Gaylord Vacations

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Your Gaylord Vacation

When you choose a Gaylord vacation package, it's all about enjoying your escape to the fullest. Delve into the best things about this fascinating city knowing that all the travel planning has been worked out in advance. Mackintosh Fruit Farm, Veramar Vineyard and Barns of Rose Hill are just some of the sights worth visiting during your trip to Gaylord. Don't put off visiting this city any longer. Your dream Gaylord vacation is a few clicks away with Expedia.

Discover the most popular places to visit in Gaylord

Happy children, eating breakfast and watermelon in the morning in front of a tent in a campsite in the forest in Norway, morning

Watermelon Park Campground

You can take time to visit Watermelon Park Campground during your travels to Berryville. While in this trendy area, you can savor the wineries and coffeehouses.

Watermelon Park Campground
NA; Canada; British Columbia; Okanagan Valley; Mac Apples

Mackintosh Fruit Farm

5/5(2 reviews)

Commune with nature and explore the great outdoors at Mackintosh Fruit Farm during your travels in Berryville. While in this family-friendly area, you can savor the top-notch restaurants.

Mackintosh Fruit Farm
gate in the countryside

Veramar Vineyard

You can enjoy a tasting or tour at Veramar Vineyard during your travels to Berryville. You can enjoy the wineries while in the area.

Veramar Vineyard

Gaylord Hotel Deals

Hampton Inn Martinsburg

Hampton Inn Martinsburg

2.5 out of 5
975 Foxcroft Ave Martinsburg WV
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from May 24 to May 25
$110 total
May 24 - May 25
Total with taxes and fees
8.8/10 Excellent! (1,013 reviews)
Room was dirty when we came in and could hear everything in other rooms and hallways

Reviewed on May 6, 2026

Hampton Inn Martinsburg
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
$596 nightly
The price is $679 total per night from May 10 to May 11
$679 total
May 10 - May 11
Total with taxes and fees
9.2/10 Wonderful! (393 reviews)
Spa was good, restaurants are good and food too, amenities are nice, air conditioning in the room was very loud all night long, woke me up several times, staff at the pool were not properly trained, we were asked to spell tequila and Chardonnay several times.

Reviewed on Apr 25, 2026

Salamander Resort And Spa
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $84 total per night from May 31 to Jun 1
$84 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (1,025 reviews)
Clean, comfortable room. Friendly, helpful staff. Good continental breakfast and coffee. Easy parking, location close to restaurants and shops but set apart enough that one doesn’t hear much noise coming from outside their hotel room.

Reviewed on May 7, 2026

Spark by Hilton Winchester
See all 656 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.

Find the Best Gaylord Vacation Packages

Gaylord Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Washington Dulles Intl. Airport (IAD)
Top Sights
Veramar Vineyard, 612 Vineyard and The Fire House Gallery

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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're likely to find lower prices and better availability in January, May and July. Take a look at our cheap Gaylord vacation packages and you could land some excellent off-season deals.
How many days is enough for Gaylord?
Typically, a handful of days is enough to explore the top attractions during your Gaylord vacation. But if you'd like to have time to rest or take day trips, consider extending your trip.
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.
Does Expedia offer Book Now, Pay Later Gaylord vacation packages?
If you're like us, you love traveling the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Gaylord vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.