How payments to us affect ranking

How payments to us affect ranking

4 Stars
Select dates to see exact prices
Select dates to see exact prices
  • Exterior
  • bedroom
  • bathroom

1 / 99

Good to know

  • Fine dining at Alchemy Restaurant

    Enjoy award-winning wine and French-inspired cuisine at the on-site Alchemy Restaurant and Bar.

  • Premium bedding and room amenities

    Relax in rooms featuring high thread count sheets, Egyptian cotton towels, and daily delivered treats.

  • Second floor access without elevator

    Guest rooms located on the second floor require the use of stairs as the property lacks an elevator.

  • Prime location near Shakespeare Festival

    Walk just four minutes to reach the Oregon Shakespeare Festival and downtown Ashland attractions.

  • Potential noise from HVAC units

    Some guest rooms feature heating and cooling units that may produce audible noise during operation.

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

Rooms

  • Suite, 1 King Bed with Sofa bed (Robert Gordon)

    • 1 1 King Bed and 1 Double Sofa Bed
    • Sleeps 2
    • 500 sq ft

  • Double Room, 1 Queen Bed (Patio)

    • 1 1 Queen Bed
    • Sleeps 2
    • 350 sq ft

  • Suite, 1 King Bed (Hargadine)

    • 1 1 King Bed
    • Sleeps 2
    • 900 sq ft

  • Double Room, 1 Queen Bed (Catharine M)

    • 1 1 Queen Bed
    • Sleeps 2
    • 300 sq ft

Price trend

Based on lowest prices on trivago from the last 30 days
$2,120
$1,060
$0

11/11/26 (Wed)

$1,692

12/11/26 (Thu)

$1,441

13/11/26 (Fri)

$1,804

14/11/26 (Sat)

$1,954

15/11/26 (Sun)

$1,366

16/11/26 (Mon)

$1,295

17/11/26 (Tue)

$1,330

18/11/26 (Wed)

$1,494

19/11/26 (Thu)

$1,492

20/11/26 (Fri)

$2,120

21/11/26 (Sat)

$1,939

22/11/26 (Sun)

$1,480

23/11/26 (Mon)

$1,310

24/11/26 (Tue)

$1,441

25/11/26 (Wed)

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Reviews

9.5
Excellent
based on 1,258 ratings from top 
sites
sites

Review summary

Summarized by AI from 600+ reviews

This charming hotel, a tranquil historic hideaway, caters to couples, sightseers, and luxury travelers seeking a refined and relaxing experience. Its excellent central location in Ashland places guests within easy walking distance of the Oregon Shakespeare Festival, Lithia Park, and numerous shops and restaurants. The hotel's standout amenity is its gourmet two-course complimentary breakfast, featuring diverse hot entrees and gluten-free options. Guests consistently praise the staff's exceptional friendliness and attentiveness, contributing to a pampered stay. For an enhanced experience, consider booking one of the separate units like "The Duet" or a two-bedroom cottage for added space and convenience.

Rated above average for Ashland

Guest reviews

Excellent85%
Very good11%
Good2%
Fair2%
Poor0%

Top amenities

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

All amenities

Property amenities

  1. Business center
  2. Parking
  3. Terrace
  4. Bar

Room amenities

  1. Shower
  2. Ironing board
  3. Openable windows
  4. Television

Sports facilities

  1. Golf course
  2. Hiking trail

Hotel characteristics

  1. Family friendly
  2. LGBTQ+ friendly

Accessibility

  1. Accessible travel path
  2. Accessible parking

Wellness

  1. Bathrobe

Location

35 South Second Street, Ashland, 97520, USA

Distance from Winchester Inn

  1. 0.2 km from Ashland (City center)
  2. 0.2 km from Ashland Downtown Historic District
  3. 0.3 km from Allen Elizabethan Theatre
  4. 0.3 km from Angus Bowmer Theatre
  5. 0.3 km from Green Show
  6. 0.4 km from Ashland Railroad Addition Historic District
  7. 0.8 km from Lithia Park
  8. 0.9 km from Skidmore Academy Historic District
  9. 19.1 km from South Oakdale Historic District
  10. 19.7 km from Craterian Ginger Rogers Theater
  11. 23.9 km from Rogue Valley International-Medford Airport
  12. 77.5 km from Klamath Falls

Property info

35 South Second Street, Ashland, 97520, USA

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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