Name: Holiday Inn Winchester Se-Historic Gateway by IHG
Price range: $95 total
Rating: 9.2

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

$90 total

per night

Jul 26 - Jul 27

Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

9.2/10 Wonderful! (1,032 reviews)

"The room was very narrow. Only one person could pass tge bed at a time. There was no dressers to out clothes in. They only had hooks that you could hang up clothes. There was no closet in the room and no microwave. The only garbage pail was a small pail that was divided in half without a bag which ..."

Reviewed on Jul 13, 2026

Spark by Hilton Winchester

150 Wingate Dr Winchester VA

$73 total

per night

Jul 26 - Jul 27

Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...

9/10 Wonderful! (1,011 reviews)

"Great staff, clean rooms and delightful breakfast. I'll be back!"

Reviewed on Jul 5, 2026

Holiday Inn Winchester Se-Historic Gateway by IHG

333 Front Royal Pike Winchester VA

$95 total

per night

Aug 2 - Aug 3

Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...

9.2/10 Wonderful! (1,017 reviews)

"Highly recommend. Good location and great amenities. Very clean."

Reviewed on Jul 12, 2026

See all 706 properties in Middleway

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.

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

Harpers Ferry WV

Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Harpers Ferry National Historical Park and ...

10/10 Exceptional! (94 reviews)

"Great place to stay! Very clean and close to everything!"

Reviewed on Jul 3, 2026

Log Cabin w/ Hot Tub & Waterfront Patio!

Harpers Ferry WV

Stay at this cabin in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Shenandoah Lake Beach and Shannondale Springs Wildlife ...

9.8/10 Exceptional! (23 reviews)

"Beautiful, well managed property. Quiet lake, rustic log cabin feel with modern amenities."

Reviewed on Jun 14, 2026

Silo Tiny House Cabin

Harpers Ferry WV

Stay at this cabin in Harpers Ferry. Enjoy free WiFi, a sauna, and patios. Popular attractions Harpers Ferry National Historical Park and Hollywood Casino at ...

8.2/10 Very Good! (24 reviews)

"Pictures on internet were very nice and clean. Upon arriving was a different case property had junk behind the silo walkway was not stable uneven round rocks to walk on especially for the distance from the parking.. upon entering the silo not clean shower contained mold, and mildew dead flies on ..."

Reviewed on Jun 15, 2026

See all properties in Middleway

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.