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Winchester Inn

3.5 star property
Victorian inn in Ashland with restaurant and bar/lounge

Photo gallery for Winchester Inn

Front of property
Suite, 1 King Bed (Barbara Howard)
Suite, 1 Queen Bed with Sofa bed (Courtyard) | Living area
Double Room, 1 King Bed (Eastlake)
Suite, 2 Bedrooms (Duet Suite) | Living area
In the heart of Historic Downtown District, Winchester Inn invites you to unwind in its charming garden or on the sun-kissed terrace. Enjoy a cooked-to-order breakfast, connect with WiFi, and take advantage of dry cleaning/laundry services. With a bar for evening relaxation and helpful staff that have left lasting impressions on previous guests.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Laundry facilities
  • Bar
  • Air conditioning
  • Non-smoking

Main amenities (12)

  • Daily housekeeping
  • Restaurants and bar/lounge
  • Terrace
  • Air conditioning
  • Garden
  • Laundry service
  • Meeting room
  • Concierge services
  • Gift shops/newsstands
  • Free newspapers in the lobby
  • Luggage storage
  • Limited hour front desk

Feel at home (6)

  • Television
  • Garden
  • Terrace
  • Daily housekeeping
  • Coffee/tea maker
  • Minibar
The current price is AU$364
includes taxes & fees
24 Mar - 25 Mar

Room options

Available filters for rooms
Showing 20 of 20 rooms

View all photos for Double Room, 1 Queen Bed (Patio)

Double Room, 1 Queen Bed (Patio)

Double Room, 1 Queen Bed (Patio)

Highlights

Furnished patio
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
  • 33 sq m
  • Sleeps 2
  • 1 Queen Bed

View all photos for Double Room, 1 Queen Bed (Marjorie Roy)

Double Room, 1 Queen Bed (Marjorie Roy)

Double Room, 1 Queen Bed (Marjorie Roy)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Fan
  • 33 sq m
  • Sleeps 2
  • 1 Queen Bed

View all photos for Double Room, 1 Bedroom (Garden)

Double Room, 1 Bedroom (Garden)

Double Room, 1 Bedroom (Garden)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Down duvet
  • 33 sq m
  • Sleeps 2
  • 1 Queen Bed

View all photos for Double Room (Queen Anne)

Double Room (Queen Anne)

Double Room (Queen Anne)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Fan
  • 33 sq m
  • Sleeps 2
  • 1 Queen Bed and 1 Single Bed

View all photos for Double Room, 1 King Bed (Andrew G)

Double Room, 1 King Bed (Andrew G)

Double Room, 1 King Bed (Andrew G)

Highlights

Furnished balcony
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
  • 37 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Double Room, 1 King Bed (Eastlake)

Double Room, 1 King Bed (Eastlake)

Double Room, 1 King Bed (Eastlake)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Fan
  • 33 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Double Room, 1 King Bed (Peter Benjamin)

Double Room, 1 King Bed (Peter Benjamin)

Double Room, 1 King Bed (Peter Benjamin)

Highlights

Furnished patio
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
  • 37 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Double Room, 1 King Bed (Enders)

Double Room, 1 King Bed (Enders)

Double Room, 1 King Bed (Enders)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Fan
  • 37 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Double Room, 1 Bedroom (Sylvan)

Double Room, 1 Bedroom (Sylvan)

Double Room, 1 Bedroom (Sylvan)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Pillow-top bed
  • 33 sq m
  • Sleeps 2
  • 1 Queen Bed and 1 Double Sofa Bed

View all photos for Double Room, 1 Queen Bed (Catharine M)

Double Room, 1 Queen Bed (Catharine M)

Double Room, 1 Queen Bed (Catharine M)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
Fan
  • 28 sq m
  • Sleeps 2
  • 1 Queen Bed

View all photos for Double Room, 1 King Bed (Sunset)

Double Room, 1 King Bed (Sunset)

Double Room, 1 King Bed (Sunset)

Highlights

Furnished balcony
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
  • 37 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Suite, 1 King Bed (Hargadine)

Suite, 1 King Bed (Hargadine)

Suite, 1 King Bed (Hargadine)

Highlights

Furnished balcony
Separate sitting area
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
  • 84 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Suite, 1 King Bed (Barbara Howard)

Suite, 1 King Bed (Barbara Howard)

Suite, 1 King Bed (Barbara Howard)

Highlights

Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
  • 46 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Suite, 1 King Bed with Sofa bed (Robert Gordon)

Suite, 1 King Bed with Sofa bed (Robert Gordon)

Suite, 1 King Bed with Sofa bed (Robert Gordon)

Highlights

Separate sitting area
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
  • 46 sq m
  • Sleeps 2
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Suite, 2 Bedrooms (Duet Suite)

Suite, 2 Bedrooms (Duet Suite)

Suite, 2 Bedrooms (Duet Suite)

Highlights

Furnished patio
Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
  • 65 sq m
  • Sleeps 4
  • 1 King Bed, 1 Queen Bed and 1 Double Sofa Bed

