Glendale Holidays

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Top hotels in Glendale

The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$218 per night from 9 Jul to 10 Jul
S$218
9 Jul - 10 Jul
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"Great location with easy parking Excellent cleaning staff. Done promptly and right. Very helpful front desk staff."

Reviewed on 7 Jul, 2026

The Yankee Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is S$249 per night from 3 Aug to 4 Aug
S$249
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (1,024 reviews)
"Nice property good coffee"

Reviewed on 6 Jul, 2026

Berkshire Mountain Lodge
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is S$304 per night from 22 Jul to 23 Jul
S$304
22 Jul - 23 Jul
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"Had a lovely 2 night stay at the Red Lion Inn. The front desk staff were very welcoming. The location was convenient to many nice shops and restaurants, as well as sites like the Norman Rockwell museum and the Divine Mercies chapel and grounds. This hotel is a wonderful blend of historic and modern..and ..."

Reviewed on 7 Jul, 2026

The Red Lion Inn
See all 1,177 properties in Glendale
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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

Explore a world of travel with Expedia

* 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.