Highland City Holidays from AU$1,740

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Your Highland City Holiday

When a city getaway is calling, answer it with a Highland City holiday package. The neighbourhood of Downtown Lakeland, which is good for shopping, bars and pubs and cafes, makes a wonderful base for your adventures. Fill your days with visits to The Circle B Bar Reserve, Southgate Shopping Centre and Horney Park, some of the top attractions you simply have to see during your trip to Highland City. A few quick clicks is all it takes to create your ideal Highland City holiday on Expedia.

The Latest Highland City Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was AU$2,012, price is now AU$1,740 per person
AU$1,740
per person
8 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (3,741 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was AU$4,078, price is now AU$2,913 per person
AU$2,913
per person
15 Sept - 20 Sept
found 20 hours ago
Return flight included
Adelaide (ADL) to Orlando (MCO)
9.2/10 Wonderful! (1,008 reviews)
One word: Phenomenal!

Reviewed on 2 Aug 2026

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Price was AU$5,036, price is now AU$4,132 per person
AU$4,132
per person
15 Sept - 20 Sept
found 20 hours ago
Return flight included
Adelaide (ADL) to Orlando (MCO)
9.6/10 Exceptional! (740 reviews)
Despite the extremely annoying check in process, we enjoyed the flats at Evermore. It was a nice space to accommodate us all.

Reviewed on 2 Aug 2026

Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

3.5 out of 5
Price was AU$2,824, price is now AU$2,510 per person
AU$2,510
per person
15 Sept - 20 Sept
found 20 hours ago
Return flight included
Adelaide (ADL) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)

Galleria Palms Hotel

Galleria Palms Hotel

2.5 out of 5
Price was AU$2,439, price is now AU$2,168 per person
AU$2,168
per person
15 Sept - 20 Sept
found 20 hours ago
Return flight included
Adelaide (ADL) to Orlando (MCO)
9/10 Wonderful! (3,759 reviews)
Sin duda lo volviera a repetir.

Reviewed on 2 Aug 2026

Highland City Holiday

Highland City Essential Information

Language
English
Currency
U.S dollars
Population
10,800
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Sun N Fun Air Museum, Florida Air Museum and Polk Museum of Art

Our pick of the best Highland City 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 AU$168 per night from 16 Aug to 17 Aug
AU$168
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"Friendly staff! Clean rooms. Breakfast was pretty good! Legosworth was super cool!"

Reviewed on 2 Aug 2026

Holiday Inn Winter Haven by IHG
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
The price is AU$517 per night from 3 Sept to 4 Sept
AU$517
3 Sept - 4 Sept
includes taxes & fees
8.6/10 Excellent! (174 reviews)
"El personal no fue agradable , deben mejorar en eso , ser atentos y pendientes de los huéspedes"

Reviewed on 2 Aug 2026

Legoland Florida Hotel
Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland

2.5 out of 5
4502 N Socrum Loop Rd Lakeland FL
Fully refundableReserve now, pay when you stay
The price is AU$108 per night from 24 Aug to 25 Aug
AU$108
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (415 reviews)
"Customer service"

Reviewed on 2 Aug 2026

Days Inn & Suites by Wyndham Lakeland
See all 1,474 properties in Highland City
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.
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Frequently asked questions

How much does a Highland City holiday package cost?
Offering great value package deals from AU$1,740 on Expedia, you'll be pleasantly surprised at how much a holiday to Highland City costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Highland City?
January, February and August are great times to search for cheap Highland City holiday packages. Travelling in quieter periods means you can generally find reduced prices on accommodation and flights.
How many days is enough for Highland City?
The ideal duration for your Highland City holiday depends on what you'd like to see. Usually, a few days to a week will give you enough time to hit all the main attractions and discover some hidden gems along the way.
How to find the best Highland City package deals?
Start your search for a Highland City package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Highland City 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 Highland City adventure off to a flying start.
Is it cheaper to book a Highland City holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking hotels and flights separately. Better still, you can tailor your Highland City escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Highland City?
If you're planning an impromptu Highland City adventure, browse 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 amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Highland City?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Highland City.
  2. Plan your budget wisely: Besides the cost of your stay, you'll need to factor in other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that may come up during your trip to Highland City.
  3. Decide how long to go away for: Now that you're more familiar with Highland City, you can figure out the right length of your break. Pull together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your accommodation and airfare: Once you've settled on your travel dates and duration, book the ideal Highland City holiday package for you.

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