Highland City Holidays from AU$349
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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.
Club Wyndham Bonnet Creek
AU$756
per person
14 Nov - 17 Nov
found 1 day ago
Return flight included
Washington (DCA) to Orlando (MCO)
9.2/10 Wonderful! (1,009 reviews)
Had a great stay! The suite was spacious, clean, and comfortable! The lazy rivers and pools were awesome! Great location! Would highly recommend!
Reviewed on 15 Sept 2026
Hilton Orlando Lake Buena Vista - Disney Springs® Area
AU$531
per person
14 Nov - 17 Nov
found 1 day ago
Return flight included
Washington (DCA) to Orlando (MCO)
8.6/10 Excellent! (1,727 reviews)
Our stay was fine, room was clean and the hotel is conveniently located. However, the $41 resort fee is ridiculous (seeing as this is not a resort) and overnight parking fee is $38 per night!! Also, the gate was broken. We had to continuously call for assistance and sometimes it got backed up with a few cars. The gate did not work once during our trip.
Reviewed on 15 Sept 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
200 Cypress Gardens Boulevard Winter Haven FL
Fully refundable
AU$174
27 Sept - 28 Sept
includes taxes & fees
Legoland Florida Hotel
1 Legoland Way Winter Haven FL
AU$370
22 Sept - 23 Sept
includes taxes & fees
8.6/10 Excellent! (197 reviews)
"Hotel itself was fine, no issues there. The front desk staff, on the other hand, was awful. There were 3-4 of them all much more interested in talking to each other, seemed annoyed to even greet me, couldn't answer a simple question (I asked where the breakfast was, the staff member said there was ..."
Reviewed on 16 Sept 2026
Days Inn & Suites by Wyndham Lakeland
4502 N Socrum Loop Rd Lakeland FL
Fully refundableReserve now, pay when you stay
AU$98
7 Oct - 8 Oct
includes taxes & fees
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 Highland City holiday package cost?
Offering great value package deals from AU$349 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?
- 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.
- 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.
- 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.
- 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.
