Cleveland Holidays

  • Plan, book, travel with confidence

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Cleveland

My Place Hotel - Jamestown, ND
My Place Hotel - Jamestown, ND
2.5 out of 5
502 24th St. SW, Jamestown, ND
Fully refundableReserve now, pay when you stay
The price is S$157 per night from 4 Jul to 5 Jul
S$157
4 Jul - 5 Jul
includes taxes & fees
8.8/10 Excellent! (533 reviews)
"Good night’s sleep"

Reviewed on 19 Jun, 2025

My Place Hotel - Jamestown, ND
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 S$168 per night from 13 Jul to 14 Jul
S$168
13 Jul - 14 Jul
includes taxes & fees
7.6/10 Good! (592 reviews)
"Nice clean room. Comfortable bed. Excellent restaurant in hotel. Friendly staff."

Reviewed on 8 Jun, 2025

Baymont by Wyndham Jamestown Conference Center & Water Park
Fairfield Inn & Suites Jamestown
Fairfield Inn & Suites Jamestown
2.5 out of 5
930 25th Street SW, Jamestown, ND
Fully refundableReserve now, pay when you stay
The price is S$203 per night from 29 Jun to 30 Jun
S$203
29 Jun - 30 Jun
includes taxes & fees
9/10 Wonderful! (822 reviews)
"nice"

Reviewed on 19 Jun, 2025

Fairfield Inn & Suites Jamestown
See all 28 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 holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Cleveland costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Cleveland?
If you'd like to score a cheap Cleveland holiday package, consider visiting in January, February and November. You'll usually find better prices on hotels and airfares during these quieter months --- perfect for a budget-friendly break.
How many days is enough for Cleveland?
Usually, a handful of days is enough to tick off the top sights during your Cleveland holiday. But if you prefer to have some time to chill out or take day tours, think about extending your trip.
How to find the best Cleveland package deals?
Landing a cheap Cleveland package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can personalise your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most economical Cleveland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Cleveland holiday as a package?
You can enjoy significant savings on your Cleveland getaway by booking a customised holiday package. Click on the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Cleveland?
If you have your Cleveland holiday dates finalized, book as soon as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Cleveland?

  1. Pick your travel dates: The things you'd like to do in Cleveland and your favourite season will help you decide when to get away.
  2. Plan your budget wisely: Besides the cost of your stay, you should factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Cleveland.
  3. Determine how many days away: Start by making a list of all the activities and attractions you'd like to get to in Cleveland. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Cleveland holiday package.

* 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.