Winchester Inn
About this property
Popular facilities
See all facilitiesGood to know
- Check-in
- From 16:00
- Check-out
- Until 11:00
- Parking
- Free
- Pets
- Not allowed
- Accessibility
- Wheelchair accessible
- Luggage storage
- Available
- Languages
- English
- Smoking
- Smoke-free
- Children
- Family friendly
- Room types
- 4
Room Information
Rooms
1 Bedroom Standard Double room
- 2 guests
- full double bed
- Private bathroom
- air-conditioning
- bathrobe
- hairdryer
- heating
- hypoallergenic
- iron
- mini-bar
- private-bathroom
- shower
- tea
- tea-or-coffee
- telephone
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1 / 6 Standard Double room
- 2 guests
- full double bed
- Private bathroom
- air-conditioning
- bathrobe
- coffee
- fridge
- hairdryer
- heating
- hypoallergenic
- iron
- mini-bar
- patio
- private-bathroom
- shower
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1 / 5 Double Suite with balcony
- 2 guests
- full double bed
- Private bathroom
- air-conditioning
- balcony
- bathrobe
- fireplace
- hairdryer
- heating
- hypoallergenic
- iron
- mini-bar
- mirror
- private-bathroom
- safe
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1 / 6 Double Suite
- 2 guests
- full double bed
- air-conditioning
- bathrobe
- coffee
- fireplace
- fridge
- hairdryer
- heating
- hypoallergenic
- iron
- mini-bar
- mirror
- patio
Add your dates to see current rates.
Guest reviews
Recent reviews shared by hotel guests
Daniel W.
We enjoyed breakfast most of all. The included two-course meal was delightful, the waiter was patient and attentive, and the food was excellent. I’d recommend the meat lovers skillet, and we’ll likely return for dinner at Alchemy. We stayed overnight in the Eleanor Rose suite. It was roomy and mostly clean, and both receptionists we met were very friendly. I’m sure they would have tried to help if we’d brought up our concerns, but the receptionist was so nice and I was in a hurry at checkout. We chose that suite partly for its big bathtub, but couldn’t use it because the jacuzzi jets were quite dirty. The old shower head also had no setting that didn’t feel like it was power washing my skin. I like strong water pressure and the hotel’s original feel, but I think the shower heads are due for an upgrade. It was a fine stay overall, about 4.5 stars.

Lauren M.
Sabrina at the front desk was so sweet and helpful, and breakfast was absolutely delicious. It’s a nice bed and breakfast right downtown, handy for walking to shops, restaurants, and a show.
Trevor H.
Gina, Star, and Nina made our night at Belvedere especially memorable, and the hand soap was amazing. Laurie, the owner, is really kind and runs a fantastic Boutique Inn. We loved our stay and hope to visit and enjoy the Winchester again soon.
Chris M.
My one-night stay at the Hotel on 10/15/25 was good, but a month later they charged my card $30, saying a set of keys was missing. That’s absolutely false. I was given only two keys at check-in, one for the room and one for the building. When I returned the keys at checkout, nobody said anything about one being missing. Later, the hotel said I had returned only one set. Now all I can do is dispute the charge with my credit card company. Be aware, this feels like a scam against customers.
Morgan H.
We had to leave a day early after our plans changed, but the hotel wouldn’t let us apply the prepaid payment to another stay, even though we come up every 2-3 months. The cancellation policy requires 30 days’ notice, so we lost the room payment. Get the insurance. Also, a ground floor room still had steps up to the door. I asked whether the hotel had an ADA room because the stairs were a problem for my daughter. I was told it was a two-room suite, but nobody offered to move us. By then, though, we’d already established that we’d forfeit Friday’s reservation because we were leaving early, so an offer at that point would have been moot. We were also told after checking in that we were the only guests overnight and there would be no staff at all until morning. Just FYI.
Amenities
Everything available at this property
General Services
24 available- Smoke Free Property
- Newspapers
- Ticket assistance
- Gift shop
- Garden
- Terrace
- No elevators
- Reception desk
- Laundry
- Concierge services
- Dry Cleaning
- Luggage storage
- Tour assistance
- Hiking
- Extra decontamination measures
- Personal protection equipment for guests
- Additional Measures Against COVID 19
- Total number of rooms
- hotel
- Shop
- Concierge
- Luggage room
- Clothes dryer
- Non Smoking Establishment
Accessibility
1 available- Accessibility features
Internet
2 available- Free Wi Fi
- Wi Fi
Parking
2 available- Free parking
- Car park
Meals
3 available- Bar
- Breakfast
- Restaurant
Business Services
1 available- Meeting room
Sports
2 available- Tennis court
- Golf сourse (within 3 km)
Pets
1 available- Pets Not Allowed
Room Amenities
1 available- Family room
Languages
1 available- English
What's nearby
Explore attractions, restaurants and transport around the hotel
143 m 2 min walk
23.9 km
14.1 km
27 m 1 min walk
Attractions
20- Padigan14.1 km
- Eliana Wines15.2 km
- Edenvale Winery15.3 km
- Oregon Hills Park17.7 km
- Holmes Park18.0 km
Restaurants
20- Chateaubriand 3627 m 1 min walk
- Smithfields Pub & Pies36 m 1 min walk
- Berkshire Enterprises Llc43 m 1 min walk
- Bird & Rye44 m 1 min walk
- Essential Wellness54 m 1 min walk
Transit
20- Rogue Valley International-Medford AirportAirport23.9 km
- E Main St - North of 1st StBus143 m 2 min walk
- Lithia Way - North of 2nd StBus196 m 2 min walk
- E Main St - South of Gresham St (Ashland Library)Bus204 m 3 min walk
- Ashland PlazaBus378 m 5 min walk

Stay rules
Important conditions for your stay
Fees and optional services
Deposit
Damage deposit required