Gaylord Trips (flight + hotel)

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    Save up to P 3,118 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top hotels in Gaylord

La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is P5,865 per night from Jul 6 to Jul 7
P5,865
P6,381 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (2,067 reviews)
"Easy to get to, quiet, kind staff, clean rooms, great for a quick stop."

Reviewed on Jun 25, 2025

La Quinta Inn & Suites 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 P5,260 per night from Jul 6 to Jul 7
P5,260
P5,893 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Service at reception and in dining room was great, as was the food. I thought the hotel was brand new and found out it was 16 years old. It was also very quiet and the bed had a comfortable mattress. Tina’s service in the dining room was outstanding despite her being alone. She deserves a raise!"

Reviewed on Jun 26, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 out of 5
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is P4,660 per night from Jul 10 to Jul 11
P4,660
P5,070 total
Jul 10 - Jul 11
includes taxes & fees
9/10 Wonderful! (1,278 reviews)
"Very nice property. Staff was excellent and pleasant. Breakfast was fresh. The only thing negative would be the end rooms next to the on ramp are a little noisy. Other than that we had a great stay."

Reviewed on Jun 25, 2025

Microtel Inn & Suites by Wyndham Winchester
See all 617 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 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.