Cypress Gardens Vacations from $471

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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.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $837, price is now $471 per person
$471
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,114 reviews)
Everything was great 👍

Reviewed on Jun 14, 2026

Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $889, price is now $527 per person
$527
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (79 reviews)
Great for older people who want an easily accessible room in a quiet setting. We will be back!

Reviewed on May 7, 2026

The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was $1,493, price is now $900 per person
$900
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,157 reviews)
Gorgeous old school hotel. All the modern amenities. First class!!

Reviewed on Jun 12, 2026

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,882, price is now $1,147 per person
$1,147
per person
Aug 16 - Aug 22
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (552 reviews)
Great staff, everyone very pleasant, friendly and helpful. Super clean rooms and very comfy beds. Kitchen amenities perfect for cooking or preparing food. Laundry room a plus! Loved this place.

Reviewed on Jun 9, 2026

CW Hotel

CW Hotel

2 out of 5
Save 100% on your flight
Price was $1,084, price is now $664 per person
$664
per person
Sep 4 - Sep 7
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
No reviews
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Discover the most popular places to visit in Cypress Gardens

LEGOLAND® Florida

LEGOLAND® Florida

4.5/5(1,095 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
Scenic view of Winter Park, Chain of Lakes canal. The Chain of Lakes is a popular tourist destination for residents and visitors to Winter Park, Florida, USA.

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
Sunrise at Rotary Riverfront Park, Titusville, Florida

Rotary Park

Rotary 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.

Rotary Park

What to do in Cypress Gardens

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

$39
per traveler
86% of travellers recommend
LEGOLAND® Florida Tickets
LEGOLAND Florida FasTrack Pass

LEGOLAND Florida FasTrack Pass

$109
per traveler
LEGOLAND Florida FasTrack Pass
Ladies Luncheon Pontoon Tour

Ladies Luncheon Pontoon Tour (Gentleman welcome)

$100
per adult
Ladies Luncheon Pontoon Tour (Gentleman welcome)
See all activities in Cypress Gardens

Cypress Gardens Hotel Deals

Economy Suites

Economy Suites

2 out of 5
1901 Cypress Gardens Blvd Winter Haven FL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $82 total per night from Jun 15 to Jun 16
$82 total
Jun 15 - Jun 16
Total with taxes and fees
4.8/10 (417 reviews)
"It was ok"

Reviewed on Jun 8, 2026

Economy Suites
Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

4 out of 5
1500 Masters Blvd Davenport FL
$241 nightly
The price is $274 total per night from Jul 1 to Jul 2
$274 total
Jul 1 - Jul 2
Total with taxes and fees
9.2/10 Wonderful! (1,004 reviews)
"We stayed there for a lacrosse tournament and with the exception of check-in (45min), our stay was great. The Omni still has a few old school perks, like fresh towels and room service everyday."

Reviewed on Jun 8, 2026

Omni Orlando Resort at ChampionsGate
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
Fully refundable
$114 nightly
The price is $128 total per night from Jul 5 to Jul 6
$128 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (1,014 reviews)
"Breakfast isn't included, which wasn't clear on booking"

Reviewed on Jun 8, 2026

Holiday Inn Winter Haven by IHG
See all 13,782 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 $471 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.