Highland Park Holidays from AU$5,447

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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.

The Latest Highland Park Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
per person
7 Jan - 11 Jan
found 2 hours ago
Return flight included
Darwin (DRW) to Tampa (TPA)
9/10 Wonderful! (3,601 reviews)
Very clean and modern.

Reviewed on 22 Nov. 2024

Carlisle Inn

Carlisle Inn

3.5 out of 5
Pinecraft
per person
7 Jan - 11 Jan
found 2 hours ago
Return flight included
Darwin (DRW) to Tampa (TPA)
10/10 Exceptional! (1,611 reviews)
The hotel was absolutely fantastic, The staff are very friendly and happy and nothing is too much trouble. The room we had was lovely very clean with lots of space loved the separate dressing room. Breakfast was very good the doughnuts were absolutely delicious. There is a restaurant & bakery in front of the hotel which was very good too. While we were there was an issue with the pool as it was closed and waiting for a part to fix it, Although it was beyond the hotels control it was an issue for us but they were very accommodating and we were compensated for the trouble. Will definitely be staying again.

Reviewed on 23 Nov. 2024

Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
per person
7 Jan - 11 Jan
found 2 hours ago
Return flight included
Darwin (DRW) to Tampa (TPA)
9/10 Wonderful! (1,052 reviews)
Love the stay. Regina at the front desk is so helpful and pleasant. Will revisit

Reviewed on 23 Nov. 2024

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
per person
7 Jan - 11 Jan
found 2 hours ago
Return flight included
Darwin (DRW) to Tampa (TPA)
8.2/10 Very Good! (1,153 reviews)
Great place to stay with a family! Lots of structured activities and wonderful beaches and pool!

Reviewed on 24 Nov. 2024

Hyatt Regency Sarasota

Hyatt Regency Sarasota

4 out of 5
Central Sarasota
per person
7 Jan - 11 Jan
found 2 hours ago
Return flight included
Darwin (DRW) to Tampa (TPA)
8.2/10 Very Good! (1,005 reviews)
Very clean and upscale. All staff very courteous and friendly.

Reviewed on 21 Nov. 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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

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$213 per night from 1 Dec to 2 Dec
AU$213
includes taxes & fees
1 Dec - 2 Dec
9.4/10 Exceptional! (600 reviews)
"Great hotel."

Reviewed on 21 Nov. 2024

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 AU$176 per night from 27 Nov to 28 Nov
AU$176
includes taxes & fees
27 Nov - 28 Nov
6.8/10 (1,003 reviews)
"Property was ok, Should have been more staff at the counter, had to pay a $50 room essential fee, which we got back after the room was checked."

Reviewed on 12 Nov. 2024

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 AU$170 per night from 1 Dec to 2 Dec
AU$170
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (1,004 reviews)
"Very nice place clean"

Reviewed on 19 Nov. 2024

Holiday Inn Winter Haven, an IHG Hotel
See all 1,582 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

Frequently asked questions

How much does a Highland Park holiday package cost?
Starting from as low as AU$5,447, a package is your portal to cheaper travel. Custom build your Highland Park getaway by picking from our wide range of flights, hotels and rental cars.
How do I get a cheap travel package to Highland Park?
Secure flights that fit in with your schedule, add a hotel room to your booking and watch the savings stack up with a Highland Park holiday package. It’s as easy as that! From hotels and flights to activities and rental cars, Expedia is where your cheap holiday begins. And with over 550 airlines and 1 000 000 hotel options worldwide to choose from, you won’t be short of choice.
Where should I stay in Highland Park?
A getaway in Highland Park isn’t complete without seeing KICCO Wildlife Management Area. Why not book a hotel close to this interesting attraction?
How far in advance should I book my Highland Park holiday?
Search Expedia to compare international fares as soon as you’ve got your travel dates. In most cases, you can purchase a seat up to 12 months prior to departure. If you don’t see your preferred air carrier, or you’re booking late, fear not. Low prices to Highland Park occasionally appear just weeks before departure.
What does an Expedia Highland Park travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply pick and choose your favourite bundle and get access to incredible deals. Once you’ve made your booking, add on some tours and activities and watch your savings pile up. When it comes to creating your Highland Park escape, you’re in control!
What should I know before booking a Highland Park travel package?
Bundling your bookings into a Highland Park holiday package is the easiest way to organise your trip. Not only that, you’ll save big when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on an activity or a tour?
Can I choose my airline with a Highland Park Expedia holiday package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines worldwide. Our holiday packages give you the freedom to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Highland Park holiday package?
Your situation can change unexpectedly, so yes. You may be able to change or cancel your Highland Park holiday package at no cost within 24 hours of booking. For older bookings, you can still cancel and rebook, but your airline, hotel or car rental company may charge additional fees. Want more information? Have a look at our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

What to do in Highland Park

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

AU$105
Per adult
84% of travellers recommend
LEGOLAND® Florida Tickets
Go City: Orlando All-Inclusive Pass with 25+ Attractions

Go City: Orlando All-Inclusive Pass with Kennedy Space Center

AU$306
Per adult
84% of travellers recommend
Go City: Orlando All-Inclusive Pass with Kennedy Space Center
Orlando Paintball Experience

Orlando Paintball Experience

AU$39
Per adult
Orlando Paintball Experience
See all activities in Highland Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.