Winchester Inn, Ashland

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From207US$ /night
Check-in
25Jul2025Select date
Check-out
26Jul2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

35 S. 2Nd St., Ashland, Oregon, United States, 97520

The Winchester Inn, a 5-star hotel, offers luxury and comfort with convenient access to art galleries and the Oregon Shakespeare Festival. This acclaimed Ashland hotel features fine dining at Alchemy Restaurant and Bar, award-winning for its wine and cocktail program.

Rooms & Amenities

Winchester Inn provides a range of lodging options, including luxurious rooms, suites, and cottages. Every accommodation features amenities such as flat-screen TVs, Antica Farmacista toiletries, and gourmet breakfast for two.

Dining & Options

Dining includes the celebrated Alchemy Restaurant, recognized for its innovative cuisine using seasonal ingredients, and a sophisticated wine list. Guests can also enjoy afternoon pastry treats delivered to their rooms.

Leisure & Activities

Guests can relax in the award-winning gardens featuring small sitting areas, perfect for reading or enjoying a glass of wine. The Winchester Inn is also a short distance from the Oregon Shakespeare Festival and local wineries, offering various cultural experiences.

Services & Business

The Winchester Inn provides attentive service, including valet parking, laundry service, and morning coffee. For business events, the hotel offers meeting facilities that can accommodate up to 30 participants.

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Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Comfort Triple Room Shower
Max:
2 persons
33 m² 
Bed options:
1 King-size bed
Garden view
Shower
Coffee machine
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Double Room Garden View
Max:
2 persons
33 m² 
Bed options:
1 King-size bed
Garden view
Shower
Coffee machine
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Standard Queen Room
Max:
2 persons
28 m² 
Bed options:
1 King-size bed
Garden view
Shower
Coffee machine
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Getting around

A list of all available modes of transport

City Centre
Ashland300 m
Airports
Rogue Valley International-Medford (MFR) 25.7 km
Klamath Falls (LMT) 105.2 km
Bus
Bus stop200 m

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

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
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Location

35 S. 2Nd St., Ashland, Oregon, United States, 97520
Map view
35 S. 2Nd St., Ashland, Oregon, United States, 97520
Nearby
Theatre
Oregon Shakespeare Festival
390 m
Library
Ashland Library
250 m
Library
Ashland
300 m
111 E Main St
Zagorska Oasis
340 m
Store
Ashland Food Co-op
530 m
Park
Bluebird Park
550 m
264 E Main St
Prize
140 m
Gallery
Ashland Art Center
170 m
N Main St
Lithia Fountains
470 m
Store
Northwest Nature Shop
520 m
N Main St
Downtown Plaza
540 m
Restaurants
Alchemy Restaurant and Bar
10 m
35 S 2nd St at the Winchester Inn
Smithfields Restaurant and Bar
50 m
36 South 2nd Street
Paddy Brannans Irish Pub
50 m
23 S 2nd St
Pangea
110 m
272 E Main St
Hearsay Restaurant
120 m
40 S 1st St
Cafe Aroma & AromaDome Wellness Center
90 m
296 E Main St
Pie + Vine
130 m
358 East Main Street
Redzone Sports Bar N Grill
100 m
303 E Main St
The Village Baker of Ashland
160 m
372 E Main St
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Check-in
25Jul2025Select date
Check-out
26Jul2025Select date
Rooms and Guests2 Guests, 1 Room