Cleveland Holidays

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Cleveland Holiday

Our pick of the best Cleveland Hotel Deals

Lyric Hotel West End, Trademark Collection by Wyndham

Lyric Hotel West End, Trademark Collection by Wyndham

1300 Highway 8 West Cleveland MS
Fully refundableReserve now, pay when you stay
NZ$240
4 Oct - 5 Oct
includes taxes & fees
Lyric Hotel West End, Trademark Collection by Wyndham
Cotton House, Cleveland, a Tribute Portfolio Hotel

Cotton House, Cleveland, a Tribute Portfolio Hotel

215 Cotton Row Cleveland MS
Fully refundableReserve now, pay when you stay
NZ$247
11 Oct - 12 Oct
includes taxes & fees
9/10 Wonderful! (702 reviews)
"Great hotel, great stop over during our journey from New Orleans to Memphis"

Reviewed on 18 Sept 2026

Cotton House, Cleveland, a Tribute Portfolio Hotel
Holiday Inn Express Hotel & Suites Cleveland by IHG

Holiday Inn Express Hotel & Suites Cleveland by IHG

808 N Davis Ave Cleveland MS
Fully refundable
NZ$230
25 Sept - 26 Sept
includes taxes & fees
Holiday Inn Express Hotel & Suites Cleveland by IHG
See all 40 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.
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Grammy Museum Mississippi

You can spend time studying the exhibits at Grammy Museum Mississippi during your travels in Cleveland. Discover the area's countryside and sunsets.
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Bologna Performing Arts Center

9.2/10 (35 reviews)
This cultural cornerstone of the Mississippi Delta hosts world-class concerts, theatre, and dance in an intimate 1,200-seat venue. Experience premium performances at Delta State University's state-of-the-art theatre.
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Derrall Foreman Golf Course

8.4/10 (15 reviews)
This former 18-hole course on Delta State University's campus featured scenic fairways with strategic bunkers and water hazards. Golf enthusiasts enjoyed its serene atmosphere and well-maintained Bermuda greens.
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Martin and Sue King Railroad Museum

8.8/10 (22 reviews)
This regional gem showcases railway history through artefacts that tell the Mississippi Delta's transport storey. Marvel at one of the Southeast's largest model train layouts, spanning an impressive 70 feet.
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Walter Sillers Coliseum

Catch an event at Walter Sillers Coliseum during your trip to Cleveland. Discover the area's countryside and sunsets.
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Shady Grove Park

After visiting Shady Grove Park, make a plan to see the other sights and activities in Cleveland. Take in the jazz scene and countryside in the area.
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Shumate Park

Shumate Park offers 2.9 acres of serene green space with well-maintained trails through mature trees. Morning walks provide a peaceful escape, with spring visits showcasing vibrant natural scenery.
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What to do in Cleveland

Skip the Line: GRAMMY Museum Mississippi General Admission Ticket

Skip the Line: GRAMMY Museum Mississippi General Admission Ticket

NZ$27
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.

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