Gaylord Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Gaylord

TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is 2.394.949 ₫ per night from 26 Jul to 27 Jul
2.394.949 ₫
2.665.525 ₫ total
26 Jul - 27 Jul
includes taxes & fees
TRU By Hilton Winchester
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is 1.846.619 ₫ per night from 23 Jul to 24 Jul
1.846.619 ₫
2.092.220 ₫ total
23 Jul - 24 Jul
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"Great staff, clean rooms and delightful breakfast. I'll be back!"

Reviewed on 5 Jul 2026

Spark by Hilton Winchester
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
The price is 14.080.972 ₫ per night from 23 Jul to 24 Jul
14.080.972 ₫
17.418.071 ₫ total
23 Jul - 24 Jul
includes taxes & fees
9.2/10 Wonderful! (404 reviews)
"Staff were very nice and knowledgeable about the history of the resort. My stay was very relaxing. I also enjoyed the zip-line tour. I recommend trying one of the salamander adventure activities."

Reviewed on 3 Jul 2026

Salamander Resort And Spa
See all 687 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.

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