Glengary Vacations
Book a Hotel + Flight or Car together to unlock savings
Glengary Hotel Deals
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
$84 nightly
$93 total
Nov 15 - Nov 16
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
$103 nightly
$114 total
Oct 20 - Oct 21
Total with taxes and fees
9.2/10 Wonderful! (2,275 reviews)
"The person who checked us in Spoke very little, only enough to get what he needed for our check-in. There was no cheerful greeting. When we entered our room it had not been cleaned from the last patron. We have to go back to the front desk and get a new room. The person at the front desk did not ..."
Reviewed on Oct 19, 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
$130 nightly
$148 total
Nov 5 - Nov 6
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
"Location is excellent. Walking distance to restaurants, coffee shops and bars as well as historical sites. Staff is always excellent, neatly dressed, well spoken and professional. The property is an architectural gem. The lobby, bar and general interior details like the interior woodwork, floors, ..."
Reviewed on Oct 17, 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 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.