
Deals on vacations and trips to Highland Park
Save when you book Highland Park package deals

Highland Park flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $886, price is now $544 per person
$544
per person
May 15 - May 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, express check-out, and laundry service. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Voyager Beach Club
Sunshine Beach
Price was $987, price is now $585 per person
$585
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a library, and a picnic area are also on offer.

The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $922, price is now $596 per person
$596
per person
May 15 - May 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.

Kompose Boutique Hotel
Save 100% on your flight
Price was $968, price is now $642 per person
$642
per person
May 15 - May 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Landing Bradenton Near G.T. Bray Park
Save 100% on your flight
Price was $1,627, price is now $1,109 per person
$1,109
per person
Jun 17 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
This aparthotel features an outdoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A virtual front desk are provided for your convenience.
Top Highland Park hotels deals

Best Western Plus Winter Haven Inn & Suites
5801 Roosevelt Dr Winter Haven FL
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $152 total per night
$152 total
Apr 12 - Apr 13
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.

Howard Johnson by Wyndham Winter Haven FL
1300 3rd St Winter Haven FL
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $114 total per night
$114 total
Apr 8 - Apr 9
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.

Legoland Florida Hotel
1 Legoland Way Winter Haven FL
$295 nightly
The price is $330 total per night
$330 total
Apr 20 - Apr 21
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
100 Legoland Way SE Winter Haven FL
$269 nightly
The price is $301 total per night
$301 total
May 1 - May 2
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.

Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard Winter Haven FL
Free Cancellation
$148 nightly
The price is $166 total per night
$166 total
Apr 19 - Apr 20
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.

Holiday Inn Express Lake Wales N-Winter Haven by IHG
2953 Ridge Way Lake Wales FL
Free Cancellation
$159 nightly
The price is $178 total per night
$178 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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 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.

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.

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.
Frequently asked questions
Photos of local treasures
Browse Highland Park vacation photos for more inspiration
