Lake Hamilton Vacations from $424

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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.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $843, price is now $424 per person
$424
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,021 reviews)
Everything was great

Reviewed on May 4, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,532, price is now $648 per person
$648
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,243 reviews)
Muy limpio bonito y ordenado excelente precio

Reviewed on May 4, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $918, price is now $452 per person
$452
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (1,680 reviews)
The many pools they have and restaurants in the resort

Reviewed on May 7, 2026

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $869, price is now $435 per person
$435
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (1,893 reviews)
Omg it was amazing better then expected Staff were so kind!!!

Reviewed on May 7, 2026

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
Price was $1,004, price is now $506 per person
$506
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Our favorite place to stay at when we are in Orlando

Reviewed on Apr 28, 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
$130 nightly
The price is $148 total per night from May 21 to May 22
$148 total
May 21 - May 22
Total with taxes and fees
9/10 Wonderful! (4,755 reviews)
The rooms were very noisy, kids ding doog ditching at late hours, no fans in bedroom

Reviewed on May 7, 2026

Hilton Vacation Club Mystic Dunes Orlando
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
7700 Westgate Blvd. Kissimmee FL
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $128 total per night from May 11 to May 12
$128 total
May 11 - May 12
Total with taxes and fees
8.2/10 Very Good! (1,902 reviews)
Omg it was amazing better then expected Staff were so kind!!!

Reviewed on May 7, 2026

Westgate Vacation Villas Resort
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
7700 Westgate Blvd. Kissimmee FL
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $134 total per night from May 11 to May 12
$134 total
May 11 - May 12
Total with taxes and fees
8.2/10 Very Good! (1,688 reviews)
The many pools they have and restaurants in the resort

Reviewed on May 7, 2026

Westgate Town Center Resort
See all 31,368 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 $424 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.

Explore a world of travel with Expedia

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