Hillcrest Heights Vacations from $211

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The Latest Hillcrest Heights 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 $475, price is now $211 per person
$211
per person
Jan 6 - Jan 11
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

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $897, price is now $230 per person
$230
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip non-stop 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

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $926, price is now $343 per person
$343
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (1,037 reviews)
Room was good size. Had a great view. It was like having a small condo with everything you need. Staff was unbelievably awesome. Marilyn, the front desk who checked us in took care of us throughout the whole duration and was absolutely fantastic. Facility lacked activities for kids but if you want something quiet, safe, and roomy this is the place. Would definitely recommend this place.

Reviewed on Oct 27, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $633, price is now $264 per person
$264
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8/10 Very Good! (1,368 reviews)
Very spacious and clean room.

Reviewed on Oct 26, 2025

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

3.5 out of 5
Vilano Beach
Price was $680, price is now $291 per person
$291
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (589 reviews)
Very friendly staff. A lot of amenities. Cute and peaceful hotel.

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 $211 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.