Gaylord Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Gaylord Vacation Packages

Gaylord Hotel Deals

Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NT$2,018 per night from Jul 20 to Jul 21
NT$2,018
NT$2,195 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (1,100 reviews)
"Staff friendly and helpful.. room was clean and bed very comfortable."

Reviewed on 2025/7/9

Travelodge by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3 out of 5
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is NT$2,602 per night from Jul 27 to Jul 28
NT$2,602
NT$2,919 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Staff was courteous and helpful."

Reviewed on 2025/7/9

Holiday Inn Winchester Se-Historic Gateway by IHG
Quality Inn
Quality Inn
2.5 out of 5
25 Union St, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
The price is NT$2,359 per night from Aug 12 to Aug 13
NT$2,359
NT$2,642 total
Aug 12 - Aug 13
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"xxx"

Reviewed on 2025/7/9

Quality Inn
See all 618 properties in Gaylord
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.

Discover the most popular places to visit in Gaylord

Holy Cross Abbey

5/5(2 reviews)

Learn about the local history of Berryville when you spend time at Holy Cross Abbey. While you're in the area, find time to visit its casinos.

Holy Cross Abbey

Frequently asked questions

How much does a Gaylord vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Gaylord costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Gaylord?
You can usually find lower rates and better availability in January, February and March. Check out our cheap Gaylord vacation packages and you could get some great off-season deals.
How many days is enough for Gaylord?
With a well-organized schedule, you can easily tick off the main Gaylord attractions in a handful of days. But if you'd like to discover lesser-known spots or go on day tours, consider booking your Gaylord vacation for longer.
How to find the best Gaylord package deals?
Use Expedia's handy filters to find some tempting Gaylord package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Gaylord package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Gaylord vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can tailor your Gaylord getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Gaylord?
Land amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Gaylord break.
How to plan a trip to Gaylord?

  1. Choose when to go: Check your calendar and get your bags packed. Your favorite time of year and the activities available will also help you decide when to escape to Gaylord.
  2. Plan your budget wisely: Besides the price of your hotel, you should factor in other expenses. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that may crop up during your trip to Gaylord.
  3. Determine how many days away: Start by compiling a list of the attractions you want to experience in Gaylord. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized Gaylord vacation package.

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