Highland Park Holidays from £841

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Your Highland Park Holiday

Save time and energy on your travel planning with a Highland Park holiday package. A good neighbourhood to base yourself in this vibrant city is Cypress Gardens, which is good for families and much more besides. Bok Tower Gardens, Mountain Lake and KICCO Wildlife Management Area are just some of the many sights worth checking out during your trip to Highland Park. Expedia has what you need to escape your routine. Tailor your holiday to Highland Park to suit your style of travel, whatever that may be!

Top Highland Park Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Tampa (TPA)
9.6/10 Exceptional! (574 reviews)
This property was very clean and staff very polite an amazing experience thank you

Reviewed on 17 Aug 2025

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Tampa (TPA)
9.4/10 Exceptional! (2,470 reviews)
pool was small food is expensive no car parking (you have to pay 40$ daily) everything else was good

Reviewed on 17 Aug 2025

La Tortuga

La Tortuga

4 out of 5
Pass-a-Grille
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Tampa (TPA)
9/10 Wonderful! (29 reviews)
Very beautiful. Quiet. Easy check in/ out. Would stay again. Only complaint is walls are thin, can hear your neighbors.

Reviewed on 11 Apr 2025

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
per person
26 Sept - 3 Oct
found 1 day ago
Return flight included
London (LHR) to Tampa (TPA)
8.2/10 Very Good! (1,345 reviews)
Plenty of food options, comfortable and clean.

Reviewed on 17 Aug 2025

The Don CeSar

The Don CeSar

4 out of 5
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Tampa (TPA)
9/10 Wonderful! (1,002 reviews)
Room had issues with air conditioner and after second day they wanted to move me to another room but for us was too much picking and moving so they solved only by offering $200 credit witch I think wasn’t enough for the inconvenience

Reviewed on 17 Aug 2025

Highland Park Essential Information

Language
English
Currency
U.S dollars
Population
230
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Jump Florida Skydiving, Tiger Creek Preserve and KICCO Wildlife Management Area

Top hotels in Highland Park

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW, Winter Haven, FL
Fully refundable
The price is £105 per night from 20 Aug to 21 Aug
£105
20 Aug - 21 Aug
includes taxes & fees
9.6/10 Exceptional! (505 reviews)
"It was very good"

Reviewed on 17 Aug 2025

Staybridge Suites Winter Haven Auburndale by IHG
Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is £96 per night from 19 Aug to 20 Aug
£96
19 Aug - 20 Aug
includes taxes & fees
9.4/10 Exceptional! (948 reviews)
"Room was spacious and clean. Breakfast was good. Very close to Legoland. Staff was great"

Reviewed on 15 Aug 2025

Best Western Plus Winter Haven Inn & Suites 
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 £77 per night from 24 Aug to 25 Aug
£77
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Excellent hotel
"This holiday Inn property was wonderful. Checkin was simple ,easy and I was given free food vouchers for my daughter for breakfast and dinner (with 1 adult paying adult. The breakfast was a full breakfast with all variety of items;Well worth it. Our room was clean and very spacious (1king bed & daybed ..."

Reviewed on 6 Aug 2025

Holiday Inn Winter Haven by IHG
See all 1,552 properties in Highland Park
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.
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Popular places to visit

Bok Tower Gardens

Bok Tower Gardens

Bok Tower Gardens is just one of the places to see in Lake Wales, so why not enjoy the other things to explore during your travels? Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

Bok Tower Gardens

Jump Florida Skydiving

Catch an event at Jump Florida Skydiving during your trip to Lake Wales. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

Jump Florida Skydiving

What to do in Highland Park

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

£56
per traveller
84% of travellers recommend
LEGOLAND® Florida Tickets
Ladies Luncheon Pontoon Tour

Ladies Luncheon Pontoon Tour (Gentleman welcome)

£74
per adult
Ladies Luncheon Pontoon Tour (Gentleman welcome)
Purple Gallinule, a southeastern species, can be observed in our freshwater marshes

Central Florida Half-Day Private Birding Activity - 2 person max

£239
per traveller
Central Florida Half-Day Private Birding Activity - 2 person max
See all activities in Highland Park

Frequently asked questions

Why should I book my Highland Park holiday with Expedia?
Expedia has you covered for every aspect of your upcoming Highland Park getaway. You'll always get the best prices around, but when you bundle your accommodation, airfares and/or car hire into a holiday package, you'll score even bigger savings. Want to really make the most of your break? Add some awesome tours and activities to your package. Expedia offers flexible cancellation policies on most bookings, so there's no need to worry if your travel plans change. Head over to our Customer Service Portal link to find out more.
When is the best time of year to holiday in Highland Park?
Peak season falls in January, February and March and is a thrilling time to visit — but be prepared for bigger crowds and longer queues. May, June and July are typically quieter times of the year. With average daytime temperatures of 16ºC, January is the coolest month in Highland Park. The warmest time of year is June, when you can expect average temperatures of 27ºC during the day. Whatever the weather conditions, you'll discover plenty of things to keep you occupied here.
What is the top hotel for my holiday in Highland Park?
Offering lots of amenities and a cosy place to stay, Budget Inn will make the ideal base for your Highland Park getaway.
How do I get a cheap holiday to Highland Park?
If you love amazing deals, bundle your bookings into a Highland Park holiday. Whether you're searching for hotels, flights, day tours or hire cars, you can browse and book them all in one place. You'll have ample choice at your fingertips as well. Expedia has more than 400 airlines and 321,000 hotel options around the world to choose from. Fly with who you want, stay where you like and save a tidy sum — now that's the ideal getaway! Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Highland Park holiday?
Offering must-see tourist attractions such as Bok Tower Gardens and Eagle Ridge Mall, a holiday in Highland Park is packed with exciting things to do and see. Mountain Lake and Jump Florida Skydiving are two other sights worth exploring.
Do I need a visa for my Highland Park holiday?
Official government websites have all the information you need on visa requirements, application procedures and necessary documentation. Your nationality and reason for visiting, whether it be for work or pleasure, will determine if you need a visa for Highland Park. Also check that your passport is up to date and has a minimum of six months validity remaining beyond the date of your intended return. Do all your travel planning well ahead of time to avoid any last-minute surprises.
What should I wear on my Highland Park holiday?
Do a little research into the types of things people in Highland Park wear, and maybe even look up social media fashion pages for inspiration. Whatever your look, aim to create a versatile wardrobe filled with pieces that suit your destination and show off your personal style. Daytime temperatures during January, Highland Park's coolest month, average 16ºC. June marks this destination's warmest month when average temperatures reach 27ºC. Our advice? Take the guesswork out of what to pack and check the local weather forecast.
What does an Expedia Highland Park holiday include?
Choose from a combination of hire cars, flights and hotels. Once you've made your booking, add some tours and activities. Want to pick your fare class? That's also easy to do. The choice is yours when it comes to planning your dream Highland Park getaway. Expedia allows you the flexibility and freedom to tailor the holiday you've always wanted, your way.
Does Expedia offer Book Now, Pay Later Highland Park holidays?
Yes, we do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply select the payment plan best suited to your needs during the checkout process and take away the stress of budgeting for your trip. Don't forget to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna can help. Paying in convenient monthly instalments will make that dream holiday possible.
  • No-deposit holidays: Hitting the "book now" button is much easier with this plan. With no upfront fee for your getaway, you can Book Now, Pay Later and start working on your travel itinerary.

Can I choose my airline with a Highland Park Expedia holiday?
You sure can. We offer more than 400 partner airlines worldwide, so choose the carrier that's a good fit for your budget needs.

* 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.