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Winchester Inn

3.5 star property
3.5-star Victorian inn perfect for exploring Ashland

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Winchester Inn

Photo gallery for Winchester Inn

Front of property
Double Room, 1 Queen Bed (Patio) | Terrace/patio
Double Room, 1 King Bed (Enders) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Suite, 1 Queen Bed with Sofa bed (Courtyard) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Double Room, 1 King Bed (Eastlake) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Overview of Winchester Inn

Reviews
9.8

Exceptional

Popular amenities

  • Breakfast includedBreakfast includedBreakfast included
  • Parking includedParking includedParking included
  • Free WiFiFree WiFiFree WiFi
  • LaundryLaundryLaundry
  • RestaurantRestaurantRestaurant
  • BarBarBar

Check out the area

Map
35 S. 2nd St., Ashland, OR, 97520
  • Popular LocationLithia Park4 min walk
  • Popular LocationOregon Shakespeare Festival4 min walk
  • Popular LocationSouthern Oregon University16 min walk
  • AirportMedford, OR (MFR-Rogue Valley Intl.)21 min drive

Room options

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

Double Room, 1 Queen Bed (Patio) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Double Room, 1 Queen Bed (Patio)

  • 350 sq ft
  • Sleeps 2
  • 1 Queen Bed

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

Double Room, 1 Queen Bed (Marjorie Roy) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Double Room, 1 Queen Bed (Marjorie Roy)

  • 350 sq ft
  • Sleeps 2
  • 1 Queen Bed

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

Double Room, 1 Bedroom (Garden) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Double Room, 1 Bedroom (Garden)

  • 350 sq ft
  • Sleeps 2
  • 1 Queen Bed

View all photos for Double Room (Queen Anne)

Double Room (Queen Anne) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Double Room (Queen Anne)

  • 350 sq ft
  • Sleeps 2
  • 1 Queen Bed and 1 Twin Bed

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

Double Room, 1 King Bed (Andrew G) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Double Room, 1 King Bed (Andrew G)

  • 400 sq ft
  • Sleeps 2
  • 1 King Bed

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

Double Room, 1 King Bed (Eastlake) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Double Room, 1 King Bed (Eastlake)

  • 350 sq ft
  • Sleeps 2
  • 1 King Bed

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

Double Room, 1 King Bed (Peter Benjamin) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Double Room, 1 King Bed (Peter Benjamin)

  • 400 sq ft
  • Sleeps 2
  • 1 King Bed

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

Double Room, 1 King Bed (Enders) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Double Room, 1 King Bed (Enders)

  • 400 sq ft
  • Sleeps 2
  • 1 King Bed

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

Double Room, 1 Bedroom (Sylvan) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Double Room, 1 Bedroom (Sylvan)

  • 350 sq ft
  • 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) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Double Room, 1 Queen Bed (Catharine M)

  • 300 sq ft
  • Sleeps 2
  • 1 Queen Bed

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

Double Room, 1 King Bed (Sunset) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Double Room, 1 King Bed (Sunset)

  • 400 sq ft
  • Sleeps 2
  • 1 King Bed

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

Suite, 1 King Bed (Hargadine) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Suite, 1 King Bed (Hargadine)

  • 900 sq ft
  • Sleeps 2
  • 1 King Bed

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

Suite, 1 King Bed (Barbara Howard) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Suite, 1 King Bed (Barbara Howard)

  • 500 sq ft
  • 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) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

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

  • 500 sq ft
  • Sleeps 2
  • 1 King Bed and 1 Double Sofa Bed

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

Suite, 2 Bedrooms (Duet Suite) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Suite, 2 Bedrooms (Duet Suite)

  • 700 sq ft
  • 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) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Suite, 1 Queen Bed with Sofa bed (Courtyard)

  • 450 sq ft
  • Sleeps 2
  • 1 Queen Bed and 1 Double Sofa Bed

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

Suite, 1 King Bed (Fordyce) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Suite, 1 King Bed (Fordyce)

  • 450 sq ft
  • Sleeps 2
  • 1 King Bed

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

Suite, 1 King Bed (Eleanor Rose) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Suite, 1 King Bed (Eleanor Rose)

  • 500 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Suite, 1 Bedroom (Silverdale)

Suite, 1 Bedroom (Silverdale) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Suite, 1 Bedroom (Silverdale)

  • 450 sq ft
  • Sleeps 2
  • 1 Queen Bed and 1 Twin Murphy Bed

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

Suite, 1 Queen Bed with Sofa bed (Brighton) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Suite, 1 Queen Bed with Sofa bed (Brighton)

  • 450 sq ft
  • Sleeps 2
  • 1 Queen Bed and 1 Double Sofa Bed

Similar properties

Front of property
The Bard's Inn, BW Signature Collection by Best Western
Pool
Breakfast included
Pet friendly
Parking included
4.4 out of 5, Excellent, (1000)
The price is $150
per night
$167 total
includes taxes & fees
May 9 - May 10
The Bard's Inn, BW Signature Collection by Best Western

About the neighborhood

Ashland

Heart of Ashland.A stay at this Historic Downtown District inn places you steps from Oregon Cabaret Theatre and within a 5-minute walk of Ashland Library. Lithia Park and Oregon Shakespeare Festival are also within half a mile (1 km).
View more Inns in AshlandOpens in a new window

What's nearby

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

Getting around

  • Rogue Valley Intl. Airport (MFR) - 22 min drive

Restaurants

  • Skout Taphouse & Provisions - 6 min walk
  • Gil's - 6 min walk
  • The Growler Guys - 3 min walk
  • Martolli's Hand Tossed Pizza - 5 min walk
  • Brickroom - 6 min walk

About this property

Winchester Inn

3.5-star Victorian inn perfect for exploring Ashland
There's a restaurant on site. You can enjoy a drink at the bar/lounge. Free breakfast is available daily. WiFi is free in public spaces.

