Glendale Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Glendale Holiday
Our pick of the best Glendale Hotel Deals
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
NZ$313
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,024 reviews)
"Very nice and convenient hotel."
Reviewed on 12 Aug 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
NZ$218
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,066 reviews)
"I did not expect the faciity to be what it was, a resort. It was just awesome and everything was perfect. The only thing was, if I knew a little more about the place, I would have brought some items I wouldn't if I was in a hotel. This place has so much to offer in some catagories."
Reviewed on 12 Aug 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
NZ$248
8 Sept - 9 Sept
includes taxes & fees
9/10 Wonderful! (1,027 reviews)
"Lovely man at check in for our overnight ( to see Hugh Jackman at 7 pm at Tanglewood lucky us!👍 Checked that food would be available in their bar upon our trying as has driven 2+ hrs assured yes until just before 10 pm closing. Called once on way back at 9:10 for 10 min drive to dbl check as hungry. ..."
Reviewed on 12 Aug 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.
Frequently asked questions
What are the cheapest months to go to Glendale?
The off-season is the best time to travel to Glendale if you're on a budget. Another tip for getting cheap Glendale holiday packages? Avoid visiting during public holidays and any major events.
How many days is enough for Glendale?
Generally, a handful of days is enough to go to the top attractions during your Glendale holiday. But if you want to have time to relax or go on day trips, think about extending your itinerary.
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.
When to book a holiday package to Glendale?
Land incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Glendale break.
How to plan a trip to Glendale?
- Choose when to travel: Check your schedule and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to holiday in Glendale.
- Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to airfares and activities. Your accommodation will probably be the largest expense during your trip to Glendale.
- Decide how many days away: Start by making a list of all the attractions and activities you want to get to in Glendale. Then, estimate how long you'll need at each, including any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Glendale holiday 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.
