Cypress Gardens Vacations from $398

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Your Cypress Gardens Vacation

When a city getaway is calling, answer it with a vacation package to Cypress Gardens. The neighborhood of Fussels Corner, which is great for golfing, nature and walking, makes an awesome base for your adventures. If your trip to Cypress Gardens includes some sightseeing, visit major attractions such as LEGOLAND® Florida, Chain of Lakes Park and Theatre Winter Haven. Don't put off visiting this city any longer. The perfect Cypress Gardens vacation is a few clicks away with Expedia.

The Latest Cypress Gardens vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Save 100% on your flight
Price was $766, price is now $398 per person
$398
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (317 reviews)
Inside room very frayed carpeting in room going from entryway to bedroom. Other than that everything is good.

Reviewed on Nov 28, 2025

Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $835, price is now $440 per person
$440
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (1,002 reviews)
Staff was very friendly and happy to help. The room was clean. The front area was organized, and plenty of snack items were available to purchase.

Reviewed on Nov 24, 2025

Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Price was $1,612, price is now $863 per person
$863
per person
Jan 20 - Jan 27
found 18 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
9.4/10 Exceptional! (40 reviews)
Room was a little outdated but very clean, and comfy!

Reviewed on Nov 27, 2025

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 out of 5
Price was $904, price is now $486 per person
$486
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,002 reviews)
The hotel was very clean. We were rather pleased.. The breakfast choices left something to be desired. The lady's servicingThe breakfast cafe was wonderful.

Reviewed on Nov 28, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,224, price is now $674 per person
$674
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (481 reviews)
Room was great. Reception awesome. Location awesome. However, the washer stopped working middle of night - resulting in our laundry being stuck (door locked, would not release as water error). We couldn't get fixed. By time maintenance got fixed, we had to check out. TO credit, they mailed our laundry to us, but we needed it the for the next 3 days of our vacaction, and didn't have it available.

Reviewed on Nov 26, 2025

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Discover the most popular places to visit in Cypress Gardens

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

LEGOLAND® Florida

4.5/5(1,082 reviews)

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

Chain of Lakes Park

4/5(84 reviews)

Catch an event at Chain of Lakes Park during your trip to Winter Haven. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.

Chain of Lakes Park

Theatre Winter Haven

You can enjoy a show at Theatre Winter Haven during your trip to Winter Haven. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Theatre Winter Haven

What to do in Cypress Gardens

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

$63
per traveler
84% of travellers recommend
LEGOLAND® Florida Tickets
See all activities in Cypress Gardens

Cypress Gardens Hotel Deals

Lake Roy Beach Inn

Lake Roy Beach Inn

2 out of 5
1823 Cypress Gardens Blvd Winter Haven FL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $105 total per night from Dec 1 to Dec 2
$105 total
Dec 1 - Dec 2
Total with taxes and fees
6.8/10 (981 reviews)
clean room

Reviewed on Nov 6, 2025

Lake Roy Beach Inn
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
$197 nightly
The price is $223 total per night from Nov 30 to Dec 1
$223 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
Great place to stay. Just wish there were Better options for restaurants.

Reviewed on Nov 27, 2025

Omni Orlando Resort at ChampionsGate
Spectrum Resort Villas Orlando and Waterparks

Spectrum Resort Villas Orlando and Waterparks

4 out of 5
7750 Sandy Ridge Drive Kissimmee FL
Fully refundableReserve now, pay when you stay
$417 nightly
The price is $474 total per night from Dec 3 to Dec 4
$474 total
Dec 3 - Dec 4
Total with taxes and fees
9.2/10 Wonderful! (810 reviews)
We love the super clean and spacious condos, the water parks for family relaxation and fun!

Reviewed on Nov 26, 2025

Spectrum Resort Villas Orlando and Waterparks
See all 14,644 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.

Find the Best Cypress Gardens Vacation Packages

Cypress Gardens Essential Information

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

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Frequently asked questions

How much does a Cypress Gardens vacation package cost?
You can snap up a vacation package to this destination from $398 on Expedia. However, how much your vacation 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?
You can typically find reduced prices and greater availability in January, April and September. Check out our cheap Cypress Gardens vacation packages and you could score some excellent off-season deals.
How many days is enough for Cypress Gardens?
Generally, a handful of days is enough to go to the top attractions during your Cypress Gardens vacation. But if you prefer to have time to rest or take day tours, consider extending your itinerary.
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 vacation as a package?
You can enjoy significant savings on your next Cypress Gardens escape by booking a customized vacation 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 vacation 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 your travel dates: The things you plan to do in Cypress Gardens and your favorite season can help you decide when to travel.
  2. Budget wisely: On top of the price of your hotel, you should factor in other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Cypress Gardens.
  3. Organize your Cypress Gardens escape with our trip planning tool: Search for and book accommodations and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Cypress Gardens together.
  4. Decide how long to go away for: Now that you're more familiar with Cypress Gardens, you can figure out the perfect length of your vacation. Create a rough itinerary and allocate enough time for all the things you want to do.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Cypress Gardens vacation package.
  6. Add on excursions and experiences: Have a look at our travel guide to find some exciting things to do in Cypress Gardens. Book tickets or make reservations as soon as you can to save time and skip the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Cypress Gardens vacation packages?
Set off on your dream getaway to Cypress Gardens with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait for payday — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snap up bargains before they disappear.

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