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Choose from 630 Middletown Hotel Deals
Wayside Inn
"There was not an elevator. We were not able to stay at the Wayside Inn. We were taken aback when we were informed that the front door would be locked at 9pm. While there is a pad with a code for access, there is no staff on site. It was not what we expected, that is not the fault of staff or management. ..."
Reviewed on Aug 1, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
"Had to go back to desk 2 times after checking in while my wife stood outside our room with luggage in the hall because the keys didn't work. Very frustrating! Also, only 7 channels worked on the TV, was told this was Comcast fault."
Reviewed on Aug 6, 2026
The George Washington Hotel, A Wyndham Grand Hotel
"Beautiful old hotel with easy walking distance to downtown"
Reviewed on Aug 6, 2026
Spark by Hilton Winchester
"It was a great place to stay for our vacation."
Reviewed on Aug 5, 2026
La Quinta Inn & Suites by Wyndham Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley
Microtel Inn & Suites by Wyndham Winchester
TRU By Hilton Winchester
Comfort Inn & Suites Winchester
"A convenient stay close to Rt 81 in western Virginia. Clean , comfortable and reasonable in a shopping center with quick access to the highway. Located in a shopping center with a number of food options including an Aldi and an Alamo Draft house movie theatre. The was clean , well appointed and everything ..."
Reviewed on Aug 5, 2026
Travelodge by Wyndham Winchester
"Room was quiet, clean & comfortable. Nice breakfast."
Reviewed on Aug 6, 2026
Quality Inn Winchester
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
"Y"
Reviewed on Aug 5, 2026
Find cheap hotels in Middletown
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