Highland Park Vacation Packages
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Your Highland Park Vacation
Save time and energy on your travel planning with a Highland Park vacation package. A good neighborhood to base yourself in this vibrant city is Cypress Gardens, which is good for families and much more besides. Bok Tower Gardens, Mountain Lake and KICCO Wildlife Management Area are just some of the many sights worth checking out during your trip to Highland Park. Expedia has what you need to escape your routine. Tailor your vacation to Highland Park to suit your style of travel, whatever that may be!
Top Highland Park Vacation Deals
Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel
Price was CA $1,247, price is now CA $860 per person
CA $860
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,149 reviews)
The hotel has only been around one year and everything was exceptional
Reviewed on Jun 27, 2026
Cedar Cove Resort and Cottages
Price was CA $1,472, price is now CA $1,085 per person
CA $1,085
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (532 reviews)
We stayed for three nights in the Violet room and it was delightful. This place isn’t “fancy” in the modern materialistic sense, but the staff were wonderful, its clean and well maintained for being right on the beach, super quiet, convenient to everything, and best of all, the beachfront is unmatched in its beauty and accessibility.
We visited Bean Point and Coquina Beach, and found that the beachfront right out our door at Cedar Cove is as good as it gets! Highly recommend :)
Reviewed on Jun 26, 2026
Highland Park Hotel Deals
Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard Winter Haven FL
Fully refundable
The price is CA $156 per night from Jul 5 to Jul 6
CA $156
CA $175 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Everything ok!"
Reviewed on Jun 25, 2026
Legoland Florida Hotel
1 Legoland Way Winter Haven FL
The price is CA $464 per night from Jun 29 to Jun 30
CA $464
CA $576 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (149 reviews)
"Kids love this hotel!"
Reviewed on Jun 26, 2026
LEGOLAND Beach Retreat
100 Legoland Way SE Winter Haven FL
The price is CA $226 per night from Jul 7 to Jul 8
CA $226
CA $309 total
Jul 7 - Jul 8
includes taxes & fees
8.8/10 Excellent! (275 reviews)
"My 6 year old really enjoyed the pool with legos and the playground! As an adult I personally think it was a little overpriced for the tiny bungalow you get and the free breakfast was kind of mediocre. But my kid had a blast so that's what matters!"
Reviewed on Jun 27, 2026
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.
What to do in Highland Park
Central Florida Adventure Park - Authentic Dude Ranch Experience
CA $35
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
