Search for Cheap Deals onHotels in Winchester
Choose from 114 Winchester Hotel Deals

SureStay by Best Western Roseburg
Clean and staff is always nice.
Reviewed on Jan 30, 2026

Riverfront Inn Roseburg
The staff were absolutely lovely, and the room was super clean. The only challenge for us was the bed was very hard which some people prefer otherwise a good stay.
Reviewed on Jan 26, 2026

Super 8 by Wyndham Roseburg
Clean room,courteous staff, pleasant stay
Reviewed on Jan 31, 2026

Hampton Inn & Suites Roseburg
Front desk was fantastic. Pet fee steep. Room was clean and fresh. Great property. One star off for the insanely loud refrigerator cabinet door which banged every time closed because of no rubber bumper.
Reviewed on Jan 19, 2026

Comfort Inn Roseburg
First room would be a 3+ the bed was hard. We told the receptionist and they moved us to a room that the Bed was comfy. Breakfast was pretty good. Waffles were yummy but the verity want there. Nice people to work with.
Reviewed on Feb 7, 2026

Best Western Garden Villa Inn
Room was nice. Some wear & tear. Slow water flow for hot tub. Good breakfast.
Reviewed on Jan 25, 2026

Motel 6 Roseburg, OR
Yes it was perfect
Reviewed on Feb 1, 2026

Quality Inn Central Roseburg
It was a great stop to sleep. Room was clean and spacious.
Reviewed on Jan 12, 2026

Holiday Inn Express Roseburg by IHG
The place was clean, staff was friendly, breakfast was delicious, and the view was phenomenal!
Reviewed on Feb 1, 2026

Motel 6 Sutherlin, OR
Dawn is the Best in the West!!
Reviewed on Jan 28, 2026

Best Western Plus Hartford Lodge
Lou was exceptional with check in and quality assurance during the entire stay. He was knowledge and accommodating to our needs. The pool and spa were great working order and offered such a nice space to relax. One of the better Best Western stays!
Reviewed on Jan 19, 2026

Rosewood Inn and Suites
Staff outstanding in all respects. Room clean and well-appointed.
Reviewed on Jan 14, 2026
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