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United States
Ashland
Winchester Inn
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75 photos
Winchester Inn Ashland Exterior photo This is a lovely, slightly whimsical photograph of a two-story house with a prominent porch. The house is painted a soft, creamy white with striking light blue trim around the windows, porch railings, and architectural details like the gable ends. Winchester Inn Ashland Exterior photoWinchester Inn Ashland Exterior photo

Winchester Inn, Ashland

Book on our site
up to 10% cheaper
than Booking.com
Check rooms and rates
From$220 /night
Check-in
18Jun
Check-out
19Jun
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

35 South 2Nd Street, Ashland, 97520
-
Close to downtown Plaza
Perfect
9.4
9.7
/10
4.9
4.7
/5

The 5-star Winchester Inn Ashland is situated in the historical district of Ashland, around a 25-minute walk from the innovative ScienceWorks Hands-On Museum and features 21 rooms with views of the mountain. A lounge bar as well as a shared lounge and a golf course can be enjoyed at the hotel, boasting the setting not far from the 100-acre Lithia Park.

Location

While staying in this smoke-free hotel, you are invited to discover the Garfield Park, located a mere 1.5 km away, or visit sports venues like Oak Knoll Golf Course, which is 4.8 km away. The Winchester Inn is 300 metres from the Ashland and within a 10-minute drive of the Oredson Todd Woods.

Also, Bluebird Park is situated approximately 600 metres away. Along with other cultural attractions the Ashland Library is nestled a few steps from this accommodation.

The Winchester Inn Ashland is located 30 km from Rogue Valley International-Medford airport and 0.7 km from E Main St - North of 1st St bus stop.

Rooms

All of the allergy-free rooms are complete with an iPod dock and a flat-screen TV with satellite channels, as well as a mini fridge bar, tea and coffee making facilities, and some of them include an adjoining terrace and a balcony. The private bathrooms come with a walk-in shower and a separate toilet.

Eat & Drink

Winchester Inn offers a menu of contemporary cuisine, which you can taste in the American Alchemy Restaurant and Bar restaurant. This Ashland hotel features a restaurant nearby, where guests can enjoy a variety of American cuisine.

Leisure & Business

Active guests will be interested in walking tours arranged by the property.

Must-do experiences

  • Take a stroll through Lithia Park for beautiful scenery and serenity.
  • Visit the Oregon Shakespeare Festival for an unforgettable performance.
  • Savor a gourmet treat at the Ashland Artisan Market every Saturday.
  • Explore the storefronts on Main Street for unique local art and crafts.
  • Try the famous Colombian coffee at Ashland Coffee & Tea for a boost.

Select your room type

Winchester Inn offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
    Comfort Triple Room Shower
    2 persons
    33 sq. feet
    1 King-size bed
    Air conditioning
    Heating
    room details
    Double Room Garden View
    2 persons
    33 sq. feet
    1 King-size bed
    Garden view
    Air conditioning
    Heating
    room details
    Standard Queen Room
    2 persons
    28 sq. feet
    1 King-size bed
    Air conditioning
    Balcony
    room details
Show all rooms

Price and Room Availability Calendar

Check availability and prices for your dates now!
June 2026 - June 2027
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Check-in/ Check-out

Facilities

Winchester Inn offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
9.4/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • Concierge desk
  • No pets allowed
  • Rooms/ Facilities for disabled
  • Luggage storage
  • Allergy-free rooms
  • Smoke detectors
  • Fire extinguishers
  • Key access

Sports & Fitness

  • Hiking
  • Tennis court
  • Golf course

Guest Parking

  • Electric kettle

Services

  • Housekeeping
  • Dry cleaning
  • Welcome drink
  • Happy hour

Dining

  • Restaurant
  • Bar/ Lounge area
  • Dinner
  • Special diet menus

Business

  • Meeting/ Banquet facilities
  • Fax/Photocopying

Children

  • Cots

Spa & Leisure

  • Garden area

Room features

  • Air conditioning
  • Heating
  • Mini-bar
  • Sitting area
  • Patio
  • Garden furniture
  • Tea and coffee facilities
  • Ironing facilities

Bathroom

  • Free toiletries

Self-catering

  • Electric kettle

Media

  • Flat-screen TV
  • AM/FM alarm clock

Room decor

  • Carpeted floor
Show more

Winchester Inn Location

35 South 2Nd Street, Ashland, 97520
Getting around
  • City Centre
    Ashland 4 min  ·  1000 ft
  • Airports
    Rogue Valley International-Medford (MFR) 39 min  ·  16.0 mi
    Klamath Falls (LMT) 158 min  ·  65.4 mi
  • Bus
    Bus stop 3 min  ·  700 ft
Interested in Nearby Hotel Rates?
Live prices. No outdated rates
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Property information and rules
Check-in
from 16:00-23:59
Check-out
until 11 am
Guest Parking
Private parking is possible on site for free.
Internet
Wireless internet is available in the entire hotel for free.
Breakfast
At the hotel Winchester Inn guests are invited to a full breakfast served for free.
Pets
Pets are not allowed.
Number of rooms:
23

Reviews and Ratings

Feedback about Winchester Inn from previous guests about their experience.
Review score
Based on 266 verified reviews
9.3 /10
Perfect
95 %
Recommend
Cleanliness
9.5/10
Comfort
9.6/10
Facilities
9.4/10
Free WiFi
9.8/10
Location
9.7/10
Staff
9.6/10
Value for money
9.2/10
Guest reviews
based on 424 reviews
9.4/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
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Check-in
18Jun
Check-out
19Jun
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Facilities
  • Location
  • Reviews