Highland Park Holidays

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Your Highland Park Holiday

When you book a holiday package to Highland Park, you can relax and enjoy your getaway knowing your travel plans have been worked out ahead of time. Discover the many wonders of this lively city while based in a neighbourhood like Cypress Gardens, which is good for families. You'll want to do some exploring during your trip to Highland Park. Drop by leading attractions such as Bok Tower Gardens, Mountain Lake and Tiger Creek Preserve. A couple of clicks is all it takes to create the ultimate Highland Park holiday on Expedia.

Highland Park Holiday

Highland Park Essential Information

Language
English
Currency
U.S dollars
Population
230
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Jump Florida Skydiving, Tiger Creek Preserve and KICCO Wildlife Management Area

Our pick of the best Highland Park Hotel Deals

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 AU$217 per night from 20 July to 21 July
AU$217
20 July - 21 July
includes taxes & fees
9.6/10 Exceptional! (421 reviews)
"New property - very clean and well organized. Friendly helpful reception staff and considerate room cleaning teams. We extended our stay and it was easily transitioned. We would stay again and probably will as we are moving to this area."

Reviewed on 11 Jul. 2025

Staybridge Suites Winter Haven Auburndale by IHG
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 AU$158 per night from 3 Aug to 4 Aug
AU$158
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Everything nice"

Reviewed on 5 Jul. 2025

Holiday Inn Winter Haven 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 AU$203 per night from 14 July to 15 July
AU$203
14 July - 15 July
includes taxes & fees
9.4/10 Exceptional! (879 reviews)
"The hotel is walkable distance from Legoland so we saved money on park parking. Close restaurants and food options. The breakfast that was included had multiple options. The only complaint would be not enough water pressure in the shower, but everything else was perfect."

Reviewed on 10 Jul. 2025

Best Western Plus Winter Haven Inn & Suites 
See all 1,559 properties in Highland Park
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 Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

What to do in Highland Park

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

AU$131
per traveller
84% of travellers recommend
LEGOLAND® Florida Tickets
Ladies Luncheon Pontoon Tour

Ladies Luncheon Pontoon Tour (Gentleman welcome)

AU$153
per adult
Ladies Luncheon Pontoon Tour (Gentleman welcome)
Bamboo Dune Buggy Tour

Bamboo Dune Buggy Tour

AU$108
per adult
78% of travellers recommend
Bamboo Dune Buggy Tour
See all activities in Highland Park

Frequently asked questions

How much does a Highland Park holiday package cost?
You can pick up a holiday package to this top destination on Expedia. However, how much your holiday to Highland Park costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Highland Park?
January, February and July are great times to search for cheap Highland Park holiday packages. Choosing to travel in less busy months means you can generally find lower prices on hotels and flights.
How many days is enough for Highland Park?
With a well-organised schedule, you can easily tick off the most popular Highland Park attractions in a handful of days. But if you prefer to discover hidden spots or go on day tours, consider booking your Highland Park holiday for longer.
How to find the best Highland Park package deals?
Start your search for a Highland Park package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Highland Park package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Highland Park getaway off to a flying start.
Is it cheaper to book a Highland Park holiday as a package?
You can enjoy significant savings on your next Highland Park break by booking a customised holiday package. Click on the "Package" heading, then enter your travel dates and destination to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Highland Park?
If you're considering an impromptu Highland Park trip, 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 find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Highland Park?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Highland Park.
  2. Set your budget: Consider expenses like flights, food and transportation when calculating how much to save for your trip to Highland Park. Then, pick a property that works with your budget, whether that's a wallet-friendly option or a high-end retreat.
  3. Decide how long to go for: Now that you're up to speed on Highland Park, you can work out the perfect length of your holiday. Put together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Highland Park holiday package that brings all your bookings together.

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