Hillsdale Holidays

    deals illustration
    Better together
    Save up to S$134 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Hillsdale

The Manhattan at Times Square
The Manhattan at Times Square
4 out of 5
790 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is S$179 per night from 2 Jul to 3 Jul
S$179
2 Jul - 3 Jul
includes taxes & fees
5.6/10 (4,363 reviews)
"Location is perfect! Staff very nice. Parking was easy and close. I got an old room, but it was fine!"

Reviewed on 27 Jun, 2025

The Manhattan at Times Square
Hyatt Grand Central New York
Hyatt Grand Central New York
4 out of 5
109 East 42nd Street, at Grand Central Terminal, New York, NY
Fully refundableReserve now, pay when you stay
The price is S$353 per night from 2 Jul to 3 Jul
S$353
2 Jul - 3 Jul
includes taxes & fees
8/10 Very Good! (5,424 reviews)
"Had a great stay. Very comfortable and plenty of security."

Reviewed on 28 Jun, 2025

Hyatt Grand Central New York
Millennium Hotel Broadway Times Square
Millennium Hotel Broadway Times Square
4 out of 5
145 W 44th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is S$246 per night from 2 Jul to 3 Jul
S$246
2 Jul - 3 Jul
includes taxes & fees
7.6/10 Good! (5,374 reviews)
"The hotel is in a fantastic area to walk everywhere or take the subway. Staff were awesome as well. The rooms need updated hence 4 stars on property section. No issues or concerns while there. We appreciate that the staff out front let us know NOT to use the pedal cart people! Ty for that valuable ..."

Reviewed on 30 Jun, 2025

Millennium Hotel Broadway Times Square
See all 7,311 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.