How much does a Cleveland vacation package cost?

You'll find cheap prices from $464 on Expedia for your Cleveland break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Cleveland costs.

What are the cheapest months to go to Cleveland?

If you'd like to score a cheap Cleveland vacation package, consider visiting in June, July and November. You'll typically find lower rates on flights and hotels during these quieter months — ideal for a budget-friendly break.

How many days is enough for Cleveland?

With a well-planned itinerary, you can easily hit the main Cleveland sights in a few days. But if you prefer to discover hidden spots or go on day tours, consider booking your Cleveland vacation for longer.

Is it worth booking a vacation package to Cleveland?

It's no wonder a Cleveland vacation is on the to-do list of many travelers. Leading attractions like Martin and Sue King Railroad Museum are just the beginning of things to keep you busy here.

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 vacation as a package?

You can enjoy significant savings on your next Cleveland escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.

When to book a vacation package to Cleveland?

If you've got your Cleveland vacation 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?

Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Cleveland. Set a budget: Consider costs such as flights, transportation and food when working out how much to put aside for your trip to Cleveland. Then, choose a property that suits your budget, whether that's a low-cost stay or a more luxurious getaway. Organize your Cleveland escape with Expedia's trip planning tool : Look for and book hotels and things to do all in one place. You can also collaborate with your group to plan an unforgettable trip to Cleveland together. Decide how many days away: Start by compiling a list of the attractions and activities you want to get to in Cleveland. Then, estimate how long you'll need at each, along with any travel time. Combine your airfare and accommodations: Once you've nailed down your dates and duration, lock in the right Cleveland vacation package for you. Add on excursions and experiences: Take a look at our dedicated travel guide to find some incredible things to do in Cleveland . Book tickets or make reservations as soon as you can to save time and avoid the hassle of looking for activities when you arrive.

Does Expedia offer Book Now, Pay Later Cleveland vacation packages?

If you're anything like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Cleveland vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

Cleveland Vacation Packages 2025/2026 from $464

Your Cleveland Vacation

With a Cleveland vacation package, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your getaway has been taken care of before departing, so you can spend more time experiencing this vibrant city. Delta State University, Martin and Sue King Railroad Museum and Bologna Performing Arts Center are just a few of the many attractions you'll want to check out during your trip to Cleveland. Whoever you're heading away with and whatever your bank balance, your ultimate Cleveland vacation is just a few clicks away with Expedia.

The Latest Cleveland vacation packages

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

Travelodge by Wyndham Dumas Arkansas

$464

per person

Nov 14 - Nov 16

found 17 hours ago

Roundtrip non-stop flight included

Raleigh (RDU) to Greenville (GLH)

6.4/10 (144 reviews)

Dirty ice box and room floors

Reviewed on Aug 25, 2025

Economy Inn Express Warren

$466

per person

Nov 14 - Nov 16

found 17 hours ago

Roundtrip non-stop flight included

Raleigh (RDU) to Greenville (GLH)

9.2/10 Wonderful! (224 reviews)

No hand towels. Tub very slick if you don’t use Nathan’s

Reviewed on Jun 22, 2025

Holiday Inn Express Monticello by IHG

$502

per person

Nov 14 - Nov 16

found 17 hours ago

Roundtrip non-stop flight included

Raleigh (RDU) to Greenville (GLH)

8.6/10 Excellent! (420 reviews)

Staff was excellent!

Reviewed on Aug 19, 2025

Super 8 by Wyndham McGehee

$483

per person

Nov 14 - Nov 16

found 17 hours ago

Roundtrip non-stop flight included

Raleigh (RDU) to Greenville (GLH)

7/10 Good! (194 reviews)

The property and room were very clean. The owner and staff are so personable and friendly. They really work hard to keep the property clean. This is located in a truly small town. There are only 3 motels no hotels as options in this city And this motel Super 8 is the best of the 3 hands down and the rate was reasonable.

