Roslyn Holidays from NZ$3,647

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Roslyn Holiday Deals

Price found within the past 48 hours. Click for updated prices.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
29 Oct - 4 Nov
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Great place to stay. 10/10!

Reviewed on 10 Aug. 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
per person
29 Oct - 4 Nov
found 2 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (2,085 reviews)
I enjoyed my short stay at this hotel. It has a modern, boutique feel to it and the staff were friendly and helpful. Our double room was clean and the space was sufficient for 2 people. We did not receive the free bottle of wine that was supposed to come with VIP access.

Reviewed on 8 Aug. 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
20 Sept - 27 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8/10 Very Good! (2,135 reviews)
A good hotel to stay at which was convenient for a holiday in New York. Walkable distance to main attractions.

Reviewed on 7 Aug. 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
per person
29 Oct - 4 Nov
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
7.8/10 Good! (1,511 reviews)
Had a great stay. Would def stay again. Balcony was great!

Reviewed on 10 Aug. 2025

The Mark

The Mark

5 out of 5
Manhattan
Save 100% on your flight
per person
29 Oct - 4 Nov
found 2 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9.6/10 Exceptional! (678 reviews)
Great friendly staff!! Upscale hotel with small welcoming feel.

Reviewed on 1 Aug. 2025

Roslyn Holiday

Our pick of the best Roslyn Hotel Deals

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 NZ$395 per night from 17 Aug to 18 Aug
NZ$395
17 Aug - 18 Aug
includes taxes & fees
7.4/10 Good! (4,172 reviews)
"Excellent hotel with clean rooms, great service, and perfect location — highly recommended!”"

Reviewed on 10 Aug. 2025

Sheraton New York Times Square Hotel
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 NZ$425 per night from 17 Aug to 18 Aug
NZ$425
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (5,915 reviews)
"Great trip"

Reviewed on 8 Aug. 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 NZ$602 per night from 20 Aug to 21 Aug
NZ$602
20 Aug - 21 Aug
includes taxes & fees
8.6/10 Excellent! (6,201 reviews)
"A lovely old hotel in a fabulous location, the bed blankets contain stains!!…plus long black hair in the bathroom area…not very clean"

Reviewed on 7 Aug. 2025

Hotel St. James
See all 10,095 properties in Roslyn
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 Roslyn holiday package cost?
You'll find cheap prices from NZ$3,647 on Expedia for your Roslyn getaway. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Roslyn costs.
What are the cheapest months to go to Roslyn?
You can generally find reduced prices and greater availability in January, February and March. Check out our cheap Roslyn holiday packages and you could score some great off-season discounts.
How many days is enough for Roslyn?
Generally, a few days is ideal for a Roslyn holiday. With a well-organised schedule, you can check out all the popular sights including William Cullen Bryant Preserve, as well as discover some hidden treasures along the way.
Is it worth booking a holiday package to Roslyn?
Roslyn is a good holiday destination with attractions like Nassau County Museum of Art among the many things to keep you entertained. Whether you're travelling with the family or getting away with friends, a Roslyn holiday promises a good time for everyone.
How to find the best Roslyn package deals?
Landing a cheap Roslyn package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can personalise your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Roslyn package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Roslyn holiday as a package?
You can enjoy significant savings on your Roslyn retreat by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to view the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Roslyn?
If you have your Roslyn holiday dates confirmed, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Roslyn?

  1. Choose your travel dates: What you plan to do in Roslyn and your favourite season can help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your accommodation will probably be the biggest expense during your trip to Roslyn.
  3. Decide how long to go away for: Now that you're up to speed on Roslyn, you can figure out the perfect length of your holiday. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Roslyn 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.