Highland Park Vacations from ￥270,876

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The Latest Highland Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
per person
Sep 19 - Sep 22
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
9.4/10 Exceptional! (1,009 reviews)
Location was clean and felt safe, parking was easy. Bed was comfortable and offered many pillows to fit your preference. Breakfast was simple but good and got the job done. Swimming pool was very small. There are several decent food options nearby.

Reviewed on Aug 7, 2025

Fairfield Inn & Suites by Marriott Tampa Riverview

Fairfield Inn & Suites by Marriott Tampa Riverview

2.5 out of 5
per person
Sep 19 - Sep 22
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
9.4/10 Exceptional! (635 reviews)
From the moment I stepped into this upscale hotel, I was thoroughly impressed. This place was elegant and comfortable, making it feel like a true luxury experience. What set this place apart, though, was the exceptional staff. Every single team member I encountered greeted me warmly with a cheerful “Good morning” or a genuine offer to help. The level of hospitality was beyond accommodating; they made me feel seen, valued, and completely taken care of. The breakfast each morning was another highlight, served hot, fresh, and delicious; it was the perfect start to each day. I can confidently say this hotel exceeded every expectation and delivered a five-star experience in every way.

Reviewed on Aug 4, 2025

La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park

La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park

3 out of 5
Limona Improvement
per person
Sep 19 - Sep 22
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
8.2/10 Very Good! (1,521 reviews)
Overall it was good my kids enjoyed the pool

Reviewed on Aug 4, 2025

Wyndham Garden Tampa Fairgrounds/Casino

Wyndham Garden Tampa Fairgrounds/Casino

2 out of 5
per person
Sep 19 - Sep 22
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
8.6/10 Excellent! (8 reviews)
Clean and appeared new. Check in was fast and so was checkout. I’d stay here again.

Reviewed on Aug 7, 2025

Holiday Inn Express & Suites Ruskin by IHG

Holiday Inn Express & Suites Ruskin by IHG

2.5 out of 5
per person
Sep 19 - Sep 22
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
9.6/10 Exceptional! (1,000 reviews)
The hotel was in the perfect location for our needs! Pool was great! Breakfast was great! Room was clean and comfortable! Staff was very friendly and helpful! We look forward to our next visit!!!

Reviewed on Aug 8, 2025

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 ￥18,661 per night from Aug 18 to Aug 19
￥18,661
￥20,901 total
Aug 18 - Aug 19
includes taxes & fees
9.6/10 Exceptional! (485 reviews)
"Spacious rooms"

Reviewed on Aug 8, 2025

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 ￥13,665 per night from Aug 17 to Aug 18
￥13,665
￥15,305 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Only problem I had was with the curtains closing completely in the corner windows which left us slightly exposed. We worked around it so I still gave it 5 stars."

Reviewed on Jul 22, 2025

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 ￥18,610 per night from Aug 17 to Aug 18
￥18,610
￥20,843 total
Aug 17 - Aug 18
includes taxes & fees
9.4/10 Exceptional! (937 reviews)
"Great location. Great staff.. Clean, modern spacious rooms."

Reviewed on Aug 6, 2025

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

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

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

What to do in Highland Park

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

￥9,807
per traveler
84% of travellers recommend
LEGOLAND® Florida Tickets
Purple Gallinule, a southeastern species, can be observed in our freshwater marshes

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

￥47,999
per traveler
Central Florida Half-Day Private Birding Activity - 2 person max
Horse Petting

Central Florida Adventure Park - Authentic Dude Ranch Experience

￥3,685
per adult
Central Florida Adventure Park - Authentic Dude Ranch Experience
See all activities in Highland Park

Frequently asked questions

How much does a Highland Park vacation package cost?
You can pick up a vacation package to this top destination from ￥270,876 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.