What is the check-in and check-out policy at Winchester Inn?
Check-in is at 16:00 and check-out is by 11:00.
75 photos
WINCHESTER INN, Ashland
Book directly with us
up to 10% cheaper
than with Booking.com
Key details
Property overview
35 South 2Nd Street, Ashland, 97520,
- Close to the Oregon Shakespeare Festival
Perfect
9.4
9.7
4.9
4.7
Rooms and Suites
The Winchester Inn provides 21 rooms, suites, and cottages. Guestrooms feature queen or king beds, private bathrooms, flat-screen TVs, honor bars, Antica Farmacista toiletries, and robes. Suites offer soaking tubs, jacuzzi baths, or marble-tiled showers. Cottages have private entrances. Certain rooms include a seating area, sofa bed, balcony, fireplace, or patio. All accommodations include air conditioning, heating, tea/coffee facilities, an electric kettle, and complimentary Wi-Fi.
Culinary Experience
Alchemy Restaurant and Bar is located on the main floor of the Winchester Inn, featuring a menu and a wine and cocktail program with a Wine Spectator Best of Award of Excellence. Alchemy is open from 5:00 until close. The bar opens earlier, from 4:00 until close. Chateaubriand 36, a French-inspired steakhouse, is located across the street. A 2-course gourmet breakfast is provided. Pastry treats are delivered to the rooms each afternoon. A coffee bar is available.
Leisure and Activities
Guests can explore the gardens, which include sitting areas. The Oregon Shakespeare Festival, one of the oldest and largest non-profit theaters in the nation, is located near the hotel. The Tony Award-winning theater presents plays, back stage tours, and educational programs for eight and a half months. Southern Oregon offers over 150 wineries. Paschal Winery and StoneRiver Vineyards are nearby.
Location and Access
The Winchester Inn is located in downtown Ashland, near the Oregon Shakespeare Festival. Nearby landmarks include the Schneider Museum of Art (2 km), Gathering Glass Studio (0.5 km), ScienceWorks Hands-On Museum (2 km), Lithia Park (0.5 km), and Ashland Library (0.3 km). Rogue Valley International-Medford Airport is 30 km away.
Hotel Services
The Winchester Inn provides valet service, same-day laundry service, and room service at breakfast. Housekeeping services rooms twice daily. Complimentary high-speed wireless internet is accessible throughout the property. The hotel has space for meetings for up to 30 people. Every Winchester Inn guest room is appointed with fresh flowers and afternoon pastry treats. Valet Service and Parking is offered for Guests.
“The award-winning dining is reason enough to visit, but it's the uniquely personal service that sets it apart. This historic inn cultivates a romantic atmosphere, further enhanced by gourmet breakfasts and well-appointed rooms. It's a distinctive Ashland experience, ideally situated for those drawn to the Oregon Shakespeare Festival.”
Choose your preferred room
The property features double rooms, family rooms, and suites, often including breakfast, free cancellation, and special offers
- Comfort Triple Room Shower2 persons33 sq. feet1 King-size bedAir conditioningHeatingroom details
- Double Room Garden View2 persons33 sq. feet1 King-size bedAir conditioningHeatingroom details
- Standard Queen Room2 persons28 sq. feet1 King-size bedAir conditioningBalconyroom details
Show all rooms
View our availability and price calendar
See current availability and pricing for your dates
June 2026 - June 2027
Sun
Mon
Tue
Wed
Thu
Fri
Sat
June 2026
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
July 2026
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
August 2026
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
September 2026
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
October 2026
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
November 2026
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
December 2026
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
January 2027
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
February 2027
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
March 2027
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
April 2027
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
May 2027
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
Choose dates to see prices
Check-in/ Check-out
Facilities
Amenities for a comfortable stay
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
Dining Onsite
Winchester Inn boasts diverse dining experiences that celebrate local flavors and international cuisines. Guests can relish gourmet meals in a modern setting or enjoy hearty family-style dinners, complemented by an inviting outdoor patio. The carefully curated offerings cater to various dietary preferences, ensuring delightful indulgence for all tastes.
Alchemy Restaurant and Bar
American, French, Local, International
Ambiance
Modern, Romantic
Key Offerings
A sophisticated menu featuring vegetarian, gluten-free, and dairy-free options, paired with a celebrated wine list recognized by Wine Spectator and a notable cocktail program.
Reservation
not needed
Tuesday to Saturday, 4:00 PM - 9:00 PM; gourmet breakfast included.
Chateaubriand 36
French, Steakhouse
Ambiance
Family friendly
Key Offerings
A cozy dining spot ideal for family dinners, serving expertly prepared steaks alongside classic French dishes.
Reservation
recommended
Wednesday to Saturday, 5:00 PM - 9:00 PM;
Winchester Inn Location
35 South 2Nd Street, Ashland, 97520,
Explore Ashland
Experience Ashland
Oregon Shakespeare Festival
5 minutes' walk
Renowned theater company featuring world-class performances. A cultural highlight in Ashland with various productions year-round.
Lithia Park
8 minutes' walk
A beautiful, expansive park with gardens, playgrounds, and walking trails, perfect for a leisurely day outdoors.
ScienceWorks Hands-On Museum
5 minutes' drive
An interactive science museum with exhibits for families and kids. Great for a fun and educational experience.
