35 South Second Street, Ashland, 97520, USA
from$180
See prices from 10 sites
See prices
from$180
See prices from 10 sites
See prices
Winchester Inn
Winchester Inn
Winchester Inn
Winchester Inn
Winchester Inn

Good to know

  • USA Today's top bed and breakfast

    Recognized as the #1 Bed & Breakfast in the U.S. by USA Today's 10Best Readers' Choice Awards, ensuring an exceptional stay.

  • French-inspired steakhouse across the street

    Indulge in a French-inspired steakhouse experience at Chateaubriand 36, a sister restaurant located just steps away.

  • Luxurious rooms with unique character

    Stay in elegantly designed rooms and suites, each boasting unique charm, plush bedding, and high-quality linens.

  • Award-winning fine dining at Alchemy

    Savor exceptional cuisine at the on-site Alchemy Restaurant and Bar, featuring an award-winning wine list since 2015.

  • English tiered gardens with a gazebo

    Relax in beautifully maintained English tiered gardens, featuring a picturesque gazebo and colorful seasonal flowers.

  • Prime location near Shakespeare Festival

    Enjoy an ideal location just two blocks from the Oregon Shakespeare Festival and other downtown attractions.

  • Thoughtful touches and personalized service

    Guests receive personalized notes, welcome treats, fresh flowers, and evening turndown service for a memorable stay.

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

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

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Price trend

Based on average prices on trivago from the last 30 days
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Reviews

9.5
Excellent
based on 1,194 ratings from top 
sites
sites

Review summary

This AI-generated summary was based on reviews from multiple 
sites

The hotel is consistently described as a beautiful, historic inn with a charming, vintage European style, offering a unique and memorable stay that transports guests back to a time of detailed craftsmanship and comfort. Its signature feature is its impeccably maintained property and luxurious accommodations, which guests often wish they could enjoy for more than one night. This makes it an ideal choice for couples seeking a romantic getaway or celebrating special occasions, as well as sightseers and theater-goers due to its prime location. The hotel also caters well to business travelers who appreciate a quiet, comfortable environment. To enhance your experience, consider exploring the various unique rooms, as many offer distinct features, and be sure to indulge in the highly praised complimentary breakfast, which is a highlight for many.

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. Parking
  2. Terrace
  3. 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 travel path

Room amenities

  1. Openable windows
  2. Television
  3. Central heating
  4. Air conditioning
  5. Small lounge
  6. Cable TV
  7. Hypoallergenic bedding
  8. Free WiFi in rooms
  9. Coffee machine

Sports facilities

  1. Golf course
  2. Tennis court
  3. Hiking trail

Hotel characteristics

  1. LGBTQ+ friendly

Food and beverages

  1. Diabetic food

Wellness

  1. Bathrobe

Location

35 South Second Street, Ashland, 97520, USA

Distance from Winchester Inn

Transport

Ashland:0.1 miles

Rogue Valley International-Medford Airport:14.9 miles

Klamath Falls:48.2 miles

Landmarks

Lithia Park:0.5 miles

Allen Elizabethan Theatre:0.2 miles

Craterian Ginger Rogers Theater:12.2 miles

Explore nearby attractions

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 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 at 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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