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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $1,229, price is now CA $859 per person
CA $859
per person
Jun 15 - Jun 18
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (846 reviews)
We enjoyed the pool area. Hotel was very quite, and very clean

Reviewed on Mar 24, 2026

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Price was CA $1,969, price is now CA $1,318 per person
CA $1,318
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
2/10 (4 reviews)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was CA $1,642, price is now CA $1,137 per person
CA $1,137
per person
May 1 - May 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (5,126 reviews)
The room was very clean and well presented. The gym was also very well equipped and was great to workout in. The place has a very modern and clean feel. The staff were very friendly and helpful. Would definitely stay there again.

Reviewed on Mar 25, 2026

Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Palm River-Clair Mel
Price was CA $2,262, price is now CA $1,573 per person
CA $1,573
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
2/10 (3 reviews)
South Beach Oceanfront Resort

South Beach Oceanfront Resort

3 out of 5
Sunshine Beach
Price was CA $2,074, price is now CA $1,463 per person
CA $1,463
per person
May 7 - May 14
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (1,130 reviews)
The room was spotless! The staff were very friendly! This is our fourth trip, and we will be returning!

Reviewed on Feb 11, 2026

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Highland Park Hotel Deals

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Apr 1 to Apr 2
CA $152
CA $170 total
Apr 1 - Apr 2
includes taxes & fees
7.2/10 Good! (1,008 reviews)
Clean, comfortable bed, and a hot shower

Reviewed on Mar 25, 2026

Howard Johnson by Wyndham Winter Haven FL
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 CA $193 per night from Mar 29 to Mar 30
CA $193
CA $216 total
Mar 29 - Mar 30
includes taxes & fees
9.4/10 Exceptional! (1,185 reviews)
Clean was spacious and clean. Breakfast had a large selection for everyone to find something to eat. Also, very close to entrance of Legoland.

Reviewed on Mar 25, 2026

Best Western Plus Winter Haven Inn & Suites 
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
The price is CA $427 per night from Apr 26 to Apr 27
CA $427
CA $532 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (93 reviews)
Legoland was the best decision we ever made. If it weren’t for them our vacation would have been absolutely ruined. Expedia completely screwed up our bookings. We arrived after a an entire day of airports. Staff couldn’t have been better. The next day we woke up to a phenomenal breakfast only to ...

Reviewed on Mar 24, 2026

Legoland Florida Hotel
See all 1,507 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.
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Discover the most popular places to visit in Highland Park

Spanish moss hanging from trees at Lake Kissimmee Park, Florida.

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
Grand Hotel

Grand Hotel

Find out about the history of Lake Wales when you take a trip to Grand Hotel. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Grand Hotel

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

What to do in Highland Park

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

CA $53
per traveller
86% of travellers recommend
LEGOLAND® Florida Tickets
See all activities in Highland Park

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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.