View all photos for Suite, 1 Queen Bed with Sofa bed (Courtyard)

Suite, 1 Queen Bed with Sofa bed (Courtyard)

Suite, 1 Queen Bed with Sofa bed (Courtyard)

Highlights

Furnished patio
Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
  • 42 sq m
  • Sleeps 2
  • 1 Queen Bed and 1 Double Sofa Bed

View all photos for Suite, 1 King Bed (Fordyce)

Suite, 1 King Bed (Fordyce)

Suite, 1 King Bed (Fordyce)

Highlights

Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
  • 42 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Suite, 1 King Bed (Eleanor Rose)

Suite, 1 King Bed (Eleanor Rose)

Suite, 1 King Bed (Eleanor Rose)

Highlights

Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
Hypo-allergenic bedding
  • 46 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Suite, 1 Bedroom (Silverdale)

Suite, 1 Bedroom (Silverdale)

Suite, 1 Bedroom (Silverdale)

Highlights

Separate sitting area
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
  • 42 sq m
  • Sleeps 2
  • 1 Queen Bed and 1 Single Murphy Bed

View all photos for Suite, 1 Queen Bed with Sofa bed (Brighton)

Suite, 1 Queen Bed with Sofa bed (Brighton)

Suite, 1 Queen Bed with Sofa bed (Brighton)

Highlights

Separate sitting area
Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Free rollaway/extra beds
Flat-screen TV
  • 42 sq m
  • Sleeps 2
  • 1 Queen Bed and 1 Double Sofa Bed

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About the area

Map
35 S. 2nd St., Ashland, OR, 97520

What's nearby

  • Oregon Cabaret Theatre - 2 min walk - 0.2 km
  • Lithia Park - 4 min walk - 0.4 km
  • Oregon Shakespeare Festival - 4 min walk - 0.4 km
  • Allen Elizabethan Theatre - 5 min walk - 0.4 km
  • Southern Oregon University - 16 min walk - 1.4 km

Getting around

  • Medford, OR (MFR-Rogue Valley Intl.) - 22 min drive

Restaurants

  • ‪Brickroom - ‬6 min walk
  • ‪Skout Taphouse & Provisions - ‬6 min walk
  • ‪Martolli's Hand Tossed Pizza - ‬5 min walk
  • ‪Greenleaf Restaurant - ‬7 min walk
  • ‪Case Coffee Roasters - ‬6 min walk

About this property

Winchester Inn

Winchester Inn is a great choice for a stay in Ashland. Guests looking for a bite to eat can visit the restaurant, and the bar/lounge is the perfect spot to grab a drink at the end of the day. Other highlights at this Victorian inn include a terrace and a garden. Fellow travellers love the helpful staff.

Languages

English
VISIBILITY

At a glance

Hotel size

    • 21 rooms
    • Arranged over 3 floors

Arriving/Leaving

    • Check-in start time: 4:00 PM; check-in end time: 9 PM
    • Late check-in subject to availability
    • Minimum check-in age – 21
    • Check-out time is 11 AM

Special check-in instructions

    • The front desk is open daily from 7:30 AM - 8 PM
    • Front desk staffed during limited hours

Required at check-in

    • Credit card, debit card or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 21

Children

    • No cots (infant beds)

Pets

    • Pets not allowed

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms

Parking

    • Free on-site self-parking

Other information

    • Smoke-free property

Property amenities

Food and drink

  • Free cooked-to-order breakfast each morning 8 AM–9:30 AM
  • Restaurant
  • Bar/lounge

Working away

  • Meeting room

Services

  • Front desk (limited hours)
  • Concierge services
  • Tour/ticket assistance
  • Dry cleaning/laundry services
  • Free newspapers in reception
  • Luggage storage

Facilities

  • 5 buildings/towers
  • Built in 1886
  • Garden
  • Terrace
  • Victorian architecture

Room amenities

Be entertained

  • Flat-screen television
  • Cable TV channels

Home comfort

  • Air conditioning and heating
  • Fan
  • Minibar
  • Coffee/tea maker
  • Electric kettle
  • Bathrobes
  • Iron/ironing board

Sleep well

  • Hypo-allergenic bedding
  • Down duvet
  • Premium bedding
  • Pillow-top mattress

What to enjoy

  • Individually furnished and decorated

Freshen up

  • Designer toiletries
  • Hairdryer
  • Towels

Stay connected

  • Free WiFi
  • Phone

More

  • Daily housekeeping
MONETIZATION_ON

Fees & policies

Mandatory fees

You'll be asked to pay the following charges by the property at check-in or checkout. Fees may include applicable taxes:
  • City/local tax: USD 9.0
  • 3 per cent tourism fee will be charged
  • Administrative fee: USD 6.00 per accommodation, per night

Optional extras

  • Late checkout can be arranged for an extra charge

Policies

Only registered guests are allowed in the guestrooms.
This property does not have lifts.
This property accepts credit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover

Also known as

Winchester Inn Ashland
Winchester Ashland
The Winchester Inn
Winchester Inn Inn
Winchester Inn Ashland
Winchester Inn Inn Ashland

Frequently asked questions

Are pets allowed at Winchester Inn?

