Delaplane Vacations

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Find the Best Delaplane Vacation Packages

Delaplane Hotel Deals

Spark by Hilton Winchester

Spark by Hilton Winchester

150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
NT$2,500
NT$2,832 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Large size room, very clean! Personal hand written greeting from manager was a great touch in today's world!"

Reviewed on 2026/8/13

Spark by Hilton Winchester
Salamander Resort And Spa

Salamander Resort And Spa

500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
NT$21,082
NT$25,823 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (410 reviews)
"The property and staff are amazing. Lots to do if you bring the kiddos, the kids camp let's adults relax and enjoy amenities. The one thing the property can work on is the food menu; more variety is needed. The Red Horse Tavern is a 5-minute walk into town and has the best food!!"

Reviewed on 2026/7/21

Salamander Resort And Spa
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

333 Front Royal Pike Winchester VA
Fully refundable
NT$2,979
NT$3,412 total
Aug 30 - Aug 31
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"Nice clean room. Nicely updated."

Reviewed on 2026/8/14

Holiday Inn Winchester Se-Historic Gateway by IHG
See all 588 properties in Delaplane
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.

Stay near popular Delaplane attractions

Delaplane Cellars

Perched in Virginia wine country, Delaplane Cellars offers handcrafted wines with sweeping Blue Ridge Mountain views. Savor a self-guided tasting on the outdoor deck while enjoying the serene Cobbler Mountain landscape.
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RdV Vineyards

This boutique Virginia winery crafts exceptional Bordeaux-style blends in a stunning hillside setting. Tour the modern facility and enjoy an intimate tasting experience with panoramic vineyard views by appointment only.
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Naked Mountain Winery & Vineyards

Savor award-winning Virginia wines in a chalet-style tasting room with panoramic Blue Ridge Mountain views. Pair your flight with seasonal dishes from their kitchen while soaking in the serene landscape.
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Aspen Dale Winery at the Barn

This 200-year-old barn winery offered wine tastings paired with food in Virginia's picturesque countryside. Visitors enjoyed the rustic charm and resident horses until its closure in December 2023.
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Cobbler Mountain Cellars

This family-friendly cidery crafts award-winning small-batch ciders on a picturesque 90-acre property. Enjoy tastings, hike scenic trails, or wade in the creek while savoring their unique seasonal flavors.
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Frequently asked questions

How much does a Delaplane vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. But how much your vacation to Delaplane costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Delaplane?
Plan your getaway for the shoulder or low season and you're likely to find cheap Delaplane vacation packages. Keep in mind that public holidays and local events and festivals can impact prices, so do your research before booking.
How many days is enough for Delaplane?
Delaplane vacations come in various shapes and sizes, but to really get a feel for this place, we'd say 2 days is a good ballpark. In this timeframe, you can fit in top attractions like RdV Vineyards and Aspen Dale Winery at the Barn and seek out some lesser-known gems. Don't skip cool areas such as Markham and Ashville either. If you're clever with your time, you can even take a day trip or two from Delaplane too.
How to find the best Delaplane package deals?
Use Expedia's filters to find some terrific Delaplane package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Delaplane package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Delaplane vacation as a package?
You can enjoy significant savings on your next Delaplane retreat by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Delaplane?
If you've got your Delaplane vacation dates confirmed, book early to grab some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for traveling on a whim.
How to plan a trip to Delaplane?
  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Delaplane.
  2. Plan your budget wisely: As well as the price of your hotel, you should factor in other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that may arise during your trip to Delaplane.
  3. Decide how long to go away for: Now that you know more about Delaplane, you can work out the perfect length of your vacation. Pull together a rough plan and allocate enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Delaplane vacation package that brings all your bookings together.

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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.