Gaylord Holidays

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    Save up to NZ$616 when you book a flight and hotel together*
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Gaylord Holiday

Our pick of the best 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 NZ$124 per night from 9 July to 10 July
NZ$124
9 July - 10 July
includes taxes & fees
8.4/10 Very Good! (1,103 reviews)
"Hotel was clean, rooms were comfortable bed was also comfy."

Reviewed on 4 Jul. 2025

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 NZ$165 per night from 20 July to 21 July
NZ$165
20 July - 21 July
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"It’s a lovely property. Clean, updated, and friendly staff."

Reviewed on 30 Jun. 2025

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 NZ$149 per night from 4 Aug to 5 Aug
NZ$149
4 Aug - 5 Aug
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Good value
"A good hotel for the price."

Reviewed on 3 Jul. 2025

Quality Inn
See all 619 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.

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?

  1. 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.
  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 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.