Delaplane Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Eric Mondres

Top hotels in Delaplane

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 2.710.718 ₫ per night from 30 Jul to 31 Jul
2.710.718 ₫
2.949.376 ₫ total
30 Jul - 31 Jul
includes taxes & fees
9.2/10 Wonderful! (2,091 reviews)
"Good overnight stop. Clean"

Reviewed on 25 Jul 2025

La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is 1.829.800 ₫ per night from 30 Jul to 31 Jul
1.829.800 ₫
1.990.822 ₫ total
30 Jul - 31 Jul
includes taxes & fees
8.4/10 Very Good! (1,096 reviews)
"Hotel was right off highway, very inexpensive, unexpectedly provided light breakfast (waffles, cereal, toast, coffee, juice). Would stay there again."

Reviewed on 23 Jul 2025

Travelodge 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 2.326.460 ₫ per night from 3 Aug to 4 Aug
2.326.460 ₫
2.609.818 ₫ total
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (1,023 reviews)
We will stay again.
"Very nice staff. Clean hotel that shows a bit of age. Very comfortable bed. Very quiet. We will stay again."

Reviewed on 28 Jul 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
See all 593 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.

Popular places to visit

Delaplane Cellars

You can enjoy a tasting or tour at Delaplane Cellars during your travels to Delaplane. Visit the spas in this romantic area or simply enjoy its wineries.

Delaplane Cellars

Naked Mountain Winery & Vineyards

You can enjoy a tasting or tour at Naked Mountain Winery & Vineyards during your travels to Delaplane. Discover the mountain views and cafes in this vibrant area.

Naked Mountain Winery & Vineyards

Cobbler Mountain Cellars

You can enjoy a tasting or tour at Cobbler Mountain Cellars during your travels to Delaplane. Discover the area's live music and churches.

Cobbler Mountain Cellars

Frequently asked questions

How much does a Delaplane holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. But how much your holiday 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 holiday 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 holidays 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 holiday package as early as possible.
Is it cheaper to book a Delaplane holiday as a package?
You can enjoy significant savings on your next Delaplane retreat by booking a customised holiday package. Click on the "Package" heading, then select your destination and travel dates to see the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Delaplane?
If you've got your Delaplane holiday 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 travelling on a whim.
How to plan a trip to Delaplane?

  1. Choose the best time to travel: Your schedule, favourite 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 holiday. 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 holiday package that brings all your bookings together.