Hotels near Windsor, Ashland
Enter your dates and choose from 23 hotels and other places to stay
Featured hotels near Windsor
Filter by:
Star rating
Review score
See the latest prices and deals by choosing your dates.
Callahan's Lodge
Hotel in Ashland (5.5 miles from Windsor)
Situated in Ashland, 15 km from Oak Knoll Golf Course, Callahan's Lodge features accommodation with a fitness centre, free private parking, a garden and a shared lounge.
Winchester Inn
Hotel in Ashland (7.6 miles from Windsor)
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.
Second Street Cottages
Ashland (7.8 miles from Windsor)
Second Street Cottages is a historic home offering accommodation in Ashland. Free WiFi is offered throughout the property and free private parking is available on site.
Abigail's Bed and Breakfast Inn
Ashland (8.3 miles from Windsor)
Abigail's Bed and Breakfast Inn in Ashland provides adults-only accommodation with a garden and a shared lounge.
Arden Forest Inn
Ashland (8.2 miles from Windsor)
Offering an outdoor pool and barbecue, Arden Forest Inn is located in Ashland. Free private parking is available on site. Some units feature a seating area where you can relax.
Flagship Inn of Ashland
Ashland (7.1 miles from Windsor)
A 5-minute walk from Southern Oregon University, the Ashland Flagship Inn features an outdoor swimming pool. All guest rooms include a flat-screen TV with cable and free Wi-Fi.
Top 10 trending hotels near Windsor
Discover our most popular hotels from the last 30 days
Enjoy breakfast at the hotels near Windsor
Ashland Springs Hotel
Hotel in AshlandBreakfast options8.7Scored 8.7FabulousRated fabulous· 375 reviewsLocated less than 5 minutes’ walk to the site of Oregon Shakespeare Festival, this luxury Ashland, Oregon hotel offers a spa and farm to table fine dining.
Our room was just enough…neat, tidy and comfortable.
Plaza Inn & Suites at Ashland Creek
Hotel in AshlandBreakfast options7.7Scored 7.7GoodRated good· 678 reviewsPlaza Inn & Suites at Ashland Creek is set in downtown Ashland, 600 metres from the Oregon Shakespeare Festival.
Lots of packaged options for us to take on the go.
McCall House Boutique Hotel
Hotel in AshlandBreakfast options10.0Scored 10.0ExceptionalRated exceptional· 4 reviewsSituated in Ashland, 200 metres from Oregon Shakespeare Festival, McCall House Boutique Hotel features accommodation with a garden, free private parking and a shared lounge.
Winchester Inn
Hotel in AshlandBreakfast options9.4Scored 9.4SuperbRated superb· 352 reviewsWinchester 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.
Rooms are lovely, breakfast is amazing and great location
People are talking about Windsor! Explore guest hotel reviews featuring "Windsor"
- From € 178.71 per night8.2Scored 8.2Very goodRated very good· 517 reviewsI had a great experience at the Windsor. I arrived a little late, due to traffic. The young man at the desk was immediately accommodating and helpful. In very short order, he had me checked in, told me the best way to access my room, explained various services, and helped me figure out the best way to balance my fatigue with a need to eat! Plus the hotel was lovely, my view in the morning spectacular, and my breakfast was perfect. I hope to come back.BBrendanUnited States
- From € 178.71 per night8.2Scored 8.2Very goodRated very good· 517 reviewsI was on a long distance road trip with my dog. The Windsor had every amenity I needed to make the stopover easier. The staff was friendly and most helpful. The breakfast was very good and ample. The rooms were clean and comfortable. The pet area was very well maintained. I was very impressed.HHeidiUnited States
Research, refine and make plans for your whole trip
