You might be eligible for a Genius discount at Winchester Inn. To check if a Genius discount is available for your selected dates sign in.

Genius discounts at this property are subject to book dates, stay dates and other available deals.

Get the celebrity treatment with world-class service at Winchester Inn

Historic Charm: Winchester Inn in Ashland offers a historic setting with a beautiful garden, tennis court, and free WiFi. The property features a modern restaurant and bar, ideal for relaxation and dining. Comfortable Accommodations: Rooms include air-conditioning, private bathrooms, and amenities such as bathrobes and free toiletries. Family rooms and ground-floor units provide additional comfort, ensuring a pleasant stay for all guests. Dining Experience: The restaurant serves French, American, and local cuisines in a family-friendly, modern, and romantic ambience. Breakfast includes champagne, fresh pastries, and a variety of warm dishes, highly praised by guests. Convenient Location: Located 38 km from Rogue Valley International-Medford Airport, the hotel is near Oregon Cabaret Theatre (2-minute walk), Ashland Library (300 metres), and Oregon Shakespeare Festival (4-minute walk). An ice-skating rink is also nearby.

Couples particularly like the location — they rated it 9.9 for a two-person trip.

Distance in property description is calculated using © OpenStreetMap

Property highlights

    • Top location: Highly rated by recent guests (9.9)

    • Breakfast info

    • Full English/Irish, American, Breakfast to go

    • Free private parking available at the hotel


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Availability

Select dates to see this property's availability and prices

Room type
Number of guests
 
1 single bed
and
1 extra-large double bed
1 single bed
and
1 extra-large double bed
Bedroom 1
1 large double bed
Bedroom 2
1 extra-large double bed
Living room
1 sofa bed
1 sofa bed
and
1 large double bed
1 extra-large double bed
Bedroom
1 extra-large double bed
Living room
1 sofa bed
Bedroom
1 extra-large double bed
Living room
1 sofa bed
1 extra-large double bed
1 sofa bed
and
1 large double bed
Bedroom
1 large double bed
Living room
1 sofa bed
1 extra-large double bed
1 extra-large double bed
1 large double bed
1 sofa bed
and
1 large double bed
1 extra-large double bed
1 large double bed
1 extra-large double bed
1 extra-large double bed
and
1 sofa bed
1 extra-large double bed
1 large double bed
1 extra-large double bed
and
1 sofa bed
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Guest reviews

Categories:

Staff
Facilities
Cleanliness
Comfort
Value for money
Location
Free WiFi

Select topics to read reviews:

Guests who stayed here loved

  • Nischal
    Australia Australia
    The staff (in particular Skye) was very friendly and accommodating. The room and bathroom was clean. Skye provided us with chocolates and comp'd the water due to the room and lack of breakfast inconveniences. Location is great with free parking...
  • Jean
    United States United States
    Beautiful setting, location centrally located. Staff attentive and kind. Rooms comfortable with great attention to details. Restaurant very comfortable for solo traveler and food was excellent. Will return whenever possible.
  • Gohar
    United Arab Emirates United Arab Emirates
    The property is beautiful, it’a nicely decorated, it’s run by the family so the people attending to guests are obviously very capable and committed.
  • Heather
    United Kingdom United Kingdom
    Quaint property sympathetically decorated. Breakfast excellent
  • Ralph
    Netherlands Netherlands
    Nice location, beautiful old building. Excellent food
  • Anna-lena
    Germany Germany
    Breakfast was excellent! We loved the fresh pastries + choices available from the menu for second course. Centrally located. Very attentive staff. Cute interior.
  • Barbara
    United States United States
    Perfect location, beautiful grounds and rooms. Delicious breakfast!
  • Peter
    Australia Australia
    Beautiful building and rooms-well appointed and comfortable-great styling Very friendly staff-excellent happy hour in the bar and delicious breakfast-thoroughly recommend
  • Chris
    United States United States
    Loved the breakfast and all the staff. The bartenders and cocktail menus are incredible.
  • Eric
    United States United States
    Excellent 2-course breakfast with coffee and juice. Excellent bar, but it closes by 10pm so its still quiet in near-by rooms for sleeping. Great neighborhood and you can easily walk to theatre venues. Excellent restaurants close-by, as well as...

Hotel surroundings

Restaurants

2 restaurants on site
  • Alchemy Restaurant and Bar
    • Cuisine
      American • French • Local • International
    • Ambiance
      Modern • Romantic
    • Dietary options
      Vegetarian • Gluten-free • Dairy-free
  • Chateaubriand 36
    • Cuisine
      French • Steakhouse
    • Open for
      Dinner
    • Ambiance
      Family friendly

House rules

Winchester Inn takes special requests - add in the next step!
Check-in
From 16:00
Guests are required to show a photo identification and credit card upon check-in
You'll need to let the property know in advance what time you'll arrive.
Check-out
Until 11:00
Cancellation/ prepayment
Cancellation and prepayment policies vary according to accommodation type. Please enter the dates of your stay and check the conditions of your required option.
Refundable damage deposit
A damage deposit of US$250 is required on arrival. This will be collected by credit card. You should be reimbursed on check-out. Your deposit will be refunded in full via credit card, subject to an inspection of the property.
Children and beds

Child policies

Children of any age are welcome.

Children 9 years and above will be charged as adults at this property.

To see correct prices and occupancy information, please add the number of children in your group and their ages to your search.

Cot and extra bed policies

0 - 2 years
Extra bed upon request
Free
Cot upon request
Free
3 - 8 years
Extra bed upon request
Free
9+ years
Extra bed upon request
US$45 per person, per night

Prices for cots and extra beds are not included in the total price, and will have to be paid for separately during your stay.

The number of extra beds and cots allowed is dependent on the option you choose. Please check your selected option for more information.

All cots and extra beds are subject to availability.

No age restriction
There is no age requirement for check-in
Pets
Pets are not allowed.
Cards accepted at this hotel
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The fine print

Need-to-know information for guests at this property

Guests are required to show a photo identification and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.

Please inform Winchester Inn in advance of your expected arrival time. You can use the Special Requests box when booking, or contact the property directly with the contact details provided in your confirmation.

In response to Coronavirus (COVID-19), additional safety and sanitation measures are in effect at this property.

A damage deposit of US$250 is required on arrival. This will be collected by credit card. You should be reimbursed on check-out. Your deposit will be refunded in full via credit card, subject to an inspection of the property.

FAQs about Winchester Inn