Glendale Vacations from $500
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The Latest Glendale vacation packages
Price found within the past 48 hours. Click for updated prices.
The Haüs Windham
$765
per person
Oct 11 - Oct 14
found 16 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Hudson (HCC)
7.8/10 Good! (34 reviews)
Firstly I would like to say communication with the staff is extremely difficult. Constantly having to call multiple times to get to someone. For example, the code given for room wasn’t correct and communication took forever. There was no toiletries whatsoever and since communication was so hard it forced us to buy our own paper towels, towels, rags, etc. The property was nice but it was clear no housekeeping had been in there before we came. The nature was probably the only thing that made up for all the inconveniences.
Reviewed on Aug 13, 2026
Glendale Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$113 nightly
$126 total
Oct 1 - Oct 2
Total with taxes and fees
9/10 Wonderful! (1,139 reviews)
"Loved having a full Kitchen, lots of space"
Reviewed on Sep 10, 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$116 nightly
$130 total
Sep 22 - Sep 23
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"Excellent in every way. Service, staff, amenities. Everything was perfect."
Reviewed on Sep 9, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$145 nightly
$162 total
Sep 28 - Sep 29
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"beautiful place, great staff, would love to go back!"
Reviewed on Sep 10, 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.
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How to find the best Glendale package deals?
Start your search for a Glendale package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Glendale package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Glendale adventure off to a flying start.
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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.