Lake Hamilton Vacations from $284

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Your Lake Hamilton Vacation

With every last detail planned before you take off, our Lake Hamilton vacation packages mean you can focus more on letting the good times roll. Whether you base yourself in the neighborhood of Cypress Gardens, which is good for families, or someplace else in town, this fun city offers an array of discoveries. If your trip to Lake Hamilton includes some sightseeing, drop by popular attractions like LEGOLAND® Florida, Southern Dunes Golf and Country Club and Southern Dunes Golf Club. Stop dreaming and start adventuring. Check out the broad range of options on Expedia today and finally put your Lake Hamilton vacation plans into gear!

The Latest Lake Hamilton vacation packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $595, price is now $284 per person
$284
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (4,064 reviews)
Estuvo bien le falta es el desayuno pero bien

Reviewed on Nov 6, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $1,168, price is now $564 per person
$564
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was $722, price is now $358 per person
$358
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The spaciousness of the rooms

Reviewed on Nov 2, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,078, price is now $545 per person
$545
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Orlando (MCO)
8.6/10 Excellent! (572 reviews)
Great place!

Reviewed on Nov 2, 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was $1,347, price is now $696 per person
$696
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.6/10 Exceptional! (1,234 reviews)
Great Hotel. Well Located and the staff is very friendly!

Reviewed on Nov 6, 2026

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Lake Hamilton Hotel Deals

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane Kissimmee FL
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $141 total per night from Nov 15 to Nov 16
$141 total
Nov 15 - Nov 16
Total with taxes and fees
9/10 Wonderful! (4,823 reviews)
"Excellent as always!"

Reviewed on Nov 6, 2026

Hilton Vacation Club Mystic Dunes Orlando
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
$233 nightly
The price is $265 total per night from Dec 6 to Dec 7
$265 total
Dec 6 - Dec 7
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"Paying for parking on a huge blacktop parking lot feels like a money grab but everything else was 5/5."

Reviewed on Nov 3, 2026

Omni Orlando Resort at ChampionsGate
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
7700 Westgate Blvd. Kissimmee FL
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $137 total per night from Nov 8 to Nov 9
$137 total
Nov 8 - Nov 9
Total with taxes and fees
Westgate Town Center Resort
See all 31,913 properties in Lake Hamilton
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 Lake Hamilton Vacation Packages

Lake Hamilton Essential Information

Language
English
Currency
U.S dollars
Population
1,350
Top Sights
LEGOLAND® Florida, Theatre Winter Haven and True Blue Winery

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Frequently asked questions

How much does a Lake Hamilton vacation package cost?
You'll find cheap prices from $284 on Expedia for your Lake Hamilton getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Lake Hamilton costs.
What are the cheapest months to go to Lake Hamilton?
If you're looking to book a cheap Lake Hamilton vacation package, consider traveling in May, August and December. You'll typically find better rates on hotels and airfares during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Lake Hamilton?
With a well-organized schedule, you can easily visit the main Lake Hamilton sights in a handful of days. But if you prefer to discover hidden gems or take day trips, think about booking your Lake Hamilton vacation for longer.
How to find the best Lake Hamilton package deals?
Landing a cheap Lake Hamilton package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most affordable Lake Hamilton package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Lake Hamilton vacation as a package?
You can enjoy significant savings on your next Lake Hamilton escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great flight and hotel prices. Bundle everything into a great-value 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 Lake Hamilton?
If you've got your Lake Hamilton vacation dates finalized, book as early as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Lake Hamilton vacation packages?
Jet off on your dream trip to Lake Hamilton with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for your next paycheck — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stick to your budget and snag great deals before they sell out.

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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.