Cheap flights from Chester Gap

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Cheap round-trip flights from Chester Gap

The lowest prices found within the past 7 days from Chester Gap to were for one-way flights and €198 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chester Gap Flight Information
Origin airport IATA code
IAD
Return price
€569

Sourcing the best flights from Chester Gap on ebookers

If you’re seeking a flight from Chester Gap, you can swiftly and easily find exactly what you’re looking for using ebookers. Our easy-to-use tool will let you select the destination and ideal travel dates to immediately see which routes and airlines are available. Have a preferred airline in mind for the trip? You can filter your ebookers search to see if they have flights from WGO. For more bespoke options, you can also set your search for multiple destinations and flights that are refundable, so you can have the most relevant information in moments.

Getting the best deal on a cheap flight from WGO

There are a few golden rules for keeping costs low when booking flights from Chester Gap. The first thing to think about is being flexible on your travel dates. It can help to shift your departure by a day, or even a few hours, as prices can vary by significant amounts. Use ebookers to compare and contrast your options ahead of time, and you can make a savvy decision. Want more savings? If book the hotel at your chosen destination through ebookers while also arranging your flight from Chester Gap, you can get a discount of up to 15% off the total price. For help on which pad to pick, you can make use of our snappy hotel descriptions, which are accompanied by useful photos.

Getting things going at your destination

With ebookers, you don’t just have access to the latest, constantly updated information on flights from WGO. You can also get inspiration on the most interesting things to get up to when you’re there. Just check out our Things to Do tool and you’ll soon be drawing up an exciting itinerary. And if you’re keen to take in as much of the wider area as possible, you could also look into the best car hire deals and have your very own set of wheels waiting, so you can roam to your heart’s content.

Featured Hotels near Chester Gap

The Nest at Chester Gap

The Nest at Chester Gap

Chester Gap VA
During your stay at this holiday home, you'll be close to Chester Gap Cellars. You'll find features such as 1 hot tub and laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.
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

Opens in a new windowThe Nest at Chester Gap
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
The price is €96 per night from 8 Jun to 9 Jun
€96
8 Jun - 9 Jun
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at Comfort Inn & Suites Winchester. During your stay, you'll be within walking distance of Appleland Sports Center. You'll find features such as free WiFi in public areas and free self-parking, plus a 24-hour gym.
9.4/10 Exceptional! (1,108 reviews)
Very friendly front desk Quiet surroundings. Great restaurant nearby

Reviewed on 7 May 2026

Opens in a new windowComfort Inn & Suites Winchester
Hillside

Hillside

2.5 out of 5
1460 US Highway 211 East Luray VA
The price is €131 per night from 11 May to 12 May
€131
11 May - 12 May
includes taxes & fees
Our customers tell us they can't get enough of Hillside's great location. During your stay, you'll be within walking distance of Yogi Bear's Jellystone Park. You'll find features such as free WiFi in public areas and free self-parking, plus a seasonal outdoor pool.
9/10 Wonderful! (1,004 reviews)
Nice rooms very clean parking is easy fire pit area and swimming pool area are nice

Reviewed on 3 May 2026

Opens in a new windowHillside
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Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 out of 5
9800 Winchester Rd Front Royal VA
The price is €107 per night from 17 May to 18 May
€107
17 May - 18 May
includes taxes & fees
The free breakfast at Hampton Inn Front Royal gets good marks from our customers. During your stay, you'll be within walking distance of Shenandoah River. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
9/10 Wonderful! (1,006 reviews)
Friendly staff clean and comfy

Reviewed on 6 May 2026

Opens in a new windowHampton Inn Front Royal
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr Strasburg VA
The price is €76 per night from 24 May to 25 May
€76
24 May - 25 May
includes taxes & fees
Our customers tell us that they enjoy the free breakfast at Ramada by Wyndham Strasburg/Shenandoah Valley. During your stay, you're just a quick walk from Hupp's Hill Civil War Park. Enjoy features like free WiFi in public areas and free self-parking, plus a restaurant.
8.4/10 Very Good! (1,005 reviews)
Very clean. The air conditioner in the room didn't work, but after 13 hours driving from Florida to Virginia we were so exhausted that we weren't concerned about the air conditioner. We did tell the front desk when we checked out.

Reviewed on 8 May 2026

Opens in a new windowRamada by Wyndham Strasburg/Shenandoah Valley
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park

2 out of 5
111 South St Front Royal VA
The price is €69 per night from 11 May to 12 May
€69
11 May - 12 May
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Super 8 by Wyndham Front Royal Near Shenandoah National Park. During your stay, you're just a quick walk from Blue Ridge Arts Council and Gallery. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.
7.6/10 Good! (1,004 reviews)
Location is right across the road from Spelunker's, the best casual restaurant in Virginia.

Reviewed on 6 May 2026

Opens in a new windowSuper 8 by Wyndham Front Royal Near Shenandoah National Park
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See all available properties in Chester Gap
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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.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.