Gaylord Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Gaylord Holiday
Our pick of the best Gaylord Hotel Deals
Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
NZ$1,404
31 Aug - 1 Sept
includes taxes & fees
9.2/10 Wonderful! (413 reviews)
"Spa spa amenity is and pool should be available to pay guest staying overnight the hotel, nickel and dime for each experience. Some experiences activities should be included within the price of being an overnight guest."
Reviewed on 23 Aug 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
NZ$148
2 Sept - 3 Sept
includes taxes & fees
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
NZ$178
30 Aug - 31 Aug
includes taxes & fees
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 Gaylord holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Gaylord costs! Expedia's packages simplify travel planning and maximise 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 holiday packages and you could get some great off-season deals.
How many days is enough for Gaylord?
With a well-organised 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 holiday 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 holiday package as soon as possible.
Is it cheaper to book a Gaylord holiday as a package?
An Expedia holiday 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 holiday 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?
- Choose when to go: Check your calendar and get your bags packed. Your favourite time of year and the activities available will also help you decide when to escape to Gaylord.
- 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.
- 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.
- Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalised Gaylord holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
