Cleveland Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Top hotels in Cleveland

Lyric Hotel West End, Trademark Collection by Wyndham

Lyric Hotel West End, Trademark Collection by Wyndham

3 out of 5
1300 Highway 8 West Cleveland MS
Fully refundableReserve now, pay when you stay
The price is S$187 per night from 6 Jul to 7 Jul
S$187
6 Jul - 7 Jul
includes taxes & fees
8.4/10 Very good! (218 reviews)
"No major complaints. Good stay!"

Reviewed on 30 Jun, 2026

Lyric Hotel West End, Trademark Collection by Wyndham
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 19 Jul to 20 Jul
S$196
19 Jul - 20 Jul
includes taxes & fees
9/10 Wonderful! (678 reviews)
"Everything was excellent except we were surprised that they didn't have a pool."

Reviewed on 28 Jun, 2026

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$103 per night from 6 Jul to 7 Jul
S$103
6 Jul - 7 Jul
includes taxes & fees
8.2/10 Very good! (304 reviews)
"The room was clean and very neat. I didn’t use any amenities during my stay. The property was well maintained, the staff was helpful, and there were no disturbances but I disliked that the washer, dryer, and ice machine are outside in a tucked away corner. Other than that the experience was great ..."

Reviewed on 24 Jun, 2026

Motel 6 Cleveland, MS - Delta State University
See all 37 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.

Stay near popular Cleveland attractions

Dockery Farms

8.6/10 (27 reviews)
This historic plantation, birthplace of Delta blues where legends like Charley Patton developed their sound, offers tours of the restored cotton gin while showcasing musical heritage that shaped American culture.
See properties

What to do in Cleveland

Skip the Line: GRAMMY Museum Mississippi General Admission Ticket

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.

Explore a world of travel with Expedia

* 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.