Cleveland Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 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

Find the Best Cleveland Vacation Packages

Cleveland Hotel Deals

Super 8 by Wyndham Jamestown

Super 8 by Wyndham Jamestown

2 out of 5
2623 Highway 281 S Jamestown ND
Fully refundableReserve now, pay when you stay
The price is SARĀ 389 per night from Aug 23 to Aug 24
SARĀ 389
SARĀ 430 total
23 Aug - 24 Aug
includes taxes & fees
7.2/10 Good! (752 reviews)
"It was ok. Little over priced for the this type of hotel. Breakfast was ok until a person came in with a dog in breakfast area holding it over the counter and food. So we left."

Reviewed on 22 July 2026

Super 8 by Wyndham Jamestown
Baymont by Wyndham Jamestown Conference Center & Water Park

Baymont by Wyndham Jamestown Conference Center & Water Park

2.5 out of 5
507 25th St Sw Jamestown ND
Fully refundableReserve now, pay when you stay
The price is SARĀ 464 per night from Aug 7 to Aug 8
SARĀ 464
SARĀ 512 total
7 Aug - 8 Aug
includes taxes & fees
7.6/10 Good! (739 reviews)
"Nothing"

Reviewed on 22 July 2026

Baymont by Wyndham Jamestown Conference Center & Water Park
Hampton Inn & Suites Jamestown, ND

Hampton Inn & Suites Jamestown, ND

2.5 out of 5
2700 8th Ave Sw Jamestown ND
Fully refundableReserve now, pay when you stay
The price is SARĀ 489 per night from Jul 29 to Jul 30
SARĀ 489
SARĀ 541 total
29 Jul - 30 Jul
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Clean, quiet location, helpful staff."

Reviewed on 22 July 2026

Hampton Inn & Suites Jamestown, ND
See all 48 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.

Frequently asked questions

How much does a Cleveland vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Cleveland costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Cleveland?
You can generally find reduced prices and greater availability in January, February and November. Check out our cheap Cleveland vacation packages and you could land some excellent off-season deals.
How to find the best Cleveland package deals?
Use Expedia's handy filters to help you find some fabulous Cleveland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Cleveland package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Cleveland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can customize your Cleveland trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cleveland?
Land amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Cleveland escape.
How to plan a trip to Cleveland?

  1. Choose your travel dates: What you'd like to do in Cleveland and your preferred season will help you decide when to travel.
  2. Set a budget: Factor in costs such as flights, transportation and food when calculating how much to set aside for your trip to Cleveland. Then, choose a hotel that fits your budget, whether that's an affordable option or a more luxurious getaway.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like to experience in Cleveland. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Cleveland vacation package that brings all your bookings together.