How payments to us affect ranking

How payments to us affect ranking

See prices from 8 sites
from£167
See prices from 8 sites
from£167
  • Exterior
  • Bedroom
  • Bathroom

1 / 99

Good to know

  • Sister French-inspired steakhouse

    Indulge in a French-inspired steakhouse experience at Chateaubriand 36, the inn's sister restaurant, offering an inviting atmosphere.

  • Award-winning Alchemy Restaurant and Bar

    Savor exceptional dining at Alchemy, featuring an award-winning wine list recognized by Wine Spectator’s Best of Award of Excellence since 2015.

  • Historic Victorian architecture

    Immerse yourself in the charm of a beautifully maintained Victorian house and carriage house, offering a unique blend of historic elegance and modern updates.

  • Proximity to Oregon Shakespeare Festival

    Experience unparalleled access to culture, located just two blocks or a short walk from the renowned Oregon Shakespeare Festival theaters.

  • Unique room configurations

    Choose from individually designed rooms, including options with balconies, fireplaces, whirlpool tubs, or the spacious two-bedroom Duet unit with a kitchenette.

  • Personalized welcome amenities

    Discover thoughtful touches like daily delivered cookies or chocolate caramels, a personalized welcome card, and fresh flowers in your room.

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

Compare with similar stays

Selected stay

  • Free WiFi
  • Parking
  • A/C
See prices from 8 sites
from£167

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    • Pool
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    • Free WiFi
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    • Free WiFi
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    • Free WiFi
    • Pool
    • Parking
    Select dates to see exact prices

    • Free WiFi
    • Parking
    • Pets
    Select dates to see exact prices

    • Free WiFi
    • Parking
    • A/C
    Select dates to see exact prices

    • Parking
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    • Free WiFi
    • Parking
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    • Free WiFi
    • Spa
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Price trend

Based on lowest prices on trivago from the last 30 days
£330
£165
£0

Tue, 20/10/26

£230

Wed, 21/10/26

£247

Thu, 22/10/26

£230

Fri, 23/10/26

£330

Sat, 24/10/26

£291

Sun, 25/10/26

£236

Mon, 26/10/26

£122

Tue, 27/10/26

£126

Wed, 28/10/26

£143

Thu, 29/10/26

£147

Fri, 30/10/26

N/A

Sat, 31/10/26

£165

Sun, 01/11/26

£143

Mon, 02/11/26

N/A

Tue, 03/11/26

N/A

Wed, 04/11/26

N/A

Thu, 05/11/26

N/A

Fri, 06/11/26

£167

Sat, 07/11/26

£164

Sun, 08/11/26

N/A

Mon, 09/11/26

N/A

Tue, 10/11/26

£161

Wed, 11/11/26

N/A

Thu, 12/11/26

£157

Fri, 13/11/26

N/A

Sat, 14/11/26

N/A

Sun, 15/11/26

N/A

Mon, 16/11/26

N/A

Tue, 17/11/26

£159

Wed, 18/11/26

N/A

Thu, 19/11/26

N/A

Fri, 20/11/26

N/A

Sat, 21/11/26

N/A

Sun, 22/11/26

N/A

Mon, 23/11/26

N/A

Tue, 24/11/26

£141

Wed, 25/11/26

N/A

Thu, 26/11/26

N/A

Fri, 27/11/26

N/A

Sat, 28/11/26

N/A

Sun, 29/11/26

N/A

Mon, 30/11/26

N/A

Tue, 01/12/26

N/A

Wed, 02/12/26

N/A

Thu, 03/12/26

N/A

Fri, 04/12/26

N/A

Sat, 05/12/26

N/A

Sun, 06/12/26

N/A

Mon, 07/12/26

N/A

Tue, 08/12/26

N/A

Wed, 09/12/26

N/A

Thu, 10/12/26

N/A

Fri, 11/12/26

N/A

Sat, 12/12/26

N/A

Sun, 13/12/26

N/A

Mon, 14/12/26

N/A

Tue, 15/12/26

N/A

Wed, 16/12/26

N/A

Thu, 17/12/26

N/A

Fri, 18/12/26

N/A

Sat, 19/12/26

N/A

Sun, 20/12/26

N/A

Reviews

9.5
Excellent
based on 1,257 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 centre
  2. Parking
  3. Terrace
  4. Bar

Room amenities

  1. Shower
  2. Openable windows
  3. Television
  4. Hairdryer

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. Dressing gown

Location

35 South Second Street, Ashland, 97520, USA
Highlight
Proximity to Oregon Shakespeare Festival
Experience unparalleled access to culture, located just two blocks or a short walk from the renowned Oregon Shakespeare Festival theaters.

Distance from Winchester Inn

Ashland:0.1 miles

Ashland Downtown Historic District:0.1 miles

Allen Elizabethan Theatre:0.2 miles

Angus Bowmer Theatre:0.2 miles

Green Show:0.2 miles

Ashland Railroad Addition Historic District:0.3 miles

Lithia Park:0.5 miles

Skidmore Academy Historic District:0.5 miles

South Oakdale Historic District:11.8 miles

Craterian Ginger Rogers Theater:12.2 miles

Rogue Valley International-Medford Airport:14.9 miles

Klamath Falls:48.2 miles

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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