Bedroom
Bathroom
Building
Bedroom

Good to know

  • Experience

    On-Site Gourmet Restaurant Experience

    Guests rave about the high-end restaurant attached to the inn, offering a lovely bar and outdoor seating options.

  • Style

    Victorian Charm in Downtown Ashland

    Guests appreciate the inn's beautiful, well-maintained property with lots of character, conveniently located near theaters, restaurants, and shops.

  • Style

    Victorian Inn with Garden Terrace

    Relax on the terrace or stroll through the garden, enjoying the ambiance of this charming Victorian inn.

  • Experience

    Personalized Touches and Sweet Treats

    Guests enjoy the attention to detail, including personalized greetings in the room and delightful treats delivered daily.

  • Location

    Prime Location Near Shakespeare Festival

    The inn's location is ideal, being a short walk to the Oregon Shakespeare Festival and other downtown attractions.

  • Style

    Upscale Rooms with Premium Linens

    Enjoy restful nights in air-conditioned rooms featuring pillowtop beds, down comforters, and Egyptian cotton sheets.

  • Amenities

    Designer Bath Amenities

    Indulge in bathrooms featuring designer toiletries and convenient hair dryers.

  • Style

    Exceptional Breakfast Dining Experience

    The superb breakfast, often described as a culinary masterpiece, features many options and is served in a beautiful setting.

  • Experience

    Outstanding and Attentive Staff Service

    The staff is consistently praised for being friendly, helpful, courteous, and going above and beyond to ensure a pleasant stay.

  • Services

    Concierge and Gift Shop Services

    Benefit from concierge services and browse souvenirs at the on-site gift shop/newsstand.

  • Amenities

    In-Room Entertainment Options

    Stay connected with complimentary Wi-Fi and enjoy cable programming on flat-screen televisions.

This summary was created by AI and might not be 100% accurate.
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About Winchester Inn

The Winchester Inn offers affordable excellence with an attention to detail and comfort; while the restaurant and wine bar offer innovative cuisine, award wining wine lists, and attentive service in a warm cozy atmosphere. This traditional Victorian stately home is in perfect harmony with its surroundings, situated in the midst of an English country garden. As guests approach the main building pansies line the path that leads to the front entrance, the gardens are encompassed by a herbaceous border whilst colorful tulips are scattered throughout the grounds. The interior is no less stunning, the rooms are a tribute to comfort and subtlety, with soft, warm shades and opulent furniture. Dinner may be taken in the popular restaurant, whilst in the summer, food is served outdoors. Wherever guests dine, the sumptuous flavors and textures are of the highest standards. The new wine bar provides a nice tasting of local wineries and a special nightly wine flight. The quaint gazebo is a perfect site for small weddings and receptions. Sporting activities available nearby include fishing, golf, ballooning or skiing while the more artistic guest may wish to visit the Oregon Shakespeare Festival or the Britt Music Festival, information on which may be obtained from the inn.

Rooms

  • Suite, 1 King Bed with Sofa bed (Robert Gordon)
    Suite, 1 King Bed with Sofa bed (Robert Gordon)
    • 1 1 King Bed and 1 Double Sofa Bed
    • Sleeps 2
    • 500 sq ft
    • A/C
  • Double Room, 1 Queen Bed (Patio)
    Double Room, 1 Queen Bed (Patio)
    • 1 1 Queen Bed
    • Sleeps 2
    • 350 sq ft
    • A/C
  • Suite, 1 King Bed (Hargadine)
    Suite, 1 King Bed (Hargadine)
    • 1 1 King Bed
    • Sleeps 2
    • 900 sq ft
    • A/C
  • Double Room, 1 Queen Bed (Catharine M)
    Double Room, 1 Queen Bed (Catharine M)
    • 1 1 Queen Bed
    • Sleeps 2
    • 300 sq ft
    • A/C

Among Top Rated Hotels in Ashland

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    Expected price for:Jun 2025
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    Expected price for:May 2025

Price trend

No price trend data at this time

Rating

9.5Excellent

based on 632 ratings from top sites
Cleanliness
9.3
Excellent
Location
9.2
Excellent
Service
9.4
Excellent
Comfort
9.3
Excellent
Amenities
0
No rating available
Value for money
8.6
Excellent

Guest reviews

Top amenities

  • WiFi in lobby
  • WiFi in rooms
  • Parking
  • A/C
  • Restaurant
  • Hotel bar

All amenities

Property amenities
  1. Parking
  2. Terrace
  3. Hotel bar
  4. Conference rooms
  5. Non-smoking rooms
  6. Restaurant
  7. Laundry service
  8. WiFi in public areas
  9. Room service
  10. Hypoallergenic rooms
  11. Concierge
  12. Free WiFi in public areas
Accessibility
  1. Wheelchair accessible
  2. Accessible hotel
  3. Accessible parking
Room amenities
  1. Shower
  2. Openable windows
  3. Television
  4. Hairdryer
  5. Central heating
  6. Electric kettle
  7. Air conditioning
  8. Radio
  9. Sitting area
  10. Telephone
  11. Cable TV
  12. WiFi
Sports facilities
  1. Golf course
  2. Tennis court
  3. Hiking trail
Hotel characteristics
  1. LGBTQ+ friendly
Food and beverage
  1. Diabetic food

Location

  • 35 South Second Street, 
  • 97520, 
  • Ashland, 
  • USA

Arrival / Departure

  1. Check in: 15:00
  2. Check out: 11:00

Contact

35 South Second Street97520Ashland, USA

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Frequently Asked Questions about Winchester Inn

  • Is there a pool area at Winchester Inn?

    No, Winchester Inn doesn’t offer pool areas.

  • Are pets allowed at Winchester Inn?

    No, Winchester Inn doesn’t allow pets.

  • Is parking available at Winchester Inn?

    Yes, Winchester Inn provides Parking, Accessible parking for guests.

  • What time is check-in and check-out at Winchester Inn?

    Check-in at Winchester Inn is available from: . Check-out time is by .

  • Where is Winchester Inn located?

    Winchester Inn is located in 35 South Second Street, 97520, Ashland, USA.

The prices and availability we receive from booking sites change constantly. This means you may not always find the exact same offer you saw on trivago when you land on the booking site.

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