Chester Gap Holiday Packages
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Top Chester Gap hotels
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundable
The price is AU$159 per night from 15 Nov to 16 Nov
AU$159
15 Nov - 16 Nov
includes taxes & fees
Comfort Inn & Suites Winchester: Pet-friendly hotel with free breakfast and free WiFi. Located next to a golf course.
"This was a last minute stop and I wish we could have stayed longer. Check in was fast and easy. The room was immaculate, spacious and comfortable. Our room was facing the highway and I was worried that the noise would be an issue but I slept like a rock. The breakfast was good."
Reviewed on 22 Oct 2026
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Fully refundable
The price is AU$139 per night from 22 Nov to 23 Nov
AU$139
22 Nov - 23 Nov
includes taxes & fees
Country Inn & Suites by Radisson, Winchester, VA: Pet-friendly hotel with free breakfast and free WiFi. Guests love the helpful staff!
"Front desk upgraded our room so we could fit our bikes in the room. Bed was too soft. Otherwise room was nice. Breakfast was good."
Reviewed on 22 Oct 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
The price is AU$120 per night from 15 Nov to 16 Nov
AU$120
15 Nov - 16 Nov
includes taxes & fees
Ramada by Wyndham Strasburg/Shenandoah Valley: Pet-friendly hotel with free breakfast and free WiFi. Located in the mountains.
"Room was clean and quiet.. Breakfast was sufficient."
Reviewed on 22 Oct 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.
