Hillsdale Holidays

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Top Flight + Hotel Deals in Hillsdale

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express New York City Times Square by IHG

Holiday Inn Express New York City Times Square by IHG

3 out of 5
Manhattan
per person
16 Aug - 18 Aug
found 16 hours ago
Return flight included
Chicago (ORD) to New York (JFK)
7.6/10 Good! (1,817 reviews)
Amazing easy to find clean breakfast was tasty.

Reviewed on 5 Jul 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
per person
16 Aug - 18 Aug
found 16 hours ago
Return flight included
Chicago (ORD) to New York (JFK)
8.8/10 Excellent! (6,037 reviews)
I love the location. Front desk was courteous and professional. Property is outdated but has charm . Room was comfortable and quiet. No microwave or place to store leftovers. But had a pleasant stay. Location is worth the stay.

Reviewed on 6 Jul 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
25 Sept - 29 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (2,054 reviews)
Great location and good customer service.Excellent location and easy access to the most landmarks in NYC.Clean and Comfort.

Reviewed on 6 Jul 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
25 Sept - 29 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,212 reviews)
I've stayed in a lot of good quality hotels in New York,but this one was a bit different. My stay felt very safe and personable, I had everything I needed, and if I didn't I had the front desk to always guide me through any questions I had. Very clean rooms, and such an amazing surrounding area with lots of options for food

Reviewed on 2 Jul 2025

Empire Hotel

Empire Hotel

4 out of 5
Manhattan
per person
25 Sept - 29 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
7.6/10 Good! (5,584 reviews)
Stayed here because of Gossip girl but we loved the area. Our AC was barely functioning so it was a bit uncomfortable in the room but I will absolutely be back.

Reviewed on 6 Jul 2025

Top hotels in Hillsdale

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 €236 per night from 27 Jul to 28 Jul
€236
27 Jul - 28 Jul
includes taxes & fees
8/10 Very Good! (5,524 reviews)
"Location was great and staff was friendly and great. Def will stay here again!"

Reviewed on 6 Jul 2025

Hyatt Grand Central New York
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
The price is €184 per night from 28 Jul to 29 Jul
€184
28 Jul - 29 Jul
includes taxes & fees
8.6/10 Excellent! (6,075 reviews)
"Great service!"

Reviewed on 4 Jul 2025

Hotel St. James
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 €159 per night from 27 Jul to 28 Jul
€159
27 Jul - 28 Jul
includes taxes & fees
5.6/10 (4,378 reviews)
"The location and staff are incredible!"

Reviewed on 3 Jul 2025

The Manhattan at Times Square
See all 7,314 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 from €307 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.