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

Top hotels in Cleveland

Heritage Inn & Suites The Woodlands, Trademark by Wyndham

Heritage Inn & Suites The Woodlands, Trademark by Wyndham

3 out of 5
28099 I 45 N, The Woodlands, TX
Fully refundableReserve now, pay when you stay
The price is S$132 per night from 3 Aug to 4 Aug
S$132
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (1,427 reviews)
"Clean"

Reviewed on 26 Jul, 2025

Heritage Inn & Suites The Woodlands, Trademark by Wyndham
Hotel elev8

Hotel elev8

2 out of 5
1601 I 45 South, Conroe, TX
The price is S$72 per night from 29 Jul to 30 Jul
S$72
29 Jul - 30 Jul
includes taxes & fees
6.2/10 (280 reviews)
"Great for the price. Clean and comfy. Room was big and front desk person was extremely good and humble. Would recommend this stay."

Reviewed on 25 Jul, 2025

Hotel elev8
The Woodlands Resort, Curio Collection by Hilton

The Woodlands Resort, Curio Collection by Hilton

4 out of 5
2301 North Millbend Drive, The Woodlands, TX
Fully refundableReserve now, pay when you stay
The price is S$339 per night from 10 Aug to 11 Aug
S$339
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (1,018 reviews)
"Calm n serene...in a beautiful neighborhood among the woods."

Reviewed on 22 Jul, 2025

The Woodlands Resort, Curio Collection by Hilton
See all 1,624 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 surprised at how little a holiday to Cleveland costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Cleveland?
If you're hoping to snag a cheap Cleveland holiday package, consider visiting in December, January and February. You'll usually find better rates on flights and accommodation during these months — perfect for a budget-friendly break.
How many days is enough for Cleveland?
You can easily see all the major attractions in Cleveland within a few days, including the must-see Winters Byu Trailhead. If you want an extended Cleveland holiday, check out what sort of day trips and activities are available nearby.
How to find the best Cleveland package deals?
Begin your search for a Cleveland package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Cleveland package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cleveland adventure underway.
Is it cheaper to book a Cleveland holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can personalise your Cleveland trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Cleveland?
If you've got your Cleveland travel dates confirmed, book early to bag some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Cleveland?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Cleveland.
  2. Figure out your budget: Make sure you have enough money to pay for everything from food and transportation to activities and airfares. Your hotel will probably be the largest expense during your trip to Cleveland.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you want to experience in Cleveland. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customised 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.