Deals on vacations and trips to Highland Park

Save when you book Highland Park package deals

Choose two or more items and save on your trip:

Highland Park flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $756, price is now $503 per person
$503
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a library, and a picnic area are also on offer.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,103, price is now $714 per person
$714
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $2,124, price is now $1,428 per person
$1,428
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
A private beach and an outdoor pool are featured at this smoke-free hotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,906, price is now $1,299 per person
$1,299
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Top Highland Park hotels deals

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
Free Cancellation
$101 nightly
The price is $113 total per night
$113 total
May 31 - Jun 1
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
$362 nightly
The price is $405 total per night
$405 total
May 28 - May 29
Total with taxes and fees
This smoke-free hotel features a water park, 2 outdoor pools, and a restaurant. Unwind with a drink at the bar/lounge and enjoy perks like free full breakfast and free WiFi. Valet parking, express check-in, and luggage storage are also offered.
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3 out of 5
100 Legoland Way SE Winter Haven FL
$206 nightly
The price is $231 total per night
$231 total
May 31 - Jun 1
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy the free full breakfast each morning. Self parking and a safe deposit box are also offered on site.
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $95 total per night
$95 total
May 31 - Jun 1
Total with taxes and fees
This motel features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
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
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $146 total per night
$146 total
May 31 - Jun 1
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like full breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
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
Free Cancellation
$127 nightly
The price is $142 total per night
$142 total
Jun 14 - Jun 15
Total with taxes and fees
An outdoor pool is featured at this hotel, along with free WiFi in public areas and a fireplace in the lobby. Enjoy the free continental breakfast each morning. A computer station, luggage storage, and laundry facilities are also on offer.
Don't see what you're looking for?
See all available properties in Highland Park
View all properties
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.

Popular places to visit

Bok Tower Gardens

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
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

Frequently asked questions

How much are vacation packages to Highland Park?
Exciting adventures await in Highland Park, with Travelocity vacation packages from as low as $503. Providing both hotels and flights, these awesome deals make it a breeze to experience all corners of the world.
Where can I get the best vacation package deals for Highland Park?
You'll discover a terrific range of Highland Park package deals on Travelocity. With 400 partner airlines and 1,000,000 worldwide properties, putting together the perfect escape will be simple.
Why should I purchase my Highland Park vacation package via Travelocity?
Because we believe in crafting one-of-a-kind vacation experiences. From flights and hotels to car rentals and activities, our packages make traveling a breeze. Our customer support team is available 24/7 to ensure you'll never wander alone. We also have an amazing Price Match Guarantee, so you can book your vacation knowing you've landed the best deal around.
Can I save money on my Highland Park car rental if I book it with a hotel or flight?
Certainly — bundle your car, hotel and flight into a Highland Park vacation package and you can save a tidy sum. With so much to see and do in the Highland Park area, that set of wheels will make exploring a breeze. Once you've settled into the driver's seat, turn up the stereo and head to Universal Studios Florida, a must-see sight around 45 mi from Highland Park.
Which airport is best for Highland Park?
Highland Park has a couple of major airports to choose from — Orlando Intl. Airport (MCO) (40 mi away from the city center) and Tampa Intl. Airport (TPA) (60 mi away from central Highland Park).

Photos of local treasures

Browse Highland Park vacation photos for more inspiration