Glendale Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
Top hotels in Glendale
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
S$224
14 Sept - 15 Sept
includes taxes & fees
9.2/10 Wonderful! (1,018 reviews)
"the room smelled like marijuana and cigarettes at initial arrival. I was in the 2nd bldg. and not able to get fresh coffee in the morning. overall, our stay was well worth it."
Reviewed on 22 Aug, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
S$162
31 Aug - 1 Sept
includes taxes & fees
Berkshires Untold
194 Pittsfield Rd Lenox MA
S$181
9 Sept - 10 Sept
includes taxes & fees
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
