Hillcrest Heights Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Hillcrest Heights

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 S$134 per night from 10 Aug to 11 Aug
S$134
10 Aug - 11 Aug
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 22 Jul, 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 S$183 per night from 3 Aug to 4 Aug
S$183
3 Aug - 4 Aug
includes taxes & fees
9.6/10 Exceptional! (464 reviews)
"We truly enjoyed our stay here. The staff was phenomenal. The rooms are immaculate and very spacious. We loved the pool, although if I may suggest one thing, it would be a no smoking sign in the pool area. I’m from out of town and I know things are done differently in FL, but it kind of bothered ..."

Reviewed on 29 Jul, 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 S$189 per night from 3 Aug to 4 Aug
S$189
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (923 reviews)
Best Hotel
"The hotel was amazing, it was a beautiful stay. The room was perfect and the staff was friendly and helpful. Breakfast was the best and had a wide variety of favorites to choose from."

Reviewed on 30 Jul, 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.

Frequently asked questions

How much does a Hillcrest Heights holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday 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 holiday 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 holiday. 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 holiday package as early as possible.
Is it cheaper to book a Hillcrest Heights holiday as a package?
You can enjoy significant savings on your Hillcrest Heights break by booking a tailored holiday 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 holiday 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, favourite 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 personalised Hillcrest Heights holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.