Hillcrest Heights Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Hillcrest Heights Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (5,097 reviews)
I took my two kids for a getaway weekend trip before school starts and we had the best time! My building was at a perfect spot. I was close to the pool area and the water park. I loved that everything was walkable. My kids and I really enjoyed the shops and the Waterpark was so fun! The wave pool was great, along with the water slides and lazy river.. overall, it was a great trip and our room was very nice as well. I definitely recommend.

Reviewed on Jul. 28, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
Awesome stay! Pool is amazing and staff is friendly!

Reviewed on Jul. 27, 2025

ette hotel

ette hotel

5 out of 5
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.8/10 Exceptional! (313 reviews)
Fantastic hotel. Beautiful room, great food, exceptional staff and the smell was phenomenal

Reviewed on Jul. 27, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8/10 Very Good! (1,277 reviews)
The only thing that was a problem was the fact that I wasn't told that I couldn't use the water park unless I was a owner, other than that I love The place

Reviewed on Jul. 27, 2025

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
per person
Oct 11 - Oct 18
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
7/10 Good! (1,959 reviews)
The staff were friendly. Thanks! The elevator was very old. And we had to scan the room card every single time to take the elevator, and I had problems with my card many times with the elevator. My entry light turned on by itself in my room few times for two nights. Also the AC was very loud. :(

Reviewed on Jul. 25, 2025

Ready to book your vacation to Hillcrest Heights?

 

Choose your dates

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
The price is CA $127 per night from Aug 3 to Aug 4
CA $127
CA $143 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Only problem I had was with the curtains closing completely in the corner windows which left us slightly exposed. We worked around it so I still gave it 5 stars."

Reviewed on Jul. 22, 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
The price is CA $174 per night from Jul 30 to Jul 31
CA $174
CA $195 total
Jul 30 - Jul 31
includes taxes & fees
9.6/10 Exceptional! (456 reviews)
"Really great experience, we will stay again"

Reviewed on Jul. 26, 2025

Staybridge Suites Winter Haven Auburndale by IHG
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 $181 per night from Jul 29 to Jul 30
CA $181
CA $203 total
Jul 29 - Jul 30
includes taxes & fees
9.4/10 Exceptional! (907 reviews)
"Pro: updated hotel, smells great, clean, nice beds, fabulous rooms, heated pool was awesome, friendly staff, delicious breakfast, nice lobby, complimentary water, tea and coffee 24 hours, close to attractions. Con: you can hear all the noise from neighbors."

Reviewed on Jul. 24, 2025

Best Western Plus Winter Haven Inn & Suites 
See all 412 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 $684 on Expedia, you'll be pleasantly surprised at how much a vacation to Hillcrest Heights costs! Our packages make travel planning easier and your savings go further.
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 January, February and August. You'll usually find lower rates on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Hillcrest Heights?
Generally, a handful of days is enough to explore the main sights during your Hillcrest Heights vacation. However, if you'd like to have some time to unwind or go on day trips, think about extending your trip.
How to find the best Hillcrest Heights package deals?
Begin your search for a Hillcrest Heights package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Hillcrest Heights package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Hillcrest Heights adventure underway.
Is it cheaper to book a Hillcrest Heights vacation as a package?
You can enjoy significant savings on your next Hillcrest Heights break by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great hotel prices and airfares. 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?
If you're considering an impromptu Hillcrest Heights getaway, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Hillcrest Heights?

  1. Choose when to get away: Check your calendar and get your bags packed. Your favourite time of year and the available activities will also help you decide when to escape to Hillcrest Heights.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and airfares. Your accommodations will likely be the largest expense during your trip to Hillcrest Heights.
  3. Decide your trip length: Think about how long you'd like to spend exploring Hillcrest Heights. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Combine your accommodations and airfare: Once you've settled on your trip dates and duration, book the right Hillcrest Heights vacation package for you.

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