Name: Comfort Inn & Suites Winchester
Price range: $108 total

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

Fully refundableReserve now, pay when you stay

$80 nightly

$89 total

Jul 30 - Jul 31

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 ...

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

$97 nightly

$108 total

Aug 16 - Aug 17

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 ...

Hillside

1460 US Highway 211 East Luray VA

$123 nightly

$142 total

Jul 19 - Jul 20

Total with taxes and fees

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

9/10 Wonderful! (1,002 reviews)

"Clean room, great location, attentive staff"

Reviewed on Jul 16, 2026

See all 520 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.

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

Rileyville VA

Book a stay at this family-friendly cabin in Rileyville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chalybeate Spring and Fort Valley ...

9.8/10 Exceptional! (316 reviews)

"The House is awesome. Beautiful area.Super responsive owner!Keep in mind it’s a little further of a drive to actual Woodstock than we anticipated but if you plan on going to tournaments etc in Woodstock it is a bit of a hike."

Reviewed on Jul 11, 2026

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

Front Royal VA

Stay at this cabin in Front Royal. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Front Royal Entrance Shenandoah National Park and ...

9.6/10 Exceptional! (354 reviews)

"Our family really enjoyed our time at the cabin. Pluses: lots of board games, great views, near fishing and hiking. Everything we needed was available. We also enjoyed making smores. From the cabin, saw bald eagles, birds of prey, bats and tons of lightening bugs! I would recommend this to my ..."

Reviewed on Jul 14, 2026

Riverfront🏕A-Frame/HOT TUB/Fire Pit! FAST Wifi

Maurertown VA

Stay at this cabin in Maurertown. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Shenandoah County Park and Natural Art ...

9.8/10 Exceptional! (101 reviews)

"Todo muy bonito, muy agradable. Excelente área junto al río!"

Reviewed on Jul 12, 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.