Hillcrest Heights Vacations from $223

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The Latest Hillcrest Heights vacation packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $622, price is now $223 per person
$223
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (5,210 reviews)
Room. Very clean, front desk staff very friendly. However, the resort fee is ridiculous!

Reviewed on Oct 29, 2025

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $570, price is now $254 per person
$254
per person
Jan 20 - Jan 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (3,197 reviews)
Clean, nice pool, friendly staff.

Reviewed on Oct 29, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was $1,191, price is now $535 per person
$535
per person
Jan 20 - Jan 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9.6/10 Exceptional! (1,019 reviews)
Clean rooms. Friendly staff

Reviewed on Oct 29, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $2,563, price is now $1,222 per person
$1,222
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Orlando (MCO)
8.8/10 Excellent! (494 reviews)
Excellent property to go too. Lazy river was night and the staff at the front desk was amazing. Very close to the beach with many restaurants and shops to walk too. Even saw Space X launch a rocket from this location. Perfect spot for a great price. Recommend especially if you're bring Children.

Reviewed on Oct 10, 2025

Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Save 100% on your flight
Price was $752, price is now $372 per person
$372
per person
Jan 20 - Jan 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (1,541 reviews)
The room was clean and spacious. The staff was friendly. The restaurant had great food and entertainment. Will definitely stay there again.

Reviewed on Oct 29, 2025

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Hillcrest Heights Hotel Deals

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
$89 nightly
The price is $100 total per night from Nov 9 to Nov 10
$100 total
Nov 9 - Nov 10
Total with taxes and fees
8.8/10 Excellent! (1,010 reviews)
Room was perfect condition and kept well. Food was great. Good place to stay.

Reviewed on Oct 27, 2025

Holiday Inn Winter Haven by IHG
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW, Winter Haven, FL
Fully refundable
$135 nightly
The price is $151 total per night from Nov 9 to Nov 10
$151 total
Nov 9 - Nov 10
Total with taxes and fees
9.6/10 Exceptional! (617 reviews)
Everything from the room, parking, to complementary breakfast was excellent.

Reviewed on Oct 27, 2025

Staybridge Suites Winter Haven Auburndale by IHG
Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

3 out of 5
6015 Cypress Gardens Blvd, Winter Haven, FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $146 total per night from Nov 9 to Nov 10
$146 total
Nov 9 - Nov 10
Total with taxes and fees
9.4/10 Exceptional! (226 reviews)
Very helpful staff

Reviewed on Oct 24, 2025

Home2 Suites By Hilton Winter Haven
See all 428 properties in Hillcrest Heights
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 Hillcrest Heights Vacation Packages

Hillcrest Heights Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Hillcrest Heights vacation package cost?
Offering excellent value package deals from $223 on Expedia, you'll be pleasantly surprised at how much a vacation to Hillcrest Heights costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Hillcrest Heights?
If you'd like to score a cheap Hillcrest Heights vacation package, consider planning a trip in September, October and December. You'll typically find lower rates on flights and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Hillcrest Heights?
With a well-organized itinerary, you can easily tick off the main Hillcrest Heights sights in a handful of days. But if you want to venture off the beaten track or go on day tours, think about booking your Hillcrest Heights vacation for longer.
How to find the best Hillcrest Heights package deals?
Use Expedia's filter tool to find some fabulous Hillcrest Heights package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Hillcrest Heights package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Hillcrest Heights vacation as a package?
You can enjoy significant savings on your Hillcrest Heights break by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best 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 score a better deal.
When to book a vacation package to Hillcrest Heights?
Secure incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Hillcrest Heights escape.
Does Expedia offer Book Now, Pay Later Hillcrest Heights vacation packages?
If you're anything like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Hillcrest Heights break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.