Highland Park Vacations from $708

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Your Highland Park Vacation

Put together a custom vacation package to Highland Park and get ready to experience this exciting city however you like. Consider staying in the neighborhood of Cypress Gardens, which is great for families and lots more. Eager to explore your new surroundings? Bok Tower Gardens, Mountain Lake and Tiger Creek Preserve are three of the most popular places to visit during your trip to Highland Park. No matter your travel plans or the size of your budget, organizing a tailored Highland Park vacation is a walk in the park with Expedia.

The Latest Highland Park Vacation Packages

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
May 26 - Jun 1
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.4/10 Very Good! (1,063 reviews)
Our housekeeper Rosa was very friendly and professional. The whole staff was very friendly.

Reviewed on Apr 22, 2024

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
May 26 - Jun 1
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (1,003 reviews)
A really fun place to stay and play. The Plaza has a cool retro 1950s vibe. Enjoyed the live music, tiki bar and volleyball!

Reviewed on Apr 15, 2024

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
May 23 - May 27
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (282 reviews)
Beautiful, spacial suite perfect for family/friends! Hotel staff is very friendly & accommodating!

Reviewed on Apr 22, 2024

Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Save 100% on your flight
per person
May 23 - May 27
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.4/10 Very Good! (492 reviews)
Liked that beach access is right across street! Many restaurants in walking distance!

Reviewed on Apr 19, 2024

Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Save 100% on your flight
per person
May 23 - May 27
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (442 reviews)
We had a penthouse unit. It was very roomy with walls of glass The only downfall was the tiny one sink bathroom. We considered moving to another hotel just for that reason

Reviewed on Apr 13, 2024

Prices and availability subject to change. Additional terms may apply.

Highland Park Essential Information

Language
English
Currency
U.S dollars
Population
230
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Tiger Creek Preserve, Jump Florida Skydiving and KICCO Wildlife Management Area

Highland Park Hotel Deals

Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Winter Haven, an IHG Hotel
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
Fully refundable
The price is $101 per night from May 5 to May 6
$101
$113 total
includes taxes & fees
May 5 - May 6
8.8/10 Excellent! (936 reviews)
"Great experience . Lovely welcoming staff and dice the first moment hotel staff (Christopher ) wa sun touch with me helping checkin in thank you"

Reviewed on Apr 21, 2024

Holiday Inn Winter Haven, an IHG Hotel
Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
2.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is $139 per night from May 5 to May 6
$139
$155 total
includes taxes & fees
May 5 - May 6
9.2/10 Wonderful! (299 reviews)
LEGOLAND visit
"Great hotel to visit LEGOLAND. Breakfast was perfect, room was clean, and perfect location."

Reviewed on Apr 22, 2024

Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is $95 per night from May 5 to May 6
$95
$107 total
includes taxes & fees
May 5 - May 6
6.8/10 (1,005 reviews)
"To Much Noise At Night 🌙"

Reviewed on Apr 22, 2024

Howard Johnson by Wyndham Winter Haven FL
See all 1,600 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Highland Park vacation package cost?
Starting from as low as $708, a package is your portal to cheaper travel. Custom build your Highland Park getaway by picking from our wide range of flights, hotels and rental cars.
How do I get a cheap travel package to Highland Park?
Secure flights that fit in with your schedule, add a hotel room to your booking and watch the savings stack up with a Highland Park vacation package. It’s as easy as that! From hotels and flights to activities and rental cars, Expedia is where your cheap vacation begins. And with over 550 airlines and 1,000,000 hotel options worldwide to choose from, you won’t be short of choice.
Where should I stay in Highland Park?
A getaway in Highland Park isn’t complete without seeing KICCO Wildlife Management Area. Why not book a hotel close to this interesting attraction?
How far in advance should I book my Highland Park vacation?
Search Expedia to compare international fares as soon as you’ve got your travel dates. In most cases, you can purchase a seat up to 12 months prior to departure. If you don’t see your preferred air carrier, or you’re booking late, fear not. Low prices to Highland Park occasionally appear just weeks before departure.
What does an Expedia Highland Park travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply pick and choose your favorite bundle and get access to incredible deals. Once you’ve made your booking, add on some tours and activities and watch your savings pile up. When it comes to creating your Highland Park escape, you’re in control!
What should I know before booking a Highland Park travel package?
Bundling your bookings into a Highland Park vacation package is the easiest way to organize your trip. Not only that, you’ll save big when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on an activity or a tour?
Can I choose my airline with a Highland Park Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines worldwide. Our vacation packages give you the freedom to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Highland Park vacation package?
Your situation can change unexpectedly, so yes. You may be able to change or cancel your Highland Park vacation package at no cost within 24 hours of booking. For older bookings, you can still cancel and rebook, but your airline, hotel or car rental company may charge additional fees. Want more information? Have a look at our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Highland Park

Image for Bok Tower Gardens

Bok Tower Gardens

4.5/5(64 reviews)

Explore the great outdoors at Bok Tower Gardens, a lovely green space in Lake Wales. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.

Bok Tower Gardens
Image for Lake Kissimmee State Park

Lake Kissimmee State Park

Explore the great outdoors at Lake Kissimmee State Park, a lovely green space in Lake Wales. Wander the lakeside and gardens in this family-friendly area.

Lake Kissimmee State Park
Image for Camp Mack's River Resort Airboat Rides

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

Image for One hour Historical Wildlife Boat Cruise of The Chain of Lakes

One hour Historical Wildlife Boat Cruise of The Chain of Lakes

$27
Per adult
100% of travellers recommend
One hour Historical Wildlife Boat Cruise of The Chain of Lakes
See all activities in Highland Park

Other vacations you might like

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