Glengary Vacations

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Find the Best Glengary Vacation Packages

Glengary Hotel Deals

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 ₩142,499 per night from Sep 1 to Sep 2
₩142,499
₩155,041 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (2,126 reviews)
"Loved this hotel Clean, friendlt staff, great breakfast and dog friendly"

Reviewed on Aug 14, 2025

La Quinta Inn & Suites by Wyndham Winchester
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 ₩103,333 per night from Sep 1 to Sep 2
₩103,333
₩112,425 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,317 reviews)
"Very quiet, carpets felt somewhat yuckie bc it is a pet place. Air conditioning worked very well."

Reviewed on Aug 12, 2025

Microtel 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 ₩119,444 per night from Aug 24 to Aug 25
₩119,444
₩134,125 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Bed comfort"

Reviewed on Aug 12, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
See all 626 properties in Glengary
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.

Discover the most popular places to visit in Glengary

Peacemaker National Training Center

You can learn about the history of Hedgesville with a trip to Peacemaker National Training Center. While in this romantic area, you can savor the top-notch restaurants.

Peacemaker National Training Center

Frequently asked questions

How much does a Glengary vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Glengary costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Glengary?
You can generally find lower rates and greater availability in January, February and April. Check out our cheap Glengary vacation packages and you could score some great off-season discounts.
How many days is enough for Glengary?
Usually, a handful of days is enough to explore the main sights during your Glengary vacation. But if you prefer to have some time to unwind or take day trips, consider extending your itinerary.
How to find the best Glengary package deals?
Use Expedia's filters to find some tempting Glengary package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Glengary package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Glengary vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights separately. Better still, you can tailor your Glengary trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Glengary?
If you're considering a spontaneous Glengary vacation, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Glengary?

  1. Pick your dates: The things you want to do in Glengary and your preferred season will help you decide when to travel.
  2. Plan your budget wisely: In addition to the price of your stay, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that may crop up during your trip to Glengary.
  3. Decide how long to go for: Now that you know more about Glengary, you can work out the ideal length of your break. Pull together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Glengary vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.