Winchester Inn

9.6/10 from 281 reviews

Amenities

Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast

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Where you'll be

Choose your room

Check in

Jul 29th 2026

Check out

Jul 30th 2026

Travelers

2 adults

Double Room, 1 Bedroom (Garden)
350 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Double Room, 1 Bedroom (Sylvan)
350 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Double Room (Queen Anne)
350 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Double Room, 1 Queen Bed (Patio)
350 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Double Room, 1 Queen Bed (Marjorie Roy)
350 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Double Room, 1 Queen Bed (Catharine M)
300 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Double Room, 1 King Bed (Sunset)
400 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Double Room, 1 King Bed (Andrew G)
400 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Double Room, 1 King Bed (Peter Benjamin)
400 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Double Room, 1 King Bed (Eastlake)
350 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Double Room, 1 King Bed (Enders)
400 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Suite, 1 King Bed with Sofa bed (Robert Gordon)
500 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Suite, 2 Bedrooms (Duet Suite)
700 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 4
More details
Suite, 1 King Bed (Hargadine)
900 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Suite, 1 King Bed (Barbara Howard)
500 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Suite, 1 King Bed (Eleanor Rose)
500 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Suite, 1 Bedroom (Silverdale)
450 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Suite, 1 Queen Bed with Sofa bed (Brighton)
450 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Suite, 1 Queen Bed with Sofa bed (Courtyard)
450 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Suite, 1 King Bed (Fordyce)
450 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Suite, Garden View
450 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 2
More details
Family Suite, City View
850 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 5
More details
Superior Suite, Mountain View
500 sq ft
Free breakfast
Free WiFi
Free self parking
Free cooked-to-order breakfast
Sleeps 3
More details

About this property

Winchester Inn

With a stay at Winchester Inn, you'll be centrally located in Ashland, within a 5-minute walk of Oregon Shakespeare Festival and Oregon Cabaret Theatre. This inn is 0.2 mi (0.3 km) from Ashland Library and 0.2 mi (0.3 km) from Lithia Park.

Languages

English

Policies

Check-in

Check-in between 4:00 PM - 9:00 PM

Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

The front desk is open daily from 7:30 AM - 8 PM. The front desk is staffed during limited hours. Information provided by the property may be translated using automated translation tools.

Other instructions

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
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

Property payment types

American Express, Discover, Mastercard, Visa, Cash not accepted, Debit cards not accepted

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

A tax is imposed by the city: USD 9
4 percent destination fee will be charged
Administrative fee: USD 10.00 per accommodation, per night

We have included all charges provided to us by the property.

Optional extras

A late check-out fee will be charged

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Only registered guests are allowed in the guestrooms.
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.

Other information

General

No cribs (infant beds) available
No elevators
Essential workers only - NO
Professional property host/manager

Pets

Pets not allowed