Winchester Inn
5-star class on Booking.com
Comfortable rooms and on-site dining in Ashland
Live prices for your dates on Booking.com · Affiliate link
When you check availability, we take you to this hotel's page on Booking.com, where you see live rates and any current offers for your exact dates and book in one click. Prices come from Booking.com and may differ from the property's own direct rate. We never add a markup or booking fee; if you book, Booking.com may pay us a commission, at no extra cost to you. We're an independent guide, not the property; the booking completes on Booking.com.
About Winchester Inn
Winchester Inn is a five-star hotel in Ashland, Oregon. It offers 2 on-site restaurants and free parking. Room types include the King Room and the Standard Queen Room.
Who it suits
Expect a five-star hotel.
Best for
- Families with children
- Road trips & drive-up convenience
- Business travelers
What a stay costs
Prices change by date and room. The booking site shows the total for your dates before you pay; check whether it includes taxes and local fees.
Rooms for every kind of stay
Choose from 15 room types — including the King Room, Standard Queen Room, Double Room with Garden View.
On-site dining
No need to go far for a meal — the property has its own dining, handy for breakfast before you head out or dinner after a long day.
The surrounding area
Winchester Inn is in Ashland, Oregon.
Rooms & suites
The View availability buttons open this hotel's page on Booking.com · Affiliate link
King Room
33.0 m² · 1 king bed
- 1 room
- Balcony
- Garden view
- Air conditioning
- Attached bathroom
Standard Queen Room
28.0 m² · 1 queen bed
- 1 room
- Balcony
- Garden view
- Inner courtyard view
- Air conditioning
Double Room with Garden View
33.0 m² · 1 queen bed
- 1 room
- Garden view
- Air conditioning
- Attached bathroom
- Flat-screen TV
Comfort Triple Room with Shower
33.0 m² · 1 twin bed and 1 king bed
- 1 room
- Garden view
- Inner courtyard view
- Air conditioning
- Attached bathroom
Family Room
33.0 m² · 1 king bed and 1 sofa bed
- 1 room
- Balcony
- Garden view
- Mountain view
- City view
King Room with Balcony
39.0 m² · 1 king bed
- 1 room
- Balcony
- Garden view
- Mountain view
- City view
King Suite
42.0 m² · 1 king bed
- Private suite
- Garden view
- Air conditioning
- Spa tub
- Attached bathroom
Queen Suite
37.0 m² · Bedroom 1: 1 queen bed Living room: 1 sofa bed
- Private suite
- Mountain view
- City view
- Air conditioning
- Attached bathroom
Queen Studio
37.0 m² · 1 sofa bed and 1 queen bed
- Private suite
- Garden view
- Air conditioning
- Spa tub
- Attached bathroom
Suite with Garden View
37.0 m² · 1 sofa bed and 1 queen bed
- Private suite
- Garden view
- Mountain view
- Air conditioning
- Spa tub
Deluxe King Suite
42.0 m² · 1 king bed
- Private suite
- Garden view
- City view
- Inner courtyard view
- Air conditioning
Deluxe King Studio
42.0 m² · 1 king bed
- Private suite
- Mountain view
- City view
- Inner courtyard view
- Air conditioning
Superior King Suite
84.0 m² · 1 king bed
- Private suite
- Balcony
- Garden view
- Mountain view
- City view
Triple Room with Bath
33.0 m² · 1 twin bed and 1 king bed
- 1 room
- Garden view
- Inner courtyard view
- Air conditioning
- Patio
Two-Bedroom Suite
84.0 m² · Bedroom 1: 1 queen bed Bedroom 2: 1 king bed Living room: 1 sofa bed
- Private suite
- City view
- Air conditioning
- Patio
- Attached bathroom
Photos of Winchester Inn
Standout features
Amenities at Winchester Inn
On site
- Wi-Fi
- Restaurant
- Bar
- Parking
In the rooms
- Air conditioning
- Minibar
- Tea and coffee
- TV
Good to know
House rules
Check-in is from 4 pm, and check-out is by 11 am. Cancellation and prepayment terms vary by room and rate, and the booking site shows them before you pay.
Frequently asked
What amenities does Winchester Inn offer?
Winchester Inn offers Non-smoking rooms, Free parking, Facilities for disabled guests, 2 restaurants, Free Wifi, Family rooms, Tea/Coffee Maker in All Rooms, Bar, Exceptional Breakfast, Bathrobe, Hairdryer, and Linens.
What room types are available at Winchester Inn?
Room options include King Room, Standard Queen Room, Double Room with Garden View, Comfort Triple Room with Shower, Family Room.
Where is Winchester Inn located?
Winchester Inn is located in Ashland, Oregon, at 35 South 2nd Street.
Hotels near Winchester Inn
- Ashland Springs Hotel· Ashland · 0.1 mi
- Stratford Inn· Ashland · 0.3 mi
- The Peerless Hotel· Ashland · 0.3 mi
- Plaza Inn & Suites at Ashland Creek· Ashland · 0.4 mi
- The Bard's Inn - BW Signature Collection by Best Western· Ashland · 0.4 mi
- Arden Forest Inn· Ashland · 0.7 mi
- Ashland Motel - Oregon· Ashland · 0.9 mi
- Timbers INN and Suites· Ashland · 1.3 mi
Live prices for your dates on Booking.com · Affiliate link
When you check availability, we take you to this hotel's page on Booking.com, where you see live rates and any current offers for your exact dates and book in one click. Prices come from Booking.com and may differ from the property's own direct rate. We never add a markup or booking fee; if you book, Booking.com may pay us a commission, at no extra cost to you. We're an independent guide, not the property; the booking completes on Booking.com.