Sorry, pets aren't allowed.

Is parking offered on site at Winchester Inn?

Yes, there's free self parking.

What are the check-in and check-out times at Winchester Inn?

Check-in start time: 4:00 PM; check-in end time: 9 PM. Check-out time is 11 AM. Late check-out is available for a charge.

What is there to do at Winchester Inn and nearby?

Winchester Inn has a garden.

Are there restaurants at or near Winchester Inn?

Yes, there's an on-site restaurant.

What's the area around Winchester Inn like?

Winchester Inn is in Historic Downtown District, a short 2-minute walk from Oregon Cabaret Theatre and 4 minutes' walk from Lithia Park.

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Winchester Inn Reviews

Reviews

9.6

Exceptional

9.8/10

Cleanliness

9.8/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

9.4/10

Eco-friendliness

Reviews

10/10 Exceptional

Friendly, comfortable & unique place to enjoy
Great beautiful Inn with unique rooms. Delicious breakfast nenu with gluten-free items that are wonderful and I so enjoy
Leonilda, 1-night trip

10/10 Exceptional

Wonderful
The Winchester, especially the Hargadine Suite, is the best hotel on the west coast. I love it so much it is a very very uniquely special place. I go to Ashland specifically for the Winchester and their amazing breakfast.
Diana, 2-night trip

10/10 Exceptional

Awesome location and amazing included breakfast. The bed was cozy and Eastlake room was delightful.
Jennifer, 2-night trip

10/10 Exceptional

Booked this last minute and was very pleased-very friendly staff, great clean room, very close to restaurants, and a wonderful complimentary real breakfast! I would definitely choose this place again.
Baki, 1-night trip

10/10 Exceptional

Winchester Inn is great place to stay in Ashland. The rooms are spacious, well furnished, clean, and comfy. It is close to the theaters and downtown area so you don't have to drive anywhere once you check in. There are a number of breakfast options and the food is excellent. We would definitely stay there again!
Rob, 1-night trip

10/10 Exceptional

We loved everything about this inn!
Patricia, 1-night trip

10/10 Exceptional

Lovely stay. A very unique experience.
Becki, 2-night trip

10/10 Exceptional

Always a great stop on our travels north and south. Great location. Great restaurant. Rooms are great. Staff are very accommodating, highly recommend
Larry, 1-night trip

10/10 Exceptional

Absolutely wonderful property and outstanding service.
Kevin, 1-night trip

10/10 Exceptional

Loved the luxurious bedding and sweet delivered to the room daily
Linda, 2-night trip

10/10 Exceptional

Beautiful place to stay
Anita, 1-night trip

10/10 Exceptional

Staying at the Winchester Inn is simply stellar beyond compare and it's very convenient to Ashland and walking to the plays.
Donna, 3-night trip

10/10 Exceptional

Lovely hotel in downtown Ashland. High end restaurant attached with lovely bar, as well as outdoor seating options. Walkable to all things in downtown. Stairs required up to room. Large comfortable room. Very nice breakfast. Overall, hotel is expensive, but nice. We really enjoy the restaurant.
Robin, 1-night trip

10/10 Exceptional

Beautiful
Gregory, 2-night trip

10/10 Exceptional

Incredibly friendly and helpful staff. Gorgeous accommodations and oh so quiet and peaceful. Amazing breakfast! Highly recommend.
Christine, 3-night trip

10/10 Exceptional

Beautiful location, friendly staff, amazing stay!
Heather, 1-night trip

8/10 Very good

Great place, but.....
The place and staff is fabulous. Always like it. Sorry to say I have the same complaint now as last time we were there, and we stayed in a different room. The carpets were filthy. Even if they were clean, they looked horrible with all the stains. How about hard wood floors or..... Thanks for listening.
Rebecca A, 1-night trip

10/10 Exceptional

Always a beautiful place to stay!
Chris, 1-night trip

10/10 Exceptional

cozy is alive and well in ashland
it was cozy and perfect
Robert, 1-night trip

10/10 Exceptional

This is such a fantastic place to stay in Ashland Oregon. The accommodations are lovely and the on-site restaurant is truly incredible.
Paula, 2-night trip

10/10 Exceptional

Perfection
Room very nice. Great location. Delicious food.
Kathryn, 2-night trip

10/10 Exceptional

Breakfast was amazing!
Ellen, 1-night trip

10/10 Exceptional

The staff was courteous, helpful, and conversational. Rooms were clean and stylish.
Jody, 2-night trip

10/10 Exceptional

Staff was excellent! Room is beautiful! Well stocked! Easy access to restaurants!
Larry, 1-night trip

8/10 Very good

A good place to stay. They need to work on some maintenance issues, though. The included breakfasts are magnificent!
Robert, 6-night trip