Glengary Vacations from $420
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The Latest Glengary vacation packages
Price found within the past 48 hours. Click for updated prices.
Wayside Inn
$453
per person
Oct 11 - Oct 13
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Martinsburg (MRB)
9.2/10 Wonderful! (446 reviews)
It was a very nice room with very comfortable bed. We misplaced the key and they were very helpful getting a replacement after hours. Fortunately, we found the lost key. Staff bwas very pleasant. Air conditioner was a little loud but effective. Did not prevent from sleeping. Would stay again.
Reviewed on Aug 29, 2026
Glengary Hotel Deals
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$77 nightly
$87 total
Sep 27 - Sep 28
Total with taxes and fees
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
$102 nightly
$113 total
Oct 4 - Oct 5
Total with taxes and fees
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
$128 nightly
$145 total
Oct 4 - Oct 5
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
"Fine"
Reviewed on Sep 1, 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.
Find the Best Glengary Vacation Packages
Glengary Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
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Frequently asked questions
How much does a Glengary vacation package cost?
Offering great value package deals from $420 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're likely to find lower prices and better availability in December, January and February. Browse our cheap Glengary vacation packages and you could score some excellent off-season deals.
How many days is enough for Glengary?
With a well-organized travel plan, you can easily tick off the main Glengary attractions in a few days. But if you'd like to discover lesser-known spots or go on day tours, consider booking your Glengary vacation for longer.
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.
Does Expedia offer Book Now, Pay Later Glengary vacation packages?
Secure your dream trip to Glengary with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until your next payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.