Hillsdale Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Plan, book, and manage your trip all in one place

Top hotels in Hillsdale

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is S$302 per night from 1 Sept to 2 Sept
S$302
1 Sept - 2 Sept
includes taxes & fees
7.4/10 Good! (4,216 reviews)
"The hotel is dilapidated and bathroom was not clean. The bed was comfortable."

Reviewed on 12 Aug, 2025

Sheraton New York Times Square Hotel
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is S$254 per night from 24 Aug to 25 Aug
S$254
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (4,594 reviews)
"."

Reviewed on 14 Aug, 2025

Hotel Edison Times Square
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (6,219 reviews)
"I would stay here again and recommend !"

Reviewed on 14 Aug, 2025

Get rates
Hotel St. James
See all 7,275 properties in Hillsdale
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

How much does a Hillsdale holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday to Hillsdale costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Hillsdale?
If you're looking to snag a cheap Hillsdale holiday package, consider planning a trip in January, February and March. You'll generally find better rates on airfares and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Hillsdale?
Usually, a handful of days is enough to explore the top sights during your Hillsdale holiday. However, if you want to have some time to unwind or go on day tours, think about extending your trip.
How to find the best Hillsdale package deals?
Use Expedia's filter tool to help you find some tempting Hillsdale 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 escape for midweek, or look for Hillsdale package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your holiday package well in advance.
Is it cheaper to book a Hillsdale holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still have the freedom to create a tailored Hillsdale holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Hillsdale?
If you're planning an impromptu Hillsdale adventure, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Hillsdale?

  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred time of year and the available activities will also help you decide when to holiday in Hillsdale.
  2. Set a budget: Consider expenses such as food, flights and transportation when calculating how much to save for your trip to Hillsdale. Then, choose a hotel that suits your budget, whether that's an affordable stay or a lavish retreat.
  3. Decide your trip length: Think about how long you'd like to spend exploring Hillsdale. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Hillsdale 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.