Highland City Holidays from £688

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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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was £1,640, price is now £688 per person
£688
per person
8 Oct - 15 Oct
found 1 day ago
Return flight included
London (LHR) to Orlando (MCO)
8.4/10 Very good! (5,239 reviews)
Recomendado 100%, Limpieza, atención, Ubicación y comodidad excelente.

Reviewed on 3 Aug 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was £1,384, price is now £739 per person
£739
per person
6 Sept - 13 Sept
found 23 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9/10 Wonderful! (1,299 reviews)
Comfortable, clean, and conveniently located. Friendly and helpful staff.

Reviewed on 31 Jul 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 £2,132, price is now £1,222 per person
£1,222
per person
4 Oct - 11 Oct
found 1 day ago
Return flight included
London (LHR) to Orlando (MCO)
9.2/10 Wonderful! (1,008 reviews)
One word: Phenomenal!

Reviewed on 2 Aug 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was £2,410, price is now £1,467 per person
£1,467
per person
22 Sept - 29 Sept
found 1 day ago
Return flight included
London (LON) to Tampa (TPA)
9.2/10 Wonderful! (561 reviews)
The beach was so close! Amazing!

Reviewed on 1 Aug 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was £1,146, price is now £723 per person
£723
per person
10 Sept - 17 Sept
found 1 day ago
Return flight included
London (LGW) to Orlando (MCO)
7.8/10 Good! (561 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 £87 per night from 16 Aug to 17 Aug
£87
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 £269 per night from 30 Aug to 31 Aug
£269
30 Aug - 31 Aug
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 £55 per night from 26 Aug to 27 Aug
£55
26 Aug - 27 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.
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
Orlando: Guided Wildlife Sanctuary Animal Encounter Tour

Orlando: Guided Wildlife Sanctuary Animal Encounter Tour

£29
per adult
Orlando: Guided Wildlife Sanctuary Animal Encounter Tour
Ladies Luncheon Pontoon Tour

Ladies Luncheon Pontoon Tour (Gentleman welcome)

£75
per adult
Ladies Luncheon Pontoon Tour (Gentleman welcome)
See all activities in Highland City

Frequently asked questions

How much does a Highland City travel package cost?
Starting from an incredible £688, 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.