Name: Ramada by Wyndham Strasburg/Shenandoah Valley
Price range: AU$129
Rating: 8.4

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Your Chester Gap Holiday

When a city adventure is calling your name, answer it with a Chester Gap holiday package. With all your travel needs taken care of before you leave, all you have to do here is focus on having fun. Want to see the sights but don't know where to begin? Every trip to Chester Gap should include Rappahannock Cellars. Browse Expedia's extensive range of travel options and start organising your perfect holiday to Chester Gap now.

Chester Gap Holiday

Chester Gap Essential Information

Language	English
Currency	U.S dollars
Population	840
Max Temp Winter	7ºC
Max Temp Summer	29ºC
Top Sights	Skyline Caverns, Shenandoah River State Park and Linden Vineyards

Our pick of the best Chester Gap Hotel Deals

The Nest at Chester Gap

Chester Gap VA

10/10 Exceptional! (109 reviews)

Fabulous weekend stay at The Nest. Amazing views and a beautiful house. Communication with the host was easy peasy. We had everything we needed.

Reviewed on 3 May 2026

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Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

Fully refundable

AU$158

8 June - 9 June

includes taxes & fees

9.4/10 Exceptional! (1,098 reviews)

Decent place, but one star off for two reasons: first of all the bedside lights don’t work in any of the rooms unless you pull the table away from the wall, unplug your alarm clock, and physically plug in the bedside table lights - that’s crazy. Second, the daytime staff lady was aggressive in this ...

Reviewed on 13 May 2026

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

Fully refundableReserve now, pay when you stay

AU$129

21 May - 22 May

includes taxes & fees

8.4/10 Very Good! (1,002 reviews)

Everything was nice- as expected

Reviewed on 14 May 2026

See all 508 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.