Reviewed on Aug 12, 2025

Super 8 by Wyndham Monticello AR

$467

per person

Nov 14 - Nov 16

found 17 hours ago

Roundtrip non-stop flight included

Raleigh (RDU) to Greenville (GLH)

7.2/10 Good! (286 reviews)

It was clean and better than i expected

Reviewed on Aug 3, 2025

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Cleveland Hotel Deals

Cotton House, Cleveland, a Tribute Portfolio Hotel

215 Cotton Row, Cleveland, MS

Fully refundableReserve now, pay when you stay

$133 nightly

$145 total

Sep 14 - Sep 15

Total with taxes and fees

9/10 Wonderful! (577 reviews)

"Beautiful hotel - very comfortable"

Reviewed on Aug 18, 2025

Motel 6 Cleveland, MS - Delta State University

721 N Davis Ave, Cleveland, MS

Fully refundableReserve now, pay when you stay

$69 nightly

$75 total

Aug 26 - Aug 27

Total with taxes and fees

7.8/10 Good! (168 reviews)

"I enjoyed everything it was nice"

Reviewed on Aug 14, 2025

Holiday Inn Express Hotel & Suites Cleveland by IHG

808 N Davis Ave, Cleveland, MS

Fully refundable

$121 nightly

$132 total

Sep 13 - Sep 14

Total with taxes and fees

7.8/10 Good! (901 reviews)

"The desk clerk was very supportive!! Thanks Monique!"

Reviewed on Aug 22, 2025

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.

Things to do in and around Cleveland

Cleveland, Mississippi, offers a vibrant mix of city-themed and outdoor activities, perfect for cultural vacations. Visitors can enjoy family-friendly activities, attend music concerts, and explore educational attractions. For a relaxing getaway, consider body treatments or plan a beach vacation. Cleveland also provides great options for day trips and vacation packages, ensuring a memorable experience. Be sure to check out local itineraries to make the most of your visit.

Shopping

Cleveland offers charming shopping experiences with local favorites like Peter's Pottery, located 10 miles away. If you're up for a drive, the Indianola Pecan House, 20 miles from Cleveland, is a must-visit for unique gifts and delicious pecans.

Recreation

Enjoy a round of golf at Derrall Foreman Golf Course, where you can soak in the outdoor atmosphere while perfecting your swing. For a cultural experience, catch a show at the Bologna Performing Arts Center, offering a range of entertainment options that will uplift your spirits.

Adventure

At Greenville Speedway, located 29 miles from Cleveland, immerse yourself in the thrilling world of motor racing. Feel the adrenaline rush as you watch high-speed races, enjoy the lively atmosphere, and experience the excitement of this vibrant motorsport venue.

Nightlife

Cleveland, Mississippi offers a vibrant nightlife with venues like the Delta Blues Museum and local bars featuring live music. Enjoy the lively atmosphere at places like the Red Room and the historic downtown area, where friendly locals and live entertainment create a memorable evening experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Cleveland

Cleveland, Mississippi, offers a delightful blend of city-themed and outdoor experiences, perfect for culture enthusiasts and families alike. Explore popular attractions such as the local college, urban parks, and the Cleveland Museum, which highlight the area's rich history and vibrant community. Whether you're seeking a relaxing day outdoors or a cultural excursion, Cleveland has something for every traveler to enjoy.

Delta State University: Experience the vibrant atmosphere of Delta State University, where modern architecture meets a lively campus culture. Engage with students and faculty, attend events, or explore the beautiful grounds that reflect the heart of Cleveland.
Dockery Farms: Visit Dockery Farms, a historic plantation that captures the essence of Southern agriculture. Enjoy eco-friendly outdoor activities and immerse yourself in the rich musical heritage of the Delta, as it’s known as the birthplace of the blues.
Fireman's Park: Fireman's Park is the perfect family-friendly urban oasis. Enjoy picnics, playgrounds, and walking trails in a serene setting, all while soaking in the vibrant city vibes that make Cleveland a welcoming place for visitors.

Best time to go to Cleveland

The best time to visit Cleveland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Cleveland falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Cleveland falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	43.9°F (6.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	47.3°F (8.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	55.9°F (13.3°C)	Light Rain	Mostly Sunny	Average	Average
April	63.3°F (17.4°C)	Light Rain	Mostly Sunny	Average	Average
May	72.3°F (22.4°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	80.1°F (26.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	81.9°F (27.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	81.0°F (27.2°C)	Light Rain	Mostly Sunny	Average	Average
September	76.5°F (24.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	66.0°F (18.9°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	54.3°F (12.4°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	48.4°F (9.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

Tips to save on your trip to Cleveland

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling to Cleveland during the low season (December to February) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.