Middletown Holidays
Photo by Stephanie Sutton
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Top hotels in Middletown
Wayside Inn
7783 Main St Middletown VA
The price is €124 per night from 1 Jun to 2 Jun
€124
1 Jun - 2 Jun
includes taxes & fees
9.2/10 Wonderful! (435 reviews)
"Everything and everyone were great. The extra roll out bed was not."
Reviewed on 28 May 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is €79 per night from 21 Jun to 22 Jun
€79
21 Jun - 22 Jun
includes taxes & fees
9/10 Wonderful! (1,017 reviews)
"Spotless property adjacent to a Chili's. Staff were awesome."
Reviewed on 30 May 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is €101 per night from 30 Jun to 1 Jul
€101
30 Jun - 1 Jul
includes taxes & fees
9/10 Wonderful! (897 reviews)
"The rooms here have a bright, cheerful look, very clean, comfy beds, hot shower, lots of pillows. Love the large TV screen. There was a long padded bench to hold more than two suitcases!! All the bathroom toiletries are pump bottles, very hygienic. There were many hooks for clothes in the bathroom ..."
Reviewed on 30 May 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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