Hotels near Windsor, Ashland
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Callahan's Lodge
Hotel in Ashland (5.5 miles from Windsor)
Located in Ashland, 9.4 miles from Oak Knoll Golf Course, Callahan's Lodge has accommodations with a fitness center, 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 984 feet 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 accommodations 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 accommodations 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.
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Stratford Inn
Hotel in AshlandBreakfast options8.3Scored 8.3Very GoodRated very good· 1,485 reviewsStratford Inn is located in Ashland. Free Wi-Fi is provided in all rooms and a hot tub is available on site. Central Ashland is 5 minutes’ walk away.
The staff, the location, the room was very clean and cosy.
Ashland Springs Hotel
Hotel in AshlandBreakfast options8.6Scored 8.6ExcellentRated excellent· 376 reviewsLocated less than a 5 minute 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.
Ashland Hills Hotel & Suites
Hotel in AshlandBreakfast options8.4Scored 8.4Very GoodRated very good· 436 reviewsFeaturing panoramic mountain views, Ashland Hills Hotel & Suites is a 14 acre property 1 mi from Southern Oregon University.
very dog friendly…Mike at the front desk was very accommodating
Plaza Inn & Suites at Ashland Creek
Hotel in AshlandBreakfast options7.7Scored 7.7GoodRated good· 677 reviewsPlaza Inn & Suites at Ashland Creek is set in downtown Ashland, 1969 feet 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· 3 reviewsLocated in Ashland, a 2-minute walk from Oregon Shakespeare Festival, McCall House Boutique Hotel has accommodations with a garden, free private parking and a shared lounge.
Winchester Inn
Hotel in AshlandBreakfast options9.4Scored 9.4WonderfulRated wonderful· 352 reviewsWinchester Inn is set in Ashland, only 984 feet from Oregon Shakespeare Festival. Guests can enjoy the on-site bar and restaurant, featuring an outdoor patio. Free parking is also included.
Nice staff, great breakfast, pretty garden, lovely rooms
Bayberry Inn B&B and Oregon Wellness Retreat
Hotel in AshlandBreakfast options9.6Scored 9.6ExceptionalRated exceptional· 27 reviewsLocated in Ashland, a 13-minute walk from Oregon Shakespeare Festival, Bayberry Inn B&B and Oregon Wellness Retreat provides accommodations with free bikes, free private parking, a garden and a shared...
Beautiful accommodation close to the centre of Ashland. Breakfast was amazing.
People are talking about Windsor! Explore guest hotel reviews featuring "Windsor"
- From £152.38 per night8.2Scored 8.2Very GoodRated very good· 517 reviewsThe staff at Windsor Inn are the nicest people! I loved my stay ♥️ I had a migraine that day I checked in they were so kind when I asked to check in a little early. Ana in Ashland offered to help in any way she could. She made me feel at home. I highly recommend the Windsor Inn. I'll be back! Mucho obrigata girls!!
SuzanneUnited States of America - From £152.38 per night8.2Scored 8.2Very GoodRated very good· 517 reviewsI feel so welcome staying at the Windsor Inn. The staff is very friendly and thoughtful to me and my dog, Winslow.
KathyUnited States of America
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