Highland Park Vacations

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Find the Best Highland Park Vacation Packages

Highland Park Hotel Deals

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 NT$3,799 per night from Aug 26 to Aug 27
NT$3,799
NT$4,255 total
Aug 26 - Aug 27
includes taxes & fees
9.6/10 Exceptional! (496 reviews)
"This was a great property! Highly recommend! The whole building was very clean"

Reviewed on 2025/8/11

Staybridge Suites Winter Haven Auburndale by IHG
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 NT$2,790 per night from Aug 28 to Aug 29
NT$2,790
NT$3,125 total
Aug 28 - Aug 29
includes taxes & fees
8.8/10 Excellent! (1,002 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 2025/8/6

Holiday Inn Winter Haven 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 NT$3,611 per night from Aug 26 to Aug 27
NT$3,611
NT$4,044 total
Aug 26 - Aug 27
includes taxes & fees
9.4/10 Exceptional! (946 reviews)
"Exelent"

Reviewed on 2025/8/12

Best Western Plus Winter Haven Inn & Suites 
See all 1,546 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.

Discover the most popular places to visit in Highland Park

Great place to get away from the concrete jungle in Florida. Kissimmee state park has great camp sites and canoeing! #FloridaCamping #Adventure #nature #green #weekendgetaway

Lake Kissimmee State Park

You can take time to visit Lake Kissimmee State Park during your travels to Lake Wales. Wander the lakeside and gardens in this family-friendly area.

Lake Kissimmee State Park

Mountain Lake

Enjoy a round of golf in Lake Wales at Mountain Lake. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Mountain Lake

Eagle Ridge Mall

You can search for that perfect souvenir at Eagle Ridge Mall during your stay in Lake Wales. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Eagle Ridge Mall

Frequently asked questions

How much does a Highland Park vacation package cost?
You can pick up a vacation package to this top destination on Expedia. However, how much your vacation 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 vacation 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-organized 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 vacation 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 vacation as a package?
You can enjoy significant savings on your next Highland Park break by booking a customized vacation 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 vacation 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 vacation. 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 vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.