Compare Cheap Hotels in Chester Gap
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Cheap Chester Gap Hotels
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
$98 nightly
The price is $107 total per night
$107 total
Dec 29 - Dec 30
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.53 mi from city center
Located in Winchester, Comfort Inn & Suites Winchester is in a shopping district, within a 10-minute drive of The Kernstown Battlefield and Shenandoah University.
Breakfast included
Pet friendly
Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
$110 nightly
The price is $122 total per night
$122 total
Dec 25 - Dec 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
8.03 mi from city center
With a stay at Hampton Inn Front Royal in Front Royal, you'll be in a national park, within a 15-minute drive of Shenandoah National Park and Shenandoah River.
Pool
Breakfast included
DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive Front Royal VA
$98 nightly
The price is $108 total per night
$108 total
Dec 25 - Dec 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
9.6 mi from city center
With a stay at DoubleTree by Hilton Front Royal Blue Ridge Shadows in Front Royal, you'll be within a 15-minute drive of Shenandoah National Park and Blue Ridge Shadows Golf Club.
Pool
Hot Tub
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
$83 nightly
The price is $90 total per night
$90 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
18.72 mi from city center
Located in Winchester, Country Inn & Suites by Radisson, Winchester, VA is a 5-minute drive from The Kernstown Battlefield and 6 minutes from Shenandoah University.
Pool
Breakfast included
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
$72 nightly
The price is $80 total per night
$80 total
Dec 25 - Dec 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
15.19 mi from city center
With a stay at Ramada by Wyndham Strasburg/Shenandoah Valley in Strasburg, you'll be in the mountains, a 3-minute walk from Hupp's Hill Civil War Park and a 3-minute drive from Strasburg Town Hall.
Breakfast included
Pet friendly
Falling Leaf Cabin - Rustic Charm With Modern Decor!
Rileyville VA
15.91 mi from city center
When you stay at this cabin in Rileyville, you'll be in the mountains, within a 5-minute drive of Shenandoah River and George Washington National Forest.
Hot Tub
Kitchen
Super 8 by Wyndham Front Royal
111 South St Front Royal VA
$62 nightly
The price is $69 total per night
$69 total
Dec 23 - Dec 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.09 mi from city center
With a stay at Super 8 by Wyndham Front Royal in Front Royal, you'll be within a 5-minute drive of Shenandoah National Park and Blue Ridge Arts Council and Gallery.
Breakfast included
Pet friendly
TownePlace Suites by Marriott Front Royal
5 Caroline Drive Front Royal VA
$120 nightly
The price is $132 total per night
$132 total
Dec 24 - Dec 25
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
8.24 mi from city center
With a stay at TownePlace Suites by Marriott Front Royal in Front Royal, you'll be within a 15-minute drive of Shenandoah National Park and Blue Ridge Shadows Golf Club.
Pool
Breakfast included
Baymont by Wyndham Front Royal Near Shenandoah National Park
10 S Commerce Ave Front Royal VA
$55 nightly
The price is $61 total per night
$61 total
Dec 25 - Dec 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.16 mi from city center
With a stay at Baymont by Wyndham Front Royal Near Shenandoah National Park, you'll be centrally located in Front Royal, within a 5-minute drive of Shenandoah National Park and Blue Ridge Arts Council and Gallery.
Pool
Breakfast included
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Luray VA
$264 nightly
The price is $302 total per night
$302 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
17.88 mi from city center
With a stay at this cabin in Luray, you'll be on a river, just a 1-minute walk from George Washington National Forest and 8 minutes by foot from Shenandoah River.
Kitchen
Pet friendly
Lookout Cabin in the mountains, Amazing Views!
Page County VA
$344 nightly
The price is $378 total per night
$378 total
Dec 21 - Dec 22
Total with taxes and fees
14 mi from city center
Located in Rileyville, this cabin is within a 15-minute drive of George Washington National Forest and Shenandoah River.
Hot Tub
Kitchen
Quality Inn Stephens City - Winchester South
167 Town Run Ln Stephens City VA
$74 nightly
The price is $81 total per night
$81 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
16.2 mi from city center
A stay at Quality Inn Stephens City - Winchester South places you in the heart of Stephens City, within a 10-minute drive of Dinosaur Land and Shenandoah University.
Pool
Breakfast included
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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Chester Gap hotels essential information
Accommodation | 502 hotels |
|---|---|
Lowest Price | $61 |
Highest Price | $378 |
Popular hotels | Comfort Inn & Suites Winchester, Hampton Inn Front Royal, DoubleTree by Hilton Front Royal Blue Ridge Shadows, Country Inn & Suites by Radisson, Winchester, VA, Ramada by Wyndham Strasburg/Shenandoah Valley, Falling Leaf Cabin - Rustic Charm With Modern Decor!, Super 8 by Wyndham Front Royal, TownePlace Suites by Marriott Front Royal, Baymont by Wyndham Front Royal Near Shenandoah National Park, Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities, Lookout Cabin in the mountains, Amazing Views!, Quality Inn Stephens City - Winchester South |
Most Recent Chester Gap Hotel Reviews
Country Inn & Suites by Radisson, Winchester, VA
5 out of 5
Posted 5 days ago
CheapTickets Verified Review
"Couldnt be happier with my stay. Check in was easy, rooms were clean and bed bug free, there was a fridge, coffee maker and microwave! Easy shampoo, conditioner, body wash dispenser in the shower, the kids LOVED the heated indoor pool! There is coffee and hot chocolate in the lobby available At ALL TIMES. The continental breakfast was top notch! Even had sausage gravy! And! 711 was right next door incase you forget your phone charger (guilty)! And if you just wanted a little late night relax without going anywhere, they have a cooler upfront with some high noons and other wines for purchase. I will definitely recommend and definitely go back!"
A verified traveler stayed at Country Inn & Suites by Radisson, Winchester, VA
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