Highland City Holidays from £1,077

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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.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was £1,835, price is now £1,077 per person
£1,077
per person
24 Dec - 31 Dec
found 1 day ago
Return direct flight included
London (LHR) to Orlando (MCO)
8.4/10 Very good! (7,259 reviews)
Upon arrival of the room the restroom toilet had poop in it and the washer machine broke in the middle of washing my clothes so I had to remove the soaking wet clothes and take them to another machine outside.

Reviewed on 2 Nov 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was £2,250, price is now £1,081 per person
£1,081
per person
10 Jan - 17 Jan
found 1 day ago
Return flight included
London (LHR) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

CW Resort

CW Resort

4 out of 5
Price was £1,823, price is now £1,141 per person
£1,141
per person
22 Jan - 29 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Tampa (TPA)
9.4/10 Exceptional! (255 reviews)

The Avalon Club

The Avalon Club

4 out of 5
Price was £1,710, price is now £1,152 per person
£1,152
per person
22 Jan - 29 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Tampa (TPA)
9.4/10 Exceptional! (615 reviews)

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Price was £2,670, price is now £1,802 per person
£1,802
per person
22 Dec - 28 Dec
found 23 hours ago
Return direct flight included
Manchester (MAN) to Orlando (MCO)
9/10 Wonderful! (1,213 reviews)

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

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
Fully refundable
The price is £92 per night from 16 Nov to 17 Nov
£92
16 Nov - 17 Nov
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"great place to stay at winter haven"

Reviewed on 1 Nov 2026

Holiday Inn Winter Haven by IHG
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 £58 per night from 9 Nov to 10 Nov
£58
9 Nov - 10 Nov
includes taxes & fees
Days Inn & Suites by Wyndham Lakeland
Howard Johnson by Wyndham Lakeland

Howard Johnson by Wyndham Lakeland

2.5 out of 5
939 W. Robson St. Lakeland FL
Fully refundableReserve now, pay when you stay
The price is £46 per night from 4 Nov to 5 Nov
£46
4 Nov - 5 Nov
includes taxes & fees
Howard Johnson by Wyndham Lakeland
See all 1,458 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Highland City

T-rex

Dinosaur World Plant City

£20
per adult
100% of travellers recommend
Dinosaur World Plant City
Ladies Luncheon Pontoon Tour

Ladies Luncheon Pontoon Tour (Gentleman welcome)

£75
per adult
Ladies Luncheon Pontoon Tour (Gentleman welcome)
Winter Haven: Coffee, Tea & Dessert Food Tour

Winter Haven: Coffee, Tea & Dessert Food Tour

£100
per adult
Winter Haven: Coffee, Tea & Dessert Food Tour
See all activities in Highland City

Frequently asked questions

How much does a Highland City travel package cost?
Starting from an incredible £1,077, 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.