Highland City Holidays from £824
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Your Highland City Holiday
With plenty of highlights as well as some hidden gems, this city is best explored with a Highland City holiday 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 organising your ultimate holiday to Highland City today.
Top Highland City Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Reunion Resort & Golf Club
Reunion
£824
per person
5 Dec - 12 Dec
found 1 day ago
Return direct flight included
London (LHR) to Orlando (MCO)
8.8/10 Excellent! (1,618 reviews)
I had to express my disappointment regarding our recent stay. We have enjoyed staying at Reunion Resort for several years but unfortunately, our most recent experience fell far short of our expectations, despite the $69.11 refund provided. We encountered several significant issues.
Pet concerns: My 94 year old mother found two cockroaches in the bathroom. Additionally, as we were leaving for breakfast, we noticed a yellow jacket nest on the ceiling, which we reported to the front desk.
Air conditioning issues: The air conditioning system was malfunctioning. While the second floor rooms were cool, the first floor remained very hot. The unit turned on and off every five minutes throughout the entire night, making it impossible for us to rest.
Given our long-standing loyalty to Reunion Resort, we were very disappointed by these conditions.
Reviewed on 16 Sept 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
£1,062
per person
9 Nov - 16 Nov
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
The unit itself is beautiful. The bedrooms and bathrooms are gorgeous with really nice furnishings. The showers are really nice and each bedroom has an attached bathroom, which is very convenient.
There were a few issues with cleanliness in the unit and the pool. We had stained washcloths in one bathroom, the sofa fabric is pilling and we found several items on the kitchen floor that hadn't been swept up. The pool filter doesn't appear to work well at all. We continually skimmed the pool but there was still dirt and leaves in the bottom of the pool that never went away.
The pictures in the listing show the pool as having an attached hot tub. It does not. It also shows loungers by the pool, but there are none. I did call the front desk to advise them of this. I asked for loungers to be delivered but they will not do that as it seems it's the responsibility of the owners to provide those. They didn't have much to say about the pool not having the hot tub, even though it is advertised as having one so that was disappointing.
The resort lobby is beautiful and check in was fairly easy. The resort pools and hot tubs were very nice as well. The pool bar food and drinks are expensive ($40 for a drink and hummus appetizer) and an automatic 20% gratuity is automatically added to all orders. Something to keep in mind.
Overall, we had a great stay and would definitely do it again, although I would not rent this particular unit the next time.
Reviewed on 14 Sept 2026
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 |
Top hotels in Highland City
Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard Winter Haven FL
Fully refundable
£92
27 Sept - 28 Sept
includes taxes & fees
Legoland Florida Hotel
1 Legoland Way Winter Haven FL
£196
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
£52
8 Oct - 9 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.
What to do in Highland City
Ladies Luncheon Pontoon Tour (Gentleman welcome)
£73
per adult
Winter Haven: Coffee, Tea & Dessert Food Tour
£98
per adult
Frequently asked questions
How much does a Highland City travel package cost?
Starting from an incredible £824, you can handcraft your own Highland City travel package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
If I'm not able to travel, can I cancel my Highland City travel package?
It's difficult to predict what the future holds, so it's good to know that you can cancel or change your Highland City travel package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.
How do I get a cheap travel package to Highland City?
Crafting your own Highland City holiday package with Expedia is a smart way to save. We have over 550 airlines and 1,000,000 hotels globally. With such a huge range to choose from, you'll have no hassles pulling together your next dream adventure.
Does Expedia offer Book Now, Pay Later Highland City holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book your dream getaway without exhausting your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Check out these flexible payment options:
- Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in easy monthly instalments will make that dream holiday possible.
- Pay in instalments holidays: If you'd like to pay for your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: Clicking on the "book now" button is much easier with this option. Put down a small deposit on your holiday and then get on your way.
Where should I stay in Highland City?
Most people who travel to Highland City include Publix Field at Joker Marchant Stadium and Polk Museum of Art on their to-do lists. Why not select a hotel close to one of these great attractions?
What are the top hotels in Highland City?
Hyatt Place Lakeland Centre and Days Inn & Suites by Wyndham Lakeland are two of the most sought-after properties in Highland City. Why not have a look at the amenities and rates at each and then decide?
How far in advance should I book my Highland City holiday?
It depends on the airline, but you can generally compare international airfares on Expedia up to 12 months in advance. While it's generally a good idea to book ahead of time, lucky travellers will occasionally nab a cheaper ticket only weeks before their intended journey.
What does an Expedia Highland City travel package include?
You can select from a combination of rental cars, flights and hotels. Once you've made your booking, you can add activities and experiences. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to creating your ideal Highland City getaway.
What should I know before booking a Highland City travel package?
A travel package can be easier on the hip pocket than individually booking all you need for your adventure. For example, combine your flights, hotels and rental cars and save a tidy sum. Whatever your holiday plans, you're bound to find a package that matches your budget.
Can I choose my airline with a Highland City Expedia travel package?
Yes, definitely. Expedia has more than 550 partner airlines to pick from around the globe. With so much choice, finding the right carrier to take you to Highland City shouldn't be hard.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
