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From296US$ /night
Check-in
30Jan2026Select date
Check-out
31Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

35 South 2Nd Street, Ashland, Oregon, United States, 97520
-
Close to downtown Plaza
Perfect
9.4
9.7
/10
4.8
/5

Nestled nearly a 20-minute walk from Black Swan Lake, the 5-star Winchester Inn Ashland offers a shared lounge and a golf course. The Railroad Park is located not far from the hotel, boasting a lounge bar and mountain views.

Location

This smoke-free hotel in the shopping district of Ashland, about 4 km from the Reeder Reservoir. The Ashland is within a few blocks of the Winchester Inn, while Historic Ashland Armory Event Venue is a mere 8 minutes' walk away.

The property is also in proximity to Rogue Valley. The Lithia Park lies only 650 metres from this Ashland hotel.

The accommodation is located 30 km from Rogue Valley International-Medford airport and a short way from E Main St - North of 1st St bus stop.

Rooms

The Winchester Inn Ashland has 21 rooms, comprising a seating area. An iPod dock and a flat-screen TV with satellite channels, along with a mini fridge bar, tea and coffee making facilities, are offered. Bathroom comforts include hair dryers and bath sheets, and such essentials as a separate toilet and a shower.

Eat & Drink

This hotel has a French Chateaubriand 36 restaurant that serves French dishes. There is a restaurant serving contemporary food 5 minutes' stroll away.

Leisure & Business

You can play tennis at the Winchester Inn.

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.
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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
2 persons
360 sq. feet 
1 King-size bed
Shower
Coffee machine
Double Room Garden View
2 persons
360 sq. feet 
1 King-size bed
Shower
Coffee machine
Standard Queen Room
2 persons
305 sq. feet 
1 King-size bed
Shower
Coffee machine
Queen Room
2 persons
360 sq. feet 
1 King-size bed
Shower
Coffee machine
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Price and Room Availability Calendar

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Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • No smoking on site
  • Free 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 South 2Nd Street, Ashland, Oregon, United States, 97520
Map view
35 South 2Nd Street, Ashland, Oregon, United States, 97520
Nearby
Theatre
Oregon Shakespeare Festival
1300 ft
Library
Ashland Library
900 ft
Library
Ashland
1000 ft
111 E Main St
Zagorska Oasis
1200 ft
Store
Ashland Food Co-op
1800 ft
Park
Bluebird Park
1900 ft
264 E Main St
Prize
500 ft
Gallery
Ashland Art Center
600 ft
N Main St
Lithia Fountains
1600 ft
Store
Northwest Nature Shop
1800 ft
N Main St
Downtown Plaza
1800 ft
Restaurants
Alchemy Restaurant and Bar
100 ft
35 S 2nd St at the Winchester Inn
Smithfields Restaurant and Bar
200 ft
36 South 2nd Street
Paddy Brannans Irish Pub
200 ft
23 S 2nd St
Pangea
400 ft
272 E Main St
Hearsay Restaurant
400 ft
40 S 1st St
Cafe Aroma & AromaDome Wellness Center
300 ft
296 E Main St
Pie + Vine
500 ft
358 East Main Street
Redzone Sports Bar N Grill
400 ft
303 E Main St
The Village Baker of Ashland
600 ft
372 E Main St
Getting around
City Centre
Ashland4 min  ·  1000 ft
Airports
Rogue Valley International-Medford Airport (MFR)39 min  ·  16.0 mi
Klamath Falls Airport (LMT)158 min  ·  65.4 mi
Bus
Bus stop3 min  ·  700 ft
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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
is available in 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:
21
Check-in
30Jan2026Select date
Check-out
31Jan2026Select date
Rooms and Guests2 Guests, 1 Room
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