Photo by Brian V. Rowe
Find Hotels with a Pool in Chester Gap, VA
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Our top choices for Chester Gap hotels with a pool
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
8.8 out of 10, Excellent, (1002)
"Have stayed here multiple times -always good"
Robert
$84 nightly
The price is $91
Jan 11 - Jan 12, 2026
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHGStephens City
8.2 out of 10, Very Good, (802)
"Nice stay and friendly people "
ALFRED
$74 nightly
The price is $81
Dec 20 - Dec 21
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge ShadowsFront Royal
9.0 out of 10, Wonderful, (1002)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
Dorothy
$98 nightly
The price is $108
Dec 14 - Dec 15
Total with taxes and fees
8.2 out of 10, Very Good, (540)
"Great pool and quiet area to stay in"
Matthew
$62 nightly
The price is $69
Dec 14 - Dec 15
Total with taxes and fees
9.0 out of 10, Wonderful, (1002)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
Merrill
$107 nightly
The price is $119
Dec 21 - Dec 22
Total with taxes and fees
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National ParkFront Royal
6.4 out of 10, (916)
"Staff was very kind! Had a nice time!"
Rio Ashley
$55 nightly
The price is $61
Dec 23 - Dec 24
Total with taxes and fees
Quality Inn Stephens City - Winchester South
Quality Inn Stephens City - Winchester SouthStephens City
8.0 out of 10, Very Good, (630)
"Good variety at breakfast and courteous staff."
Madonna
$73 nightly
The price is $80
Jan 11 - Jan 12, 2026
Total with taxes and fees
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.
Top Chester Gap Hotel Reviews
Ramada by Wyndham Strasburg/Shenandoah Valley
10/10 Excellent
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