Cleveland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

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.

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Cleveland Hotel Deals

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
The price is CA $178 per night from Nov 15 to Nov 16
CA $178
CA $194 total
Nov 15 - Nov 16
includes taxes & fees
8.4/10 Very good! (349 reviews)
"Everything was good. Staff extremely helpful to me and my family especially with accommodations. I would definitely stay again"

Reviewed on Nov 11, 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 CA $197 per night from Dec 13 to Dec 14
CA $197
CA $215 total
Dec 13 - Dec 14
includes taxes & fees
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 CA $104 per night from Nov 19 to Nov 20
CA $104
CA $114 total
Nov 19 - Nov 20
includes taxes & fees
Motel 6 Cleveland, MS - Delta State University
See all 42 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Cleveland attractions

Dockery Farms

8.6/10 (27 reviews)
You can learn about the history of Cleveland with a stop at Dockery Farms. Experience the area's jazz scene and festivals.
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

CA $23
per adult
Skip the Line: GRAMMY Museum Mississippi General Admission Ticket
See all activities in Cleveland

Frequently asked questions

How much does a Cleveland vacation package cost?
You can snap up a vacation package to this top destination on Expedia. But how much your vacation to Cleveland costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Cleveland?
March, August and November are great times to search for cheap Cleveland vacation packages. Choosing to travel in less busy periods means you can generally find lower prices on hotels and flights.
How many days is enough for Cleveland?
The ideal duration of your Cleveland vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to hit all the major sights and explore some hidden gems along the way.
Is it worth booking a vacation package to Cleveland?
It's no wonder a Cleveland vacation is on the to-do list of many travellers. Top attractions like Derrall Foreman Golf Course are just the start of what you can explore here.
How to find the best Cleveland package deals?
Start your search for a Cleveland package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Cleveland package deal right 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 escape underway.
Is it cheaper to book a Cleveland vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still have the flexibility to create a customized Cleveland vacation by choosing your preferred type of stay, airline and car class.
How to plan a trip to Cleveland?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Cleveland.
  2. Work out your budget: Ensure you have enough money to pay for everything from meals and transportation to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Cleveland.
  3. Determine how many days away: Start by listing all the attractions you'd like to experience in Cleveland. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Cleveland vacation package that brings all your bookings together.

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