Cleveland Holidays from NZ$3,068

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The Latest Cleveland Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was NZ$3,800, price is now NZ$3,068 per person
NZ$3,068
per person
14 Jan - 18 Jan
found 11 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (3,435 reviews)

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was NZ$5,174, price is now NZ$3,844 per person
NZ$3,844
per person
14 Jan - 18 Jan
found 11 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (1,004 reviews)
We had an incredible stay at the Essex House last week with our two kids (one is 7 and the other turned 4 on our trip). We booked the king suite, thinking that even though it's NYC and the room will likely be small, it would be the best option for a family of 4. We were SHOCKED at the size of the suite! Not only was it enough room for all of us, it was downright roomy! We had plenty of space for our stay. The amenities and cleanliness of the hotel are superior, room service was delicious (if expensive), and best of all...the guest relations team sent a special surprise gift to our room for our 4 year olds birthday. They sent him balloons, two pieces of cake, and a bag full of stuffies and goodies. He was THRILLED and we were so touched by the thoughtfulness. Both of our kids have already asked if - not only can we go back to New York - but can we stay at the Essex House again! The location was incredible and overall the Essex House played a big part in how wonderful and effortless our trip was. Already looking at dates in the Spring to visit again! Thank you Essex House and your wonderful staff!

Reviewed on 19 Oct 2026

Royalton New York

Royalton New York

4 out of 5
Manhattan
Price was NZ$4,742, price is now NZ$3,669 per person
NZ$3,669
per person
24 Dec - 28 Dec
found 11 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
8/10 Very good! (1,013 reviews)
The staff were nice but the place is totally run down. The carpets are stained and nasty, there is mould everywhere and it has not been well maintained in decades it seems. The main floor is dark and dingy and the restaurant is long closed but tables remain. This place has seen better days. It will likely be shut down soon it seems.

Reviewed on 27 Oct 2026

Dutch Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Dutch Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3 out of 5
Queens
Price was NZ$4,485, price is now NZ$3,562 per person
NZ$3,562
per person
24 Dec - 28 Dec
found 11 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
6.6/10 (588 reviews)
This is by far the worst hotel I’ve stayed at thank good it was only a day l. The toilet didn’t flush and the two remotes to the tv didn’t work so I had no tv. And to top it off I was locked out of my room customer support saying my room was 307 when I was in 311 the whole night so they locked my door till a front desk person I assume came. I waited an hour for them to come. Never again will I come here. I deserve a credit or partial refund for the inconvenience.

Reviewed on 27 Oct 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was NZ$3,809, price is now NZ$3,072 per person
NZ$3,072
per person
14 Jan - 18 Jan
found 11 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)

Cleveland Holiday

Our pick of the best Cleveland Hotel Deals

The Sunflower

The Sunflower

Cleveland QC
10/10 Exceptional! (3 reviews)
"Le logement est pratique, propre et bien situé. Caroline est disponible et réactive. Le lac, le spa et la piscine c’était vraiment génial : tout à portée de main pour de magnifiques moments en famille. En pleine nature : c’est beau le Québec!! Nous y retournons!"

Reviewed on 16 Aug 2026

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The Sunflower
Le Cleveland, Bord de l`eau, Foyer, Spa

Le Cleveland, Bord de l`eau, Foyer, Spa

Cleveland PQ
10/10 Exceptional! (1 review)
"We've spent 2 days in paradise. It was a splendid location, extremely quiet, and the cabin had everything you need to make your journey very special. If you like nature, that's the best place to stay in the region. The description was fairly accurate, except for a couple of things. There is only ..."

Reviewed on 18 June 2026

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Le Cleveland, Bord de l`eau, Foyer, Spa
Grand Hotel Times Sherbrooke

Grand Hotel Times Sherbrooke

4 out of 5
1, rue Belvedere Sud Sherbrooke QC
Fully refundableReserve now, pay when you stay
The price is NZ$304 per night from 1 Nov to 2 Nov
NZ$304
1 Nov - 2 Nov
includes taxes & fees
8.6/10 Excellent! (1,032 reviews)
"Très bien placé et vu sur le Lac"

Reviewed on 27 Oct 2026

Grand Hotel Times Sherbrooke
See all 102 properties in Cleveland
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 Cleveland holiday package cost?
You can pick up a holiday package to this popular destination from NZ$3,068 on Expedia. However, how much your holiday to Cleveland costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Cleveland?
January, February and November are great times to search for cheap Cleveland holiday packages. Opting to travel in less busy months means you can generally find reduced prices on hotels and flights.
How many days is enough for Cleveland?
With a well-organised schedule, you can easily hit the most popular Cleveland sights in a handful of days. But if you want to venture off the beaten track or go on day tours, think about booking your Cleveland holiday for longer.
How to find the best Cleveland package deals?
Begin your search for a Cleveland package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Cleveland package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Cleveland adventure underway.
Is it cheaper to book a Cleveland holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging flights and accommodation individually. Better still, you can personalise your Cleveland escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Cleveland?
If you've got your Cleveland holiday dates finalized, book as soon as you can to score some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Cleveland?

  1. Choose when to go: Check your schedule and pack your bags. Your preferred time of year and the available activities will also help you decide when to holiday in Cleveland.
  2. Set a budget: Consider expenses such as food, flights and transportation when calculating how much to put aside for your trip to Cleveland. Then, pick a hotel that works with your budget, whether that's an affordable option or a high-end retreat.
  3. Decide your trip length: Consider how long you'd like to spend exploring Cleveland. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your accommodation and airfare: After you've settled on your travel dates and duration, lock in the perfect Cleveland holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.