Highland City Vacations from $302
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Highland City Vacation
With plenty of highlights as well as some hidden gems, this city is best explored with a Highland City vacation package. Find a place to stay in Downtown Lakeland, which is good for shopping, bars and pubs and cafes. A trip to Highland City is a great opportunity to do a bit of sightseeing. Check out big-name attractions such as The Circle B Bar Reserve, The Club at Eaglebrooke and Horney Park. Check out Expedia's wide range of travel options and start organizing your ultimate vacation to Highland City today.
The Latest Highland City vacation packages
Price found within the past 48 hours. Click for updated prices.
WorldQuest Orlando Resort
$545
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very Good! (4,085 reviews)
We stayed here one night so it was fine for our party of four. Had booked a 2/2 but they changed us to 3/2. The unite was fully stocked and the AC worked well. However, it is a bit run down in the sense that you could tell there has been high traffic and visible wear and tear. Minor things but don't expect brand new.
One note is the main bedroom was in the back of the unit, but the smaller bedrooms had big windows to the main hallway. This made me a bit uneasy as we were traveling with kids, but not huge deal since they were older.
Definitely a deal for the space and kitchen (even pots and pans) and the location was central.
Reviewed on Aug 4, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
$410
per person
Sep 15 - Sep 19
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9/10 Wonderful! (1,299 reviews)
The property was very clean and close to universal citywalk which was great!
Reviewed on Aug 7, 2026
The Delaney Hotel
South Orange
$563
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9.6/10 Exceptional! (1,178 reviews)
We had a great stay at this hotel. The room was clean, comfortable, and well maintained, and the staff was friendly and welcoming. The location was also very convenient, making it easy to get around and enjoy the area.
Overall, it was a very pleasant experience and a good value for the price. I would definitely recommend this hotel and would be happy to stay here again.
Reviewed on Aug 7, 2026
Don't see what you're looking for?
See all available trips from Columbus to Highland City
View all tripsHighland City Hotel Deals
Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard Winter Haven FL
Fully refundableReserve now, pay when you stay
$84 nightly
$94 total
Sep 6 - Sep 7
Total with taxes and fees
Legoland Florida Hotel
1 Legoland Way Winter Haven FL
$264 nightly
$296 total
Aug 31 - Sep 1
Total with taxes and fees
Days Inn & Suites by Wyndham Lakeland
4502 N Socrum Loop Rd Lakeland FL
Fully refundableReserve now, pay when you stay
$65 nightly
$72 total
Aug 31 - Sep 1
Total with taxes and fees
8.6/10 Excellent! (423 reviews)
"One of the most disappointing parts of our stay was when I asked if it was possible to change the date of one of our reserved nights\. It was simply a date mistake, not a cancellation, and we were still planning to stay at the hotel\. Unfortunately, the initial response was an immediate “no,” with ..."
Reviewed on Aug 6, 2026
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.
Find the Best Highland City Vacation Packages
Highland City Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 10,800 |
Top Sights | Sun N Fun Air Museum, Florida Air Museum and Polk Museum of Art |
More vacations you might like
Frequently asked questions
How much does a Highland City vacation package cost?
Offering great value package deals from $302 on Expedia, you'll be pleasantly surprised at how much a vacation 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?
You can generally find lower prices and better availability in May, June and July. Check out our cheap Highland City vacation packages and you could land some great off-season discounts.
How many days is enough for Highland City?
With a well-planned schedule, you can easily tick off the top Highland City attractions in a few days. But if you'd like to discover hidden gems or take day trips, consider booking your Highland City vacation for longer.
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 vacation as a package?
An Expedia vacation 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 vacation 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.
Does Expedia offer Book Now, Pay Later Highland City vacation packages?
Secure your dream trip to Highland City with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
