Name: Comfort Inn & Suites Winchester
Price range: $99 total
Rating: 9.4

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

$81 nightly

$90 total

Jun 28 - Jun 29

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 ...

8.2/10 Very Good! (1,006 reviews)

"Kris was very accommodating at check in! Thank you!"

Reviewed on Jun 20, 2026

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

$91 nightly

$99 total

Jul 19 - Jul 20

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! (1,113 reviews)

"A decent pet friendly hotel to use if needed. We were traveling with the whole crew (two little ones 4yo and 2yo, and a medium size dog), and arrived right around the kids bedtime. The gentleman who checked us in had great vibes, and even jammed to some music that was playing in the lobby. But we ..."

Reviewed on Jun 20, 2026

Hillside

1460 US Highway 211 East Luray VA

$114 nightly

$132 total

Jun 21 - Jun 22

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"

Reviewed on Jun 19, 2026

See all 517 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.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

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 ...

10/10 Exceptional! (362 reviews)

"Dek is a sweet heart. We had car trouble and had to have our car towed to a dealership back home. He offered to take my husband and I to Enterprise to pick up a rental car. Communication was excellent. This cabin is perfect for reconnect. This was our anniversary trip. We visit the Shenandoah Vally ..."

Reviewed on Jun 15, 2026

"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! (327 reviews)

"Spacious yet cozy. Beautiful peaceful area with lots to do within a 15-30 min drive. Highly recommend and hope to be back. Derek answered my questions and whole trip was smooth and relaxing."

Reviewed on Jun 18, 2026

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Rileyville VA

Stay at this cabin in Rileyville. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions ...

10/10 Exceptional! (366 reviews)

"Perfect place to get away didn’t see one person ,very very peaceful!"

Reviewed on May 28, 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.