Highland Park Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Highland Park

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 S$187 per night from 1 Dec to 2 Dec
S$187
includes taxes & fees
1 Dec - 2 Dec
9.4/10 Exceptional! (601 reviews)
"Perfect"

Reviewed on 22 Nov,2024

Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is S$154 per night from 27 Nov to 28 Nov
S$154
includes taxes & fees
27 Nov - 28 Nov
6.8/10 (1,003 reviews)
"Property was ok, Should have been more staff at the counter, had to pay a $50 room essential fee, which we got back after the room was checked."

Reviewed on 12 Nov,2024

Howard Johnson by Wyndham Winter Haven FL
Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Winter Haven, an IHG Hotel
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
Fully refundable
The price is S$149 per night from 1 Dec to 2 Dec
S$149
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (1,004 reviews)
"Very nice place clean"

Reviewed on 19 Nov,2024

Holiday Inn Winter Haven, an IHG Hotel
See all 1,586 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.

Frequently asked questions

How much does a Highland Park holiday package cost?
Starting from as low as , a package is your portal to cheaper travel. Custom build your Highland Park getaway by picking from our wide range of flights, hotels and rental cars.
How do I get a cheap travel package to Highland Park?
Secure flights that fit in with your schedule, add a hotel room to your booking and watch the savings stack up with a Highland Park holiday package. It’s as easy as that! From hotels and flights to activities and rental cars, Expedia is where your cheap holiday begins. And with over 550 airlines and 1,000,000 hotel options worldwide to choose from, you won’t be short of choice.
Where should I stay in Highland Park?
A getaway in Highland Park isn’t complete without seeing KICCO Wildlife Management Area. Why not book a hotel close to this interesting attraction?
How far in advance should I book my Highland Park holiday?
Search Expedia to compare international fares as soon as you’ve got your travel dates. In most cases, you can purchase a seat up to 12 months prior to departure. If you don’t see your preferred air carrier, or you’re booking late, fear not. Low prices to Highland Park occasionally appear just weeks before departure.
What does an Expedia Highland Park travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply pick and choose your favourite bundle and get access to incredible deals. Once you’ve made your booking, add on some tours and activities and watch your savings pile up. When it comes to creating your Highland Park escape, you’re in control!
What should I know before booking a Highland Park travel package?
Bundling your bookings into a Highland Park holiday package is the easiest way to organise your trip. Not only that, you’ll save big when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on an activity or a tour?
Can I choose my airline with a Highland Park Expedia holiday package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines worldwide. Our holiday packages give you the freedom to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Highland Park holiday package?
Your situation can change unexpectedly, so yes. You may be able to change or cancel your Highland Park holiday package at no cost within 24 hours of booking. For older bookings, you can still cancel and rebook, but your airline, hotel or car rental company may charge additional fees. Want more information? Have a look at our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

Popular places to visit

Bok Tower Gardens

Bok Tower Gardens

Explore the great outdoors at Bok Tower Gardens, a lovely green space in Lake Wales. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

Bok Tower Gardens
Camp Mack's River Resort Airboat Rides

Camp Mack's River Resort Airboat Rides

Enjoy an outing to Camp Mack's River Resort Airboat Rides during your stay in Lake Wales. Wander the lakeside and gardens in this family-friendly area.

Camp Mack's River Resort Airboat Rides

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

S$89
Per adult
84% of travellers recommend
LEGOLAND® Florida Tickets
Go City: Orlando All-Inclusive Pass with 25+ Attractions

Go City: Orlando All-Inclusive Pass with Kennedy Space Center

S$261
Per adult
84% of travellers recommend
Go City: Orlando All-Inclusive Pass with Kennedy Space Center
One hour Pontoon Boat Cruise of The Chain of Lakes

One hour Historical Wildlife Boat Cruise of The Chain of Lakes

S$35
Per adult
100% of travellers recommend
One hour Historical Wildlife Boat Cruise of The Chain of Lakes
See all activities in Highland Park

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.