Highland Park Holidays

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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$234 per night from 9 Mar to 10 Mar
S$234
includes taxes & fees
9 Mar - 10 Mar
9.4/10 Exceptional! (712 reviews)
"Very close to legoland"

Reviewed on 15 Feb,2025

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$166 per night from 23 Feb to 24 Feb
S$166
includes taxes & fees
23 Feb - 24 Feb
6.8/10 (1,002 reviews)
"Room was spacious. Only drawback was the need of light over the table. Overall good time."

Reviewed on 18 Feb,2025

Howard Johnson by Wyndham Winter Haven FL
Stay Inn and Suites
Stay Inn and Suites
2 out of 5
1035 North Broadway Avenue, Bartow, FL
Fully refundableReserve now, pay when you stay
The price is S$150 per night from 21 Feb to 22 Feb
S$150
includes taxes & fees
21 Feb - 22 Feb
6.2/10 (704 reviews)
"Everything... except the bed was too hard"

Reviewed on 9 Feb,2025

Stay Inn and Suites
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?
You can pick up a holiday package to this top destination on Expedia. However, how much your holiday to Highland Park costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Highland Park?
January, February and July are great times to search for cheap Highland Park holiday packages. Choosing to travel in less busy months means you can generally find lower prices on hotels and flights.
How many days is enough for Highland Park?
With a well-organised schedule, you can easily tick off the most popular Highland Park attractions in a handful of days. But if you prefer to discover hidden spots or go on day tours, consider booking your Highland Park holiday for longer.
How to find the best Highland Park package deals?
Start your search for a Highland Park package deal by entering your destination and travel dates under our “Packages” tab. Then add some filters, like “Property type” and “Amenities,” to tailor the results to your exact needs. You can also sort by “Package discount” and discover offers that come with unbeatable savings. If you don’t find the perfect Highland Park package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Highland Park getaway off to a flying start.
Is it cheaper to book a Highland Park holiday as a package?
You can enjoy significant savings on your next Highland Park break by booking a customised holiday package. Click on the “Package” heading, then enter your travel dates and destination to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Highland Park?
If you’re considering an impromptu Highland Park trip, check out our last-minute deals that can be booked up to one week before you go. Don’t want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Highland Park?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Highland Park.
  2. Set your budget: Consider expenses like flights, food and transportation when calculating how much to save for your trip to Highland Park. Then, pick a property that works with your budget, whether that’s a wallet-friendly option or a high-end retreat.
  3. Decide how long to go for: Now that you’re up to speed on Highland Park, you can work out the perfect length of your holiday. Put together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that’s left is to choose a Highland Park holiday package that brings all your bookings together.

Popular places to visit

What to do 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.