Travel to Chester Gap

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Top hotels in Chester Gap

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 RM301 per night from 20 Jul to 21 Jul
RM301
RM336 total
20 Jul - 21 Jul
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"We have stayed here twice now after finding it so close to Hey81, it’s out half way point between Nc and NY. friendly staff very clean amazing price spacious clean modern bedroom king bed with a very large flat screen tv, even graciously offers some breakfast items a great value this is our new go ..."

Reviewed on 2 Jul 2025

Ramada by Wyndham Strasburg/Shenandoah Valley
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 out of 5
10 S Commerce Ave, Front Royal, VA
Fully refundableReserve now, pay when you stay
The price is RM244 per night from 22 Jul to 23 Jul
RM244
RM272 total
22 Jul - 23 Jul
includes taxes & fees
6.4/10 (839 reviews)
"Good"

Reviewed on 4 Jul 2025

Baymont by Wyndham Front Royal Near Shenandoah National Park
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 RM409 per night from 13 Jul to 14 Jul
RM409
RM445 total
13 Jul - 14 Jul
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"It was convenient and guest service Justin was really great and so was the other in the morning."

Reviewed on 2 Jul 2025

Comfort Inn & Suites
See all 490 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.

Frequently asked questions

How much does a Chester Gap holiday package cost?
You'll find cheap prices on Expedia for your Chester Gap getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Chester Gap costs.
What are the cheapest months to go to Chester Gap?
To pick up cheap Chester Gap holiday packages, plan your trip outside of peak periods such as public holidays. You'll generally find lower prices and better availability for hotels and flights.
How many days is enough for Chester Gap?
The ideal length of your Chester Gap holiday depends on what you'd like to do and see. Generally, a few days to a week will give you plenty of time to check out all the major sights and discover some hidden treasures along the way.
How to find the best Chester Gap package deals?
Use Expedia's filters to help you find some terrific Chester Gap package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Chester Gap package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Chester Gap holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and accommodation separately. Better still, you can customise your Chester Gap getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Chester Gap?
Score incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Chester Gap escape.
How to plan a trip to Chester Gap?

  1. Choose your travel dates: What you'd like to do in Chester Gap and your favourite season will help you decide when to get away.
  2. Set a budget: Factor in costs such as flights, meals and transportation when working out how much to set aside for your trip to Chester Gap. Then, choose a property that matches your budget, whether that's a low-cost option or a more luxurious retreat.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you'd like to get to in Chester Gap. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your accommodation and airfare: After you've nailed down your trip dates and duration, book the right Chester Gap holiday package for you.

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