Winchester Inn

–Excellent location – show map
+139 photos
Scored 9.4
Rated wonderful

Excellent location!

9.8

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

About this property

Historic Charm: Winchester Inn in Ashland offers a garden, restaurant, bar, tennis court, and free WiFi. The property is housed in a historic building, providing a unique setting for guests. Comfortable Accommodations: Rooms feature air-conditioning, private bathrooms, and modern amenities. Additional facilities include a terrace, balcony, spa bath, and free on-site private parking. Dining Experience: The family-friendly restaurant serves French, American, Steakhouse, local, and international cuisines. Breakfast options include full English/Irish, American, and à la carte. Local Attractions: Located 24 mi from Rogue Valley International-Medford Airport, the inn is near Oregon Cabaret Theater (2-minute walk), Ashland Library (984 feet), and Oregon Shakespeare Festival (4-minute walk).

Couples in particular like the location – they rated it 9.9 for a two-person trip.

Distance in property description is calculated using © OpenStreetMap

Most popular amenities

  • Free parking
  • Free Wifi
  • Non-smoking rooms
  • 2 restaurants
  • Facilities for disabled guests
  • Family rooms
  • Tea/Coffee Maker in All Rooms
  • Bar

Property highlights

Top Location: Highly rated by recent guests (9.8)

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

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Room Type
Number of guests
 
1 twin bed
and
1 king bed
1 twin bed
and
1 king bed
Bedroom 1
1 queen bed
Bedroom 2
1 king bed
Living room
1 sofa bed
1 sofa bed
and
1 queen bed
1 king bed
Bedroom
1 king bed
Living room
1 sofa bed
Bedroom
1 king bed
Living room
1 sofa bed
1 king bed
1 sofa bed
and
1 queen bed
Bedroom
1 queen bed
Living room
1 sofa bed
1 king bed
1 king bed
1 queen bed
1 sofa bed
and
1 queen bed
1 king bed
1 queen bed
1 king bed
1 king bed
and
1 sofa bed
1 king bed
1 queen bed
1 king bed
and
1 sofa bed
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Guest reviews

Categories:

Staff
Facilities
Cleanliness
Comfort
Value for money
Location
Free Wifi

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Guests who stayed here loved

Maureen
United States United States
“Location and breakfast was great. The room size was quite large.”
Ricci
United States United States
“My husband and I I were finishing a two week road trip staying our last two nights at the Winchester. We had a lovely room. The breakfast menu was quite extensive. The food was delicious. Our server was attentive. We also had dinner in their...”
John
United States United States
“Great location close to restaurants and shops as well as Lithia Park. The breakfast was delicious. Wonderful server and staff. Clean room with comfortable bed.”
Diane
United States United States
“Location is ideal. Friendly staff. Food is amazing!”
Theresa
United States United States
“Our stay here was a huge surprise! What started as just a place to stay while traveling to a mini get-a-way! The entire property was very special from the grounds, to the restaurant, to our room. The staff was really welcoming. There was...”
Adrienne
United States United States
“Beautiful property with clean rooms. Location is very convenient to the theaters. Staff was stellar.”
Patric
Mexico Mexico
“Charming, comfortable, well-appointed, friendly and helpful staff, very convenient to Shakespeare Festival theaters.”
Marlene
United States United States
“Friendly competent staff, exceedingly comfortable bed and well appointed room, location”
Joan
United States United States
“The breakfast was fabulous , service with a smile, and a deer grazing outside. Booking.com price was really a discount!”
Jill
United States United States
“The inn is beautiful, well decorated and welcoming. Its perfectly situated in the heart of Ashland for dining, shopping or theater going.”

Hotel area info

Restaurants

2 Restaurants On Site
Alchemy Restaurant and Bar
  • Cuisine
    American • French • Local • International
  • Ambience
    Modern • Romantic
  • Dietary options
    Vegetarian • Gluten-free • Dairy-free
Chateaubriand 36
  • Cuisine
    French • Steakhouse
  • Open for
    Dinner
  • Ambience
    Family-friendly

House rules

Winchester Inn takes special requests – add in the next step!
Check-in
From 4:00 PM
Guests are required to show a photo ID and credit card at check-in.
You need to let the property know what time you'll be arriving in advance.
Check-out
Until 11:00 AM
Cancellation/ prepayment
Cancellation and prepayment policies vary according to accommodation type. Enter your stay dates and check the conditions of your selected option.
Refundable damage deposit
A damage deposit of $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 by credit card, subject to an inspection of the property.
Children & Beds

Child policies

Children of all ages are welcome.

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

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

Crib and extra bed policies

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

Prices for cribs and extra beds aren't included in the total price. They'll have to be paid for separately during your stay.

The number of extra beds and cribs allowed depends on the option you choose. Check your selected option for more info.

All cribs and extra beds are subject to availability.

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

Must-know information for guests at this property

Guests are required to show a photo ID 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 of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation.

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

A damage deposit of $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 by credit card, subject to an inspection of the property.