Gaylord Holidays
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Your Gaylord Holiday
With a Gaylord holiday package, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your getaway has been taken care of before you depart, so you can make the most of your time experiencing this vibrant city. If sightseeing is part of the programme during your trip to Gaylord, stop by top attractions like Mackintosh Fruit Farm, Veramar Vineyard and The Fire House Gallery. Your dream Gaylord holiday is just clicks away. Search flights, accommodation and more on Expedia for an adventure that's tailored to suit your style.
Gaylord Holiday
Gaylord Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Washington Dulles Intl. Airport (IAD) |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Veramar Vineyard, 612 Vineyard and The Fire House Gallery |
Our pick of the best Gaylord Hotel Deals
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$133 per night from 8 June to 9 June
AU$133
8 June - 9 June
includes taxes & fees
9/10 Wonderful! (1,020 reviews)
"Staff was very pleasant. They kept the place very tidy. The breakfast was very clean. She did extraordinary but it could have been added to a little more breakfast"
Reviewed on 1 June 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 30 June to 1 July
AU$158
30 June - 1 July
includes taxes & fees
9/10 Wonderful! (898 reviews)
"The room was perfect with super soft sheets, quality thick pillows and a weighted blanket gave us the best nights sleep"
Reviewed on 1 June 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$108 per night from 2 June to 3 June
AU$108
2 June - 3 June
includes taxes & fees
8.6/10 Excellent! (1,049 reviews)
"Good standard room foe the night. It was quiet after a long trip through the mts"
Reviewed on 31 May 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
