Name: Comfort Inn & Suites Winchester
Price range: $105 total
Rating: 9.4

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

$81 nightly

$90 total

Aug 12 - Aug 13

Total with taxes and fees

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

Hillside

1460 US Highway 211 East Luray VA

$123 nightly

$142 total

Aug 6 - Aug 7

Total with taxes and fees

Stay at this motel in Luray. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

9/10 Wonderful! (1,005 reviews)

"Great proximity to Shenandoah"

Reviewed on Aug 3, 2026

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

$94 nightly

$105 total

Aug 30 - Aug 31

Total with taxes and fees

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

9.4/10 Exceptional! (1,137 reviews)

"A convenient stay close to Rt 81 in western Virginia. Clean , comfortable and reasonable in a shopping center with quick access to the highway. Located in a shopping center with a number of food options including an Aldi and an Alamo Draft house movie theatre. The was clean , well appointed and everything ..."

Reviewed on Aug 5, 2026

See all 521 properties in Chester Gap

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.

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

Rileyville VA

Stay at this cabin in Rileyville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Chalybeate Spring and Fort Valley Public Library are located ...

9.8/10 Exceptional! (330 reviews)

"We had an amazing stay. Really enjoyed seeing the sun rising over the mountains through the bedroom window every morning. Perfect location to visit Shenandoah National Park and explore Luray Caverns. Beautiful home and incredible location."

Reviewed on Jul 16, 2026

Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!

Rileyville VA

Stay at this cabin in Rileyville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chalybeate Spring and Fort Valley Public Library are ...

9.8/10 Exceptional! (318 reviews)

"A must stay. The property is beautiful and absolute perfect for a quiet get away."

Reviewed on Jul 14, 2026

The Grape Escape - A-Frame Cabin

Linden VA

Stay at this cabin in Linden. Enjoy free WiFi, a garden, and patios. Popular attractions Front Royal Entrance Shenandoah National Park and Tuckers Lane Trailhead ...

10/10 Exceptional! (24 reviews)

"Nice and cozy. Can't go wrong with this one. Book it!"

Reviewed on Jul 30, 2026

See all properties in Chester Gap

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.