A terrace, tour/ticket assistance, and gift shops/newsstands are also featured at Winchester Inn. Free self parking is available.

This Victorian Ashland inn is smoke free.

  • 21 guestrooms or units
  • 3 levels
  • 5 buildings
  • Built in 1886
  • Cooked-to-order breakfast (free)
  • Dry cleaning
  • Front desk (limited hours)
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Terrace
  • Garden
  • Gift shop
  • Newspapers in lobby (free)
  • No smoking on site
  • Bar or lounge
  • 1 conference room
  • Dining venue
Winchester Inn offers 21 air-conditioned accommodations with minibars and coffee/tea makers. Each accommodation is individually furnished and decorated. Pillowtop beds feature Egyptian cotton sheets, down comforters, and premium bedding. Flat-screen televisions come with cable channels.

Bathrooms include bathrobes, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and fans. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

Languages

English

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site

Food and drink

  • Free cooked-to-order breakfast available daily 8:00 AM–9:30 AM
  • A bar/lounge
  • A restaurant

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator
  • Wheelchair accessible (may have limitations)

Room amenities

Entertainment

  • Flat-screen TV with cable channels

Bedroom

  • Down comforter
  • Egyptian cotton sheets
  • Hypo-allergenic bedding
  • Pillowtop mattress

Bathroom

  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Towels

Food and drink

  • Coffee/tea maker
  • Electric kettle
  • Minibar

More

  • Air conditioning
  • Fan
  • Heating
  • Individual decor
  • Individual furnishings
  • Iron/ironing board
  • Phone

Policies

Check-in

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

Check-out before 11 AM
A late check-out fee will be charged

Special check-in instructions

The front desk is open daily from 7:30 AM - 8 PM
Front desk staff will greet guests on arrival

Access methods

Staffed front desk

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Cribs (infant beds) are not available.

Property payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • City/local tax: USD 9.0
  • Administrative fee: USD 6.00 per accommodation, per night

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • A late check-out fee will be charged

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards; cash is not accepted
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts Visa, Mastercard, American Express, and Discover. Cash is not accepted. 

We should mention

  • Registered guests are the only ones allowed to be in guestrooms.

Property is also known as

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

Frequently asked questions

How close is Winchester Inn to the airport?

Winchester Inn is 15.7 mi (22-min drive) away from the Rogue Valley Intl. Airport (MFR) airport, the closest popular airport to the property.

How much does it cost to stay at Winchester Inn?

As of Apr 25, 2024, prices found for a 1-night stay for 2 adults at Winchester Inn on Apr 28, 2024 start from $195.85, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Winchester Inn have an airport shuttle?

Airport shuttle services are not available at Winchester Inn.

Does Winchester Inn offer free breakfast?

Winchester Inn offers free cooked-to-order breakfast every day from 8 AM to 9:30 AM.

Is there a casino at Winchester Inn?

No, there is no casino at this inn.

What time is check-in at Winchester Inn?

Check-in start time: 4:00 PM; Check-in end time: 9 PM.

Is there free parking at Winchester Inn?

This inn offers free self parking.

Does Winchester Inn have a pool?

Winchester Inn does not have a pool.

Does Winchester Inn have a restaurant?

Yes, there is a restaurant on site.

Does Winchester Inn have a spa?

There are no spa services available at this inn.

How close is Winchester Inn to downtown Ashland?

Winchester Inn is 0.2 mi away from Ashland.

Winchester Inn Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 173 out of 199 reviews" "
Rating 8 - Good. 22 out of 199 reviews" "
Rating 6 - Okay. 1 out of 199 reviews" "
Rating 4 - Poor. 1 out of 199 reviews" "
Rating 2 - Terrible. 2 out of 199 reviews" "

9.8/10

Cleanliness

9.8/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

9.6/10

Eco-friendliness

Reviews

10/10 Excellent

Hong

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room looks very nice. The hotel is in downtown, within walking distance to a few dinning options. It is very continent. The staff is nice. We’d love to stay again!
Stayed 1 night in Jan 2024

10/10 Excellent

Sarah

Stayed 1 night in Jan 2024

10/10 Excellent

carolyn

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Wonderful
Amazing room with a balcony, fire place, comfy bed and beautiful walk in shower. It was so nice having a beautiful restaurant down stairs.
Cozy and able to stream to the TV
So comfortable
Stayed 1 night in Dec 2023

10/10 Excellent

Ellen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Breakfast was amazing!
Stayed 1 night in Dec 2023

10/10 Excellent

Kari

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Amazing!!
I came here on a solo vacation and everyone was absolutely amazing the entire time I was there! The inn itself was absolutely beautiful and the food was so delicious!! I will definitely be back!!
Stayed 2 nights in Nov 2023

10/10 Excellent

Anita

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful place to stay
Stayed 1 night in Nov 2023

10/10 Excellent

Enrique Emanuel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Located very close to downtown Ashland. Comfortableand clean rooms. All instructions for guests are clearly provided in a series of messages throughout the room and bathroom. The staff is very friendly, and the breakfast is plentiful, varied, and delicious. Choose it if you would like to know the city on foot.
Stayed 1 night in Oct 2023

10/10 Excellent

Margaux

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Oct 2023

10/10 Excellent

Amos

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The thing that won me over the most was their attention to detail. While the property wasn’t overly “luxurious”, the personal touches made us feel special. We would love to stay here again in the future!
Stayed 2 nights in Oct 2023

10/10 Excellent

Mary

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent satff that made our stay a pleasure.
Stayed 1 night in Oct 2023