Schneider Museum of Art
5 minutes' drive
A contemporary art museum showcasing rotating exhibits and unique installations. Perfect for art enthusiasts.
Grizzly Peak Trail
10 minutes' drive
Challenging hike with breathtaking views of the surrounding mountains. Great for adventure seekers and nature lovers.
Yoga Classes at Ashland Yoga Center
5 minutes' walk
Relaxing yoga sessions available daily. Perfect for winding down or rejuvenating during your stay.
Alchemy Restaurant and Bar
1 minute' walk
Stylish eatery featuring farm-to-table dishes and artisanal cocktails. Reservations recommended for dinner service.
Paddy Brannans Irish Pub
1 minute' walk
Casual pub atmosphere with hearty Irish fare and a diverse drink menu. Enjoy live music on select nights.
The Armory
5 minutes' walk
A vibrant venue hosting live music, comedy shows, and events. Family-friendly options available throughout the year.
Ashland Elks Lodge
10 minutes' walk
Home to community events and dances. Join in for a fun evening of local entertainment and camaraderie.
Local transportation
Planning ahead? Check our early rates
Access special offers today
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:
21
Guest ratings and reviews
Guest feedback from past stays
Pros
Comfy king bed
Fabulous breakfast
Wonderful staff
Cons
Soft pillows
Slow drip leak
Guest reviewsShow more reviews
FAQs
About Winchester Inn
How far is Winchester Inn from Rogue Valley International-Medford Airport?
The hotel is located 38 km from Rogue Valley International-Medford Airport.
What type of amenities are available in the rooms at Winchester Inn?
Rooms are equipped with air conditioning, a flat-screen TV, a fridge, a coffee machine, free WiFi, and premium bedding.
What dining options are offered at Winchester Inn?
The hotel features an on-site restaurant, Alchemy, which offers award-winning dining and serves breakfast, lunch, and dinner.
Are there any nearby restaurants to Winchester Inn?
Nearby restaurants include Larks Home Kitchen Cuisine, Hearsay Restaurant, NW Raw, Pangea, and several others, all located within 0.5 km.
Is parking available at Winchester Inn?
Free private parking is available on-site without the need for reservations.
What recreational activities are available at Winchester Inn?
Guests can enjoy tennis and hiking in the surrounding area.
What type of breakfast does Winchester Inn offer?
A complimentary two-course gourmet breakfast is provided for all guests.
Which popular attractions are close to Winchester Inn?
The hotel is within walking distance of the Oregon Shakespeare Festival, Lithia Park, and Ashland Library.
What are the key highlights of Winchester Inn?
Highlights include an award-winning restaurant, historic charm, free Wi-Fi, and a lounge bar.
What kind of views can guests expect from rooms at Winchester Inn?
Certain rooms provide balconies and scenic views of the mountains.
What language is spoken by the staff at Winchester Inn?
The staff primarily speaks English.
Next best alternative
Consider them for your next trip.
Homewood Suites MedfordMedford, United States
61 reviews
120 USD/night
Timbers Inn And SuitesAshland, United States
127 reviews
67 USD/night
The Maverick Motel, Main Street Usa Collection By Pnw HospitalityKlamath Falls, United States
448 reviews
75 USD/night
Comfort Inn Medford SouthMedford, United States
79 reviews
92 USD/night
Motel 6-Medford, OrMedford, United States
90 reviews
48 USD/night
Holiday Inn Express & Suites - Medford By IhgMedford, United States
55 reviews
214 USD/night
Clarion Pointe MedfordMedford, United States
65 reviews
76 USD/night
Rogue Regency Inn Medford AirportMedford, United States
121 reviews
89 USD/night
La Quinta By Wyndham Grants PassGrants Pass, United States
138 reviews
85 USD/night
Prospero'S Flagship InnAshland, United States
140 reviews
70 USD/night
Motel 6-Medford, Or - NorthMedford, United States
113 reviews
56 USD/night
One&Only Moonlight BasinBig Sky, United States
1 621 USD/night
Popular hotels all over the world
Find your perfect hotel stay today
50 reviews
The Belmont Shore Inn Long Beach HotelLong Beach, United States
Steps from Long Beach City Beach, Free guest parking
View hotel
113 reviews
Hotel Hotel Lexen Newhall & Santa Clarita - Near Six Flags Magic MountainSanta Clarita, United States
10 min drive to Six Flags Magic Mountain, Steps from Old Town Newhall filming locations
View hotel
230 reviews
La Quinta Butler BlvdJacksonville, United States
83.6 m² event space, Outdoor pool and hot tub
View hotel
Hotel Quality Inn Tallahassee Near University Tallahassee
3 km from Tallahassee Mall, 8 km from Florida State University
Hotel Springhill Suites By Marriott Syracuse Carrier Circle East Syracuse
All-suite accommodations, Complimentary hot breakfast buffet
Fairfield Inn & Suites Manhattan Downtown East
Lower East Side location, 322 metres from East Broadway subway
Manhattan Bowery Lodge Hotel
400 m from Little Italy, 1 km from Brooklyn Bridge
Super 8 By Wyndham Grand Junction Colorado Hotel
2 km to Grand Junction Regional Airport, Seasonal outdoor heated saltwater pool
Hotel Comfort Inn & Suites Rifle
Indoor pool and jacuzzi, Children's playground and dog park