Chester Gap Holidays

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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 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

Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
Fully refundableReserve now, pay when you stay
The price is AU$133 per night from 27 May to 28 May
AU$133
per night
27 May - 28 May
7.8/10 Good! (1,007 reviews)
Good stay
"This is a good hotel for the expense. I was please to have a Level 2 charging station since I was traveling with my electric vehicle. Bed was comfortable. Rooms could use some updating especially the bathroom ( Door would not open completely) and carpet stained. Staff pleasant."

Reviewed on 12 May 2024

Ramada by Wyndham Strasburg/Shenandoah Valley
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 19 May to 20 May
AU$162
per night
19 May - 20 May
9.4/10 Exceptional! (927 reviews)
"Nice place nice folks good breakfast clean rooms close to the interstate"

Reviewed on 15 May 2024

Comfort Inn & Suites
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
Fully refundable
The price is AU$151 per night from 19 May to 20 May
AU$151
per night
19 May - 20 May
8.6/10 Excellent! (1,001 reviews)
"Have stayed here several times always good"

Reviewed on 15 May 2024

Country Inn & Suites by Radisson, Winchester, VA
See all 455 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
beach holidays

Beach Holidays

Beach Holidays
family friendly holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Chester Gap holiday package cost?
Our Chester Gap holiday packages, which begin from just , are the best way to save loads of cash. Select your preferred hotels, flights and rental car to create your perfect itinerary.
How do I get a cheap travel package to Chester Gap?
Creating your own Chester Gap holiday package with Expedia is the easiest way to save. We offer more than 550 air carriers and 1 000 000 hotels around the world. With such an awesome range to select from, you’ll have no trouble putting together your perfect trip.
Where should I stay in Chester Gap?
There’s lots to explore in Chester Gap, so spend your nights close to its best sights and allow yourself more time sightseeing. Chester Gap Cellars is one place to add to your itinerary.
What are the top hotels in Chester Gap?
Secure a room at A Mountain Retreat, Solitude For Singles. It’s one of the area’s most sought-after hotels. Another top-rated option in Chester Gap is Modern Mountain Retreat With Deck + Hot Tub.
How far in advance should I book my Chester Gap holiday?
Smart travellers will likely want to book as early as possible. You can usually compare international fares on Expedia up to a year before your flight. If you’ve left booking to the last minute, don’t despair. Budget prices occasionally appear just weeks prior to departure.
What does an Expedia Chester Gap travel package include?
Rental cars, hotels and flights, or any combination of the three — it’s your choice. Whether you’re headed to Chester Gap with the entire family or travelling by yourself, there’s a bundle to match every budget and style. Once you’ve made your booking, why not add on a few tours as well?
What should I know before booking a Chester Gap travel package?
You’ll score excellent savings when you combine your hotels, flights and rental cars into a travel package. Not just that, booking everything in one place makes trip planning easier. So why waste your time or money? Whether you’re organising a luxury romantic escape or a low-cost family break, have a look at our package deals today.
Can I choose my airline with a Chester Gap Expedia holiday package?
You sure can. We have more than 550 partner airlines throughout the world, so pick the carrier that suits your needs.
If I'm not able to travel, can I cancel my Chester Gap holiday package?
Your situation can change in a flash, so yes, you can. You may be able to cancel or amend your Chester Gap holiday package for free if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your airline, hotel or car rental company may charge a fee. Need more information? Check out our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.