Cleveland Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

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

Cleveland Flight & Hotel Packages

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

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
5 Sept - 9 Sept
found 18 hours ago
Return flight included
Chicago (CHI) to Miami (MIA)
8.2/10 Very Good! (1,329 reviews)
Exactly what I was looking for. Small Art Deco hotel with a beach front view and right on the edge of everything Southbeach has to offer

Reviewed on 22 Jul, 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
5 Sept - 9 Sept
found 18 hours ago
Return flight included
Chicago (CHI) to Miami (MIA)
9.4/10 Exceptional! (1,212 reviews)
Good stay, hotel was accommodating whenever I needed something. Great location in south beach. Will be back

Reviewed on 20 Jul, 2025

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Save 100% on your flight
per person
5 Sept - 9 Sept
found 18 hours ago
Return flight included
Chicago (CHI) to Miami (MIA)
8/10 Very Good! (6,535 reviews)
Amazing place to stay. I will always come back.

Reviewed on 23 Jul, 2025

Kimpton EPIC Hotel by IHG

Kimpton EPIC Hotel by IHG

5 out of 5
Downtown Miami
Save 100% on your flight
per person
5 Sept - 9 Sept
found 18 hours ago
Return flight included
Chicago (CHI) to Miami (MIA)
8.8/10 Excellent! (1,881 reviews)
Easily one of the best properties in miami the view and rooms take your breathe away.

Reviewed on 22 Jul, 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
Save 100% on your flight
per person
5 Sept - 9 Sept
found 18 hours ago
Return flight included
Chicago (CHI) to Miami (MIA)
9.2/10 Wonderful! (3,202 reviews)
Loud construction noise is all you hear till 5:00

Reviewed on 22 Jul, 2025

Top hotels in Cleveland

Grand Times Hotel Sherbrooke

Grand Times Hotel Sherbrooke

4 out of 5
1, rue Belvedere Sud, Sherbrooke, QC
Fully refundable
8.2/10 Very Good! (1,008 reviews)
Avis
"C'était bien à l'exception de l'utilisation de la carte pour l'ascenseur et du stationnement souterrain."

Reviewed on 20 Jul, 2025

Get rates
Grand Times Hotel Sherbrooke
Comfort Inn Sherbrooke

Comfort Inn Sherbrooke

2.5 out of 5
4295 boul. Bourque, Sherbrooke, QC
Fully refundableReserve now, pay when you stay
The price is S$142 per night from 17 Aug to 18 Aug
S$142
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"Good breakfast"

Reviewed on 18 Jul, 2025

Comfort Inn Sherbrooke
Hôtel Le Président

Hôtel Le Président

3 out of 5
3535, rue King Ouest, Sherbrooke, QC
The price is S$178 per night from 27 Jul to 28 Jul
S$178
27 Jul - 28 Jul
includes taxes & fees
8/10 Very Good! (1,007 reviews)
"All good"

Reviewed on 10 Jul, 2025

Hôtel Le Président
See all 74 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 S$496 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. 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.