Cleveland Holidays
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- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Cleveland Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel St. James
Manhattan
S$2,182
per person
12 Oct - 16 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.8/10 Excellent! (7,689 reviews)
The location of the hotel is excellent only about 5 minutes from Times Square.
The room was basic but clean. Spacious enough for 3 of us. There weren’t enough plug sockets that would hold a travel adapter plug so that was a problem. The AC unit was so loud I had to turn it off at night as I couldn’t sleep.
We had a nice stay.
Reviewed on 6 Aug, 2026
Hotel Riu Plaza New York Times Square
Manhattan
S$2,788
per person
12 Oct - 16 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (3,255 reviews)
Good AC for the summer months
Rooms on upper floors have great views although small . Don’t like the tacked on $33 resort fee ( for what ?). Location on 8th Ave can be sketchy at times. The included breakfast was fine but be prepared for huge crowds in the mornings-
Reviewed on 6 Aug, 2026
NobleDEN Hotel
Manhattan
S$2,521
per person
12 Oct - 16 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.8/10 Exceptional! (1,629 reviews)
Great spot. Location to subways and most things in the city is very walkable, staff were friendly, and hotel cleanliness was great. Had one of the balcony rooms with a sweet view of world trade. Made our stay great.
Reviewed on 6 Aug, 2026
Top hotels in Cleveland
OTL Gouverneur Sherbrooke
3131 rue King Ouest Sherbrooke QC
Fully refundableReserve now, pay when you stay
S$255
16 Aug - 17 Aug
includes taxes & fees
Hôtel Le Président
3535, rue King Ouest Sherbrooke QC
Fully refundableReserve now, pay when you stay
S$162
6 Sept - 7 Sept
includes taxes & fees
Grand Hotel Times Sherbrooke
1, rue Belvedere Sud Sherbrooke QC
Fully refundableReserve now, pay when you stay
S$216
16 Aug - 17 Aug
includes taxes & fees
8.6/10 Excellent! (1,014 reviews)
"Thinking you paid for breakfast and they didn’t accept the third party. No continental breakfast is worth 12.95. The selection wasn’t great"
Reviewed on 6 Aug, 2026
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 S$2,182 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?
- 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.
- 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.
- 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.
- 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. 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.
