Highland Park Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to SAR 390 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Highland Park Vacation Packages

Highland Park Hotel Deals

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 SAR 514 per night from May 4 to May 5
SAR 514
SAR 576 total
includes taxes & fees
4 May - 5 May
9.4/10 Exceptional! (772 reviews)
"Nice and quiet. Professional staffs."

Reviewed on 7 April 2025

Best Western Plus Winter Haven Inn & Suites 
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 SAR 372 per night from Apr 21 to Apr 22
SAR 372
SAR 420 total
includes taxes & fees
21 Apr - 22 Apr
6.2/10 (760 reviews)
Good value and location for my purposes.
"This hotel was within reasonably close distance to the Lakeland Linder airport where the annual Sun-n-Fun convention is held, which I was attending. The room was remarkably clean relative to what I was expecting for the price and the interior had obviously been refurbished not too long ago. The clientele ..."

Reviewed on 12 April 2025

Stay Inn and Suites
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St, SW, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is SAR 383 per night from Apr 29 to Apr 30
SAR 383
SAR 429 total
includes taxes & fees
29 Apr - 30 Apr
6.8/10 (1,003 reviews)
"The rooms are very clean, nice rooms. Bed are ok,"

Reviewed on 6 April 2025

Howard Johnson by Wyndham Winter Haven FL
See all 1,523 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 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 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.

Discover the most popular places to visit in Highland Park

The 205 foot Neo-gothic 'singing tower' houses a 60-bell carillon – one of about 185 carillons in North America. Designed by Milton B. Medary, he was awarded in 1929 the American Institute of Architects gold medal for this design. #Trovember

Bok Tower Gardens

4.5/5(64 reviews)

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 check out its top-notch restaurants.

Bok Tower Gardens
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
Mr Gator, minding his own business

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