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

Top hotels in Cleveland

Cotton House, Cleveland, a Tribute Portfolio Hotel

Cotton House, Cleveland, a Tribute Portfolio Hotel

3.5 out of 5
215 Cotton Row, Cleveland, MS
Fully refundableReserve now, pay when you stay
The price is S$196 per night from 17 Aug to 18 Aug
S$196
17 Aug - 18 Aug
includes taxes & fees
9/10 Wonderful! (572 reviews)
"good will go again"

Reviewed on 19 Jul, 2025

Cotton House, Cleveland, a Tribute Portfolio Hotel
Motel 6 Cleveland, MS - Delta State University

Motel 6 Cleveland, MS - Delta State University

2 out of 5
721 N Davis Ave, Cleveland, MS
Fully refundableReserve now, pay when you stay
The price is S$97 per night from 4 Aug to 5 Aug
S$97
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (159 reviews)
"Plenty Restaurant in area Bed very comfortable."

Reviewed on 31 Jul, 2025

Motel 6 Cleveland, MS - Delta State University
Holiday Inn Express Hotel & Suites Cleveland by IHG

Holiday Inn Express Hotel & Suites Cleveland by IHG

2.5 out of 5
808 N Davis Ave, Cleveland, MS
Fully refundable
The price is S$187 per night from 22 Aug to 23 Aug
S$187
22 Aug - 23 Aug
includes taxes & fees
7.8/10 Good! (892 reviews)
Nice stop over
"The hotel was clean, staff were friendly, food was okay."

Reviewed on 19 Jul, 2025

Holiday Inn Express Hotel & Suites Cleveland by IHG
See all 33 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.

What to do in Cleveland

GRAMMY Museum® Mississippi

Skip the Line: GRAMMY Museum Mississippi General Admission Ticket

S$21
per adult
Skip the Line: GRAMMY Museum Mississippi General Admission Ticket
See all activities in Cleveland

Frequently asked questions

How much does a Cleveland holiday package cost?
You'll find cheap prices on Expedia for your Cleveland break. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Cleveland costs.
What are the cheapest months to go to Cleveland?
If you're hoping to snag a cheap Cleveland holiday package, consider travelling in March, August and November. You'll typically find lower prices on flights and accommodation during these months — ideal for travellers wishing to save money.
How many days is enough for Cleveland?
Usually, a handful of days is enough to go to the main sights during your Cleveland holiday. However, if you'd like to have more time to rest or take day tours, think about extending your itinerary.
Is it worth booking a holiday package to Cleveland?
Cleveland is a good holiday destination with attractions like Derrall Foreman Golf Course among the many things to keep you entertained. Whether you're travelling with the family or planning a trip with friends, a Cleveland holiday promises a good time for everyone.
How to find the best Cleveland package deals?
Finding a cheap Cleveland package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Cleveland package deals. Want a simple trick to score 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 Cleveland holiday as a package?
You can enjoy significant savings on your next Cleveland escape by booking a customised holiday package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Cleveland?
If you've got your Cleveland holiday dates confirmed, book as soon as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Cleveland?

  1. Choose when to go: Check your diary and pack your bags. Your favourite season and the type of activities on offer will also help you decide when to holiday in Cleveland.
  2. Budget wisely: On top of the price of your hotel, you'll need to consider other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Cleveland.
  3. Determine how many days away: Start by compiling a list of the activities and sights you want to experience in Cleveland. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your airfare and accommodation: Once you've nailed down your travel dates and duration, lock in the ideal 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.