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About

Winchester Inn

Rated 9.4 in 350 reviews. 21 rooms.

⬤⬤⬤⬤⬤

Book from $140

Winchester Inn is set in Ashland, only 300 metres from Oregon Shakespeare Festival. Guests can enjoy the on-site bar and restaurant, featuring an outdoor patio. Free parking is also included.

Each room at this hotel is air conditioned and features a flat-screen TV. Bedding includes 600 thread count sheets, along with a down feather bed, pillows, and comforter. Certain rooms have a seating area for your convenience. A balcony or patio are featured in certain rooms. Every room includes a private bathroom, complete with Egyptian cotton towels. For your comfort, you will find bathrobes and free imported toiletries.

Guests will be provided a 2-course gourmet breakfast each at no additional cost. A coffee bar is also available to guests at the Winchester Inn.

You will find concierge service at the property.

The hotel is located 2.5 km from Southern Oregon University. Rogue Valley Airport is 24 km away.

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Recommended Nearby

A guide to great places near Winchester Inn

  1. Smithfields Restaurant & Bar

    Get the duck leg confit on the brunch menu. Get it. Seriously. Get it.

    23 m from hotel
    36 S 2nd St

  2. Bloomsbury Books & Coffeehouse

    Best book selection in town for adults and children by far! Plus a great coffeehouse upstairs!

    54 m from hotel
    290 E Main St

  3. The Growler Guys

    Snuck in here on a rainy day in Ashland, OR. We sat outside around a fire and enjoyed some conversation with the locals. Awesome beer and endless options

    203 m from hotel
    345 Lithia Way

  4. Paddington Station

    Sign up as a preferred customer. Get a $10 gift certificate for every $150 spent in a calendar year AND the owners donate two percent of all preferred customers purchases to local area non-profits.

    263 m from hotel
    125 E Main St

  5. OSF Elizabethan Theatre / Allen Pavilion

    It was great. I don't think there is a bad seat in the house. Don't forget to rent the pillow and blanket on cool evenings! It is an outdoor theatre!!!!

    292 m from hotel
    Hagardine St. & S. Pioneer St.

  6. Oregon Shakespeare Festival

    $20 tickets to the Bowmer are just as good as the $75 ones. No joke. "She Loves Me" was amazing btw.

    312 m from hotel
    15 S Pioneer St

  7. Martolli's Hand Tossed Pizza

    Delicious gluten free pasta options. Seafood pasta with garlic butter wine sauce. So yummy! Also, the Cappellini d'Mediteranian is divine. Excellent wine options as well.

    366 m from hotel
    38 E Main St

  8. Lithia Park

    Further south in the park are some really good hiking trails. Behold, the scary trees!

    381 m from hotel
    59 Winburn Way

  9. Mix Sweet Shop

    The coffee! Surprisingly fantastic 21st c. coffee here. They do Stumptown's product very well. Espresso drink or drip/pour-over—neither disappoints.

    462 m from hotel
    57 N Main St

  10. Noble Coffee Roasting

    Coffee art

    0.5 km from hotel
    281 4th St

  11. Agave

    Coconut ice cream...it's the best!!!

    0.5 km from hotel
    92 N Main St

  12. Morning Glory

    Not so hungry? Too much food? Ask about a la carte or half orders and save some $ too!

    1.6 km from hotel
    1149 Siskiyou Blvd