Cypress Gardens Holidays

Book a Hotel + Flight or Car together to unlock savings

Your Cypress Gardens Holiday

Our Cypress Gardens holiday packages allow you to create your own adventure. Tailor your journey to suit your interests and needs and make the most of your time in this exciting city. Every trip to Cypress Gardens needs a well-crafted itinerary. Fill yours with big-name attractions like LEGOLAND® Florida, Chain of Lakes Park and Theatre Winter Haven. Expedia is here to help you escape the everyday. Tailor your holiday to Cypress Gardens to suit your style of travel, whatever that may be.

Cypress Gardens Holiday

Cypress Gardens Essential Information

Language
English
Currency
U.S dollars
Population
8,900
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
LEGOLAND® Florida, Theatre Winter Haven and Indigos Billiards, Bowling & Games

Our pick of the best Cypress Gardens Hotel Deals

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

4 out of 5
1500 Masters Blvd, Davenport, FL
Fully refundableReserve now, pay when you stay
The price is AU$422 per night from 13 Sept to 14 Sept
AU$422
13 Sept - 14 Sept
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"Awesome"

Reviewed on 24 Aug. 2025

Omni Orlando Resort at ChampionsGate
Spectrum Resort Villas Orlando and Water Parks, Ascend Hotel Collection

Spectrum Resort Villas Orlando and Water Parks, Ascend Hotel Collection

4 out of 5
7750 Sandy Ridge Drive, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is AU$435 per night from 30 Aug to 31 Aug
AU$435
30 Aug - 31 Aug
includes taxes & fees
Spectrum Resort Villas Orlando and Water Parks, Ascend Hotel Collection
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
7593 Gathering Drive, Kissimmee, FL
Get rates
Reunion Resort & Golf Club
See all 14,312 properties in Cypress Gardens
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Cypress Gardens

Legoland Florida which includes a pond, a river or creek and a park

LEGOLAND® Florida

Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.

LEGOLAND® Florida

Inman Park

Inman Park is just one of the places to see in Winter Haven, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Inman Park

Frequently asked questions

How much does a Cypress Gardens holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday to Cypress Gardens costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Cypress Gardens?
If you're looking to book a cheap Cypress Gardens holiday package, consider visiting in September, October and November. You'll generally find better rates on airfares and hotels during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Cypress Gardens?
With a well-planned itinerary, you can easily hit the main Cypress Gardens attractions in a handful of days. But if you prefer to discover hidden spots or go on day tours, think about booking your Cypress Gardens holiday for longer.
How to find the best Cypress Gardens package deals?
Begin your search for a Cypress Gardens package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Cypress Gardens package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cypress Gardens escape off to a flying start.
Is it cheaper to book a Cypress Gardens holiday as a package?
You can enjoy significant savings on your next Cypress Gardens escape by booking a customised holiday package. Check the "Package" heading, then enter your travel dates and destination to view some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Cypress Gardens?
If you're planning an impromptu Cypress Gardens getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Cypress Gardens?

  1. Choose 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 Cypress Gardens.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and food to experiences and flights. Your accommodation will probably be the biggest expense during your trip to Cypress Gardens.
  3. Decide how long to go for: Now that you're more familiar with Cypress Gardens, you can figure out the right length of your holiday. Create a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your airfare and accommodation: After you've settled on your dates and duration, book the perfect Cypress Gardens holiday package for you.

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