Search for Cheap Deals onHotels in Middletown
Choose from 621 Middletown Hotel Deals
Wayside Inn
"Nice historic place"
Reviewed on Jun 3, 2026
Spark by Hilton Winchester
"Great stay, close to our venue and staff was very accommodating!"
Reviewed on Jun 5, 2026
TRU By Hilton Winchester
"The hotel was very clean and modern with a very minimalist vibe. I like that. No need for unnecessary extras. It was a great venue and we will be sure to stay again. Staff was very pleasant"
Reviewed on Jun 6, 2026
Travelodge by Wyndham Winchester
"The room was very clean and the staff was friendly."
Reviewed on Jun 2, 2026
The George Washington Hotel, A Wyndham Grand Hotel
"Charming."
Reviewed on Jun 3, 2026
Microtel Inn & Suites by Wyndham Winchester
"Excellent stay"
Reviewed on Jun 4, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
"It was very clean and the bes was super comfortable. Did not eat the breakfast so I don't know how it was. Staff was really friendly"
Reviewed on May 30, 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
"First room smelled awful! They moved us to another room which was fine. Place seemed like it needed updating. Breakfast was not very good. Pancake machine was broken and food was nothing great. I won’t be returning."
Reviewed on May 30, 2026
La Quinta Inn & Suites by Wyndham Winchester
"Nice property, spacious suite. It would be great to have a designated pet area."
Reviewed on Jun 4, 2026
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
"I stop there every time we go to Tennessee."
Reviewed on Jun 4, 2026
Comfort Inn & Suites Winchester
"Room was exceptionally clean staff was great and has ample parking"
Reviewed on Jun 4, 2026
Red Roof Inn Winchester, VA
"The staff at check-in are okay. The whole property is run down. It looks like they renovated but didn’t keep up with housekeeping. It’s like putting lipstick on a pig. The rooms are moldy. I stayed in 138, stained sheets. I can tell nothing has been washed. Everything felt sticky so bring your own ..."
Reviewed on Jun 5, 2026
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