Cypress Gardens Vacations from $349

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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 $515, price is now $349 per person
$349
per person
Mar 10 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (317 reviews)
Hot breakfast, clean, comfortable room and great staff

Reviewed on Feb 2, 2026

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,665, price is now $1,013 per person
$1,013
per person
Apr 19 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,097 reviews)
Great overall. The housekeeping is always behind but you just have to call multiple times.

Reviewed on Feb 4, 2026

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $863, price is now $527 per person
$527
per person
Mar 10 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
Hotel was great however they charged me full room rate when I was supposed to have it mostly paid for by one key cash credit…How do I resolve this?

Reviewed on Feb 4, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was $1,676, price is now $1,092 per person
$1,092
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
Room was excellent. Resort operations not so much.

Reviewed on Feb 4, 2026

Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $764, price is now $500 per person
$500
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
Excellent customer service

Reviewed on Dec 14, 2025

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Discover the most popular places to visit in Cypress Gardens

Explore miniature cityscapes at LEGOLAND Florida in Winter Haven with detailed architectural models

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
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

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

$63
per traveler
86% of travellers recommend
LEGOLAND® Florida Tickets
See all activities in Cypress Gardens

Cypress Gardens Hotel Deals

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
$461 nightly
The price is $523 total per night from Feb 8 to Feb 9
$523 total
Feb 8 - Feb 9
Total with taxes and fees
9/10 Wonderful! (882 reviews)
This place is beautiful!!!

Reviewed on Jan 24, 2026

Spectrum Resort Villas Orlando and Waterparks
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
$142 nightly
The price is $159 total per night from Feb 8 to Feb 9
$159 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
The room was clean and quiet. The staff were friendly. The only negative to the stay was the elevators weren’t working but I understand things happen and we were able to use the maintenance elevator. All in all a great stay and we would definitely stay at the IHG in Winter Haven again!

Reviewed on Jan 30, 2026

Holiday Inn Winter Haven by IHG
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
$286 nightly
The price is $324 total per night from Feb 21 to Feb 22
$324 total
Feb 21 - Feb 22
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
Room was nice. Customer service was great

Reviewed on Jan 21, 2026

Omni Orlando Resort at ChampionsGate
See all 14,697 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 $349 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.