The Winchester Inn

The Winchester Inn

258 Ratings

Why We Like It

  • Quiet and homey, welcoming and warm. Plus, an 'Oops I forgot' basket just in case something got left out of the suitcase.
  • Multi-course breakfast with homemade pastries, fresh fruit and coastal, seasonal main courses. Defo a can't-miss (and, bonus, it's on the house).
  • Care for some vino? Indeed. Take a sip & swirl of local wines at the bar.


21 rooms.
Complimentary WiFi.
Complimentary self-parking.
No fitness center.
No pets.
Room approximately 350 sq ft.
24" flat-screen TV.
No minibar.
Bath products by Antica Farmacista.
Drinks served at Alchemy Restaurant and Bar, House-made gin & tonic $12. Happy Hour daily.
Alchemy Restaurant and Bar serves gourmet cuisine. Main courses $21-36, dry aged sous vide filet mignon $36.

What Our Bookers Think

99% Liked It (258 Ratings)
Maia D.
comfortable bed, delicious breakfast, above and beyond staff.
4 months ago
Greg F.
best stay in Ashland. Alchemy is the best lounge in town. rooms are so lovely and wonderful breakfasts too
5 months ago
Reece M.
Great bed, great room size, great prices, and without a doubt the best to go continental breakfast I’ve ever had. Will definitely go again next time I’m in town
6 months ago

Need to Know

  • Rate displayed is per night, per room. Each room is guaranteed to fit 2 people. Extra guests are at the hotel’s discretion and may be subject to additional fees.
  • Check-in 4pm. Check-out 11am.
  • 21+ to book.
  • Photo ID and credit card required at check-in.
  • 100% non-smoking rooms.
  • Front desk closes at 8pm. If you will be arriving after 8pm, please call +1-541-488-1113 for check-in instructions.

Your Stay

Thu, Jul 9
Fri, Jul 10
Thu, Jul 9 – Fri, Jul 10