last updated on February 5, 2025.
9.5
WonderfulBased on 417 verified guest reviews

Pros +
  • A great place to stay. (in 10 reviews)
  • Smallest flat screen tv we have ever seen. (in 1 review)
  • Great location with Beautiful grounds (in 4 reviews)
Cons -
  • "The hot water did not last very long, so we had to switch rooms." (in 4 reviews)
  • Coffee pot was left with used grounds and coffee in the pot. (in 1 review)
  • Decorative bed pillows still had sharp ends of the tags sticking (in 5 reviews)

Traveler type:
Sort by:
A
10.0 Wonderful
HotelsCombined
we have been coming here now for four or five years, having stayed at a number of other places. The rooms are charming, the staff accommodating, the restaurant, both the included breakfast and dinner, is excellent. The rooms are all unique and tastefully furnished. The grounds are perfect for hanging out and reading and relaxing during the day. We really love it here.

Photos of Winchester Inn

View a collection of 33 photos showcasing the rooms, amenities, and facilities of Winchester Inn to help you visualize your stay. Photos for this property were last updated on February 5, 2025.

Hotels similar to Winchester Inn

Discover other properties in Ashland that offer a similar experience and ambiance to Winchester Inn. In total, there are 265 hotels serving travelers in Ashland. Price data was last updated on February 5, 2025.

Explore Downtown, Ashland

Winchester Inn is located at 35 South 2nd Street in the Downtown neighborhood of Ashland. Popular landmark data was lasted updated on February 5, 2025.

Most Popular Landmarks

Schneider Museum of Art

5 mins drive

1.3 mi

ScienceWorks Hands-On Museum

5 mins drive

1.3 mi

Schneider Museum of Art

5 mins drive

1.3 mi

ScienceWorks Hands-On Museum

5 mins drive

1.3 mi

Rental Cars

$74 daily average

Closest Airports

  • How far is Winchester Inn from Angus Bowmer Theater?

    The popular Angus Bowmer Theater is just over 0.2 mi from Winchester Inn.

  • Is Winchester Inn close to New Theater?

    If you want to see New Theater while visiting Ashland, Winchester Inn is just 0.1 mi away.

FAQs when booking at Winchester Inn

Find answers to commonly asked questions regarding reservations, amenities, policies, and more when booking a stay at Winchester Inn. FAQs were last updated on February 5, 2025.
  • How close is Winchester Inn to the nearest airport, Medford Airport?

    At just 14.6 mi apart, the expected drive time from the nearest airport, Medford Airport, to Winchester Inn is 0h 29m. The estimated drive time may vary depending on high and low traffic times in the surrounding area. This is especially true for metro areas.

  • What is the best way for guests to get from Medford Airport to Winchester Inn?

    Getting from Medford Airport to Winchester Inn can be as easy as renting a car at the airport’s rental desk for, on average, $54/day in Ashland. Luckily, Winchester Inn has parking on site for guests who choose this method of transportation. One of the more popular options today is to take a taxi or ridesharing service directly from Medford Airport to the hotel. This option is often cost effective, but guests must keep a lookout for peak time rates.

  • How close is Winchester Inn from the Ashland city center?

    Winchester Inn is just 0.1 mi away from the center of Downtown, Ashland. From Winchester Inn you can easily get to other popular landmarks such as Oregon Shakespeare Festival.

  • Does Winchester Inn have Wi-Fi available?

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

  • What is the check-out time at Winchester Inn?

    Winchester Inn has a normal check-in time of after 4:00 PM, and check-out time of before 11:00 AM.

  • How much does it cost to stay at Winchester Inn, Ashland?

    Usually Winchester Inn room prices are around $214/night, with the cheapest deals starting from $108/night. Prices vary based on many factors (e.g. dates, time of year, room type etc.) so use the form above to see deals for your intended stay.

  • Is there a restaurant at Winchester Inn?

    Yes, food can be ordered from the Winchester Inn restaurant. Opening times may vary. For drinks at the accommodation, there is a bar available.

  • Does Winchester Inn have a laundry service?

    If you need to have clothes washed during your stay, you can take advantage of the laundry facilities and service at Winchester Inn. The property also has irons and ironing boards available for guest use.

  • Does Winchester Inn offer accessible rooms?

    Yes, Winchester Inn provides accessible rooms for guests requiring them. Make sure to check the deals available on HotelsCombined for the latest availability.

  • Does Winchester Inn have free breakfast?

    Winchester Inn offers free breakfast with some rates. Confirm the details of your reservation to determine if your rate includes free breakfast.

  • What is the cheapest month to stay at Winchester Inn?

    For the best chance to save money on your Winchester Inn reservation, consider staying in March, when prices are typically at their lowest ($134).

  • In what area of Ashland is Winchester Inn located?

    Winchester Inn is located within the Downtown area of Ashland. Utilize the map on this page to understand where Winchester Inn is in relation to the rest of Ashland.

  • What is the cheapest day to check into Winchester Inn?

    Consider checking into Winchester Inn on Sunday, when the nightly price is typically at its lowest (average nightly rate of $121).

  • How far is Winchester Inn from Angus Bowmer Theater?

    The popular Angus Bowmer Theater is just over 0.2 mi from Winchester Inn.

  • Is Winchester Inn close to New Theater?

    If you want to see New Theater while visiting Ashland, Winchester Inn is just 0.1 mi away.

See more FAQs
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