Cleveland Holidays

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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
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Cleveland

Holiday Inn Manitowoc, an IHG Hotel
Holiday Inn Manitowoc, an IHG Hotel
3 out of 5
4601 Calumet Ave, Manitowoc, WI
Fully refundable
The price is S$162 per night from 1 Dec to 2 Dec
S$162
includes taxes & fees
1 Dec - 2 Dec
8/10 Very Good! (429 reviews)
"Very clean and excellent service"

Reviewed on 22 Nov,2024

Holiday Inn Manitowoc, an IHG Hotel
The American Club
The American Club
5 out of 5
419 Highland Drive, Kohler, WI
Fully refundableReserve now, pay when you stay
The price is S$611 per night from 1 Dec to 2 Dec
S$611
includes taxes & fees
1 Dec - 2 Dec
9.6/10 Exceptional! (204 reviews)
"Beautiful locations and interiors. Staff was very friendly and helpful."

Reviewed on 25 Nov,2024

The American Club
AmericInn by Wyndham Sheboygan
AmericInn by Wyndham Sheboygan
2 out of 5
3664 S Taylor Dr, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is S$122 per night from 1 Dec to 2 Dec
S$122
includes taxes & fees
1 Dec - 2 Dec
8.4/10 Very Good! (1,000 reviews)
Comfortable place to stay
"Personnel were very friendly and helpful. Accommodations were quite nice for an older property."

Reviewed on 22 Nov,2024

AmericInn by Wyndham Sheboygan
See all 524 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?
Starting from a low , a holiday package is your gateway to affordable travel. Customize your Cleveland trip by choosing from our comprehensive range of hotels, flights and rental cars.
How do I get a cheap travel package to Cleveland?
It’s as simple as bundling. Flights, rental cars and hotels — combine whatever you need into a Cleveland holiday package to save tons of cash. Score even more discounts when you include extras such as activities or tours to your booking. But that’s not the only impressive part. You have the flexibility to customize your trip your way. We offer more than 550 airlines and 1,000,000 hotels around the world, so that everyone has an opportunity to travel and fulfil those holiday dreams.
Where should I stay in Cleveland?
A holiday in Cleveland wouldn’t be complete without visiting Fischer Creek State Recreation Area. Why not book a hotel close to this popular tourist attraction?
What are the top hotels in Cleveland?
When it comes to comfortable and convenient places to stay in Cleveland, you can’t go past Highland Lodge. Look up its deals and pick up a bargain.
How far in advance should I book my Cleveland holiday?
It all depends on the air carrier, but you can generally compare international airfares on Expedia nearly a year in advance. While it’s advisable to book ahead of time, lucky customers will sometimes find a cheaper flight just weeks before their intended journey.
What does an Expedia Cleveland travel package include?
Packages include hotels, flights and rental cars, but you can combine any of them to create your perfect Cleveland holiday. You can also add on some tours and activities once you’ve made your booking. You’re in charge! When you bundle your bookings with Expedia, you’ll enjoy discounts you won’t find anywhere else.
What should I know before booking a Cleveland travel package?
A package can be easier on the wallet than separately booking everything you need for your trip. For example, bundle your hotels, flights and rental cars and save a pretty penny. Whatever your holiday goals are, you’re sure to find a package that’s perfect for you.
Can I choose my airline with a Cleveland Expedia holiday package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Just pick the carrier you want and craft the perfect Cleveland escape.
If I'm not able to travel, can I cancel my Cleveland holiday package?
Because we understand life can be unpredictable, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you’ve booked your Cleveland holiday package in the last 24 hours, you may be able to cancel or change it with no penalties. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.

* 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.