Hillcrest Heights Vacation Packages

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Top Hillcrest Heights Vacation Deals

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

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
Feb. 22 - Feb. 26
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8/10 Very Good! (4,910 reviews)
NO CLEANING IN THE ROOM, AND GEAT DINING OPTIONS

Reviewed on Jan. 20, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Apr. 7 - Apr. 14
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.4/10 Very Good! (1,000 reviews)
This property is so close to Universal Studios. We have stayed here numerous times and love it. We always get what we ask for in a timely manner and they are alway super friendly. We will be back soon!

Reviewed on Jan. 17, 2025

Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
Save 100% on your flight
per person
Feb. 24 - Mar. 1
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
7.8/10 Good! (309 reviews)
Was our first time visiting this place. I was excited about it because I always wanted to visit it. Place is nice, clean the rooms may need some upgrades, but nothing extreme. I thought that because it is a resort some of the activities were included. We had a great time, but I don’t think we will come back.

Reviewed on Jan. 12, 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
per person
Apr. 7 - Apr. 14
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
7.8/10 Good! (1,478 reviews)
It was amazing, only I didn’t like was feeling forced to sit through timeshare/property ownership presentation.

Reviewed on Jan. 20, 2025

The Tropical Oaks Villa - Near Disney

The Tropical Oaks Villa - Near Disney

4 out of 5
Save 100% on your flight
per person
Apr. 7 - Apr. 14
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
5.4/10 (3 reviews)

Ready to book your vacation to Hillcrest Heights?

 

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Hillcrest Heights Hotel Deals

Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Jan. 27 to Jan. 28
CA $184
CA $207 total
includes taxes & fees
Jan 27 - Jan 28
9.4/10 Exceptional! (671 reviews)
"Good place"

Reviewed on Jan. 16, 2025

Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Jan. 26 to Jan. 27
CA $147
CA $164 total
includes taxes & fees
Jan 26 - Jan 27
7/10 Good! (974 reviews)
"Nice property at a nice price. Friendly staff"

Reviewed on Jan. 19, 2025

Howard Johnson by Wyndham Winter Haven FL
Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Winter Haven, an IHG Hotel
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
Fully refundable
The price is CA $159 per night from Jan. 26 to Jan. 27
CA $159
CA $178 total
includes taxes & fees
Jan 26 - Jan 27
8.8/10 Excellent! (970 reviews)
"Check in was a breeze. Excellent check-in agent"

Reviewed on Jan. 20, 2025

Holiday Inn Winter Haven, an IHG Hotel
See all 397 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Hillcrest Heights vacation package cost?
Offering excellent value package deals from CA $571 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?
You can usually find lower rates and greater availability in January, February and August. Take a look at our cheap Hillcrest Heights vacation packages and you could get some great off-season deals.
How many days is enough for Hillcrest Heights?
Generally, a handful of days is enough to check out the top attractions during your Hillcrest Heights vacation. But if you’d like to have more time to kick back or take day tours, consider extending your itinerary.
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.
How to plan a trip to Hillcrest Heights?

  1. Pick the perfect time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Hillcrest Heights.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to airfares and activities. Your hotel will probably be the largest expense during your trip to Hillcrest Heights.
  3. Decide how long to go away for: Now that you know more about Hillcrest Heights, you can figure out the ideal length of your break. Pull together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Hillcrest Heights vacation package.

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