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From296US$ /night
Check-in
18Oct2025Select date
Check-out
19Oct2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

35 South 2Nd Street, Ashland, Oregon, United States, 97520

Rooms and Suites

The Winchester Inn provides 21 rooms, suites, and cottages. Rooms have queen or king beds and private bathrooms. All rooms include flat-screen TVs, honor bars, Antica Farmacista toiletries, robes, and gourmet breakfast for two. Suites feature soaking tubs, jacuzzi baths, or marble-tiled showers. Cottages include private entrances and are suitable for families.

Dining at Winchester

Alchemy Restaurant and Bar is located in the Winchester Inn. It is critically acclaimed for its kitchen, wine, and cocktail program. The wine list has a Best of Award of Excellence from the Wine Spectator. Alchemy is open from 5:00 PM until closing time. The bar opens at 4:00 PM. Chateaubriand 36, a French-inspired steakhouse, is located across the street.

Things to Do

Guests can explore the gardens with sitting areas. The Oregon Shakespeare Festival, one of the oldest non-profit theaters in the nation, is near the Winchester Inn and presents plays, backstage tours, and educational programs. Paschal Winery and StoneRiver Vineyards are also nearby.

Location and Access

The Winchester Inn is located in Ashland, Oregon, near the Oregon Shakespeare Festival and the Oregon Cabaret Theater. Lithia Park is 0.5 km away. Gathering Glass Studio, Downtown Plaza, Ashland Food Co-op and Lithia Fountains are also 0.5 km away. Rogue Valley International-Medford Airport is 30 km from the inn.

Hotel Services

Winchester Inn guest rooms include fresh flowers and afternoon pastry treats. Amenities include free WiFi, free parking, and a 2-course gourmet breakfast. Additional services include valet service, same-day laundry service, and room service for breakfast. Housekeeping services rooms twice daily. High-speed wireless internet is accessible throughout the property.

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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
Shower
Coffee machine
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Double Room Garden View
Max:
2 persons
33 m² 
Bed options:
1 King-size bed
Shower
Coffee machine
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Standard Queen Room
Max:
2 persons
28 m² 
Bed options:
1 King-size bed
Shower
Coffee machine
Check Prices
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Price and Room Availability Calendar

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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
  • Free Wi-Fi
  • Free parking
  • Off-site car park
  • 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 South 2Nd Street, Ashland, Oregon, United States, 97520
Map view
35 South 2Nd Street, 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
18Oct2025Select date
Check-out
19Oct2025Select date
Rooms and Guests2 Guests, 1 Room