
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 $1,056, price is now $595 per person
$595
per person
Mar 2 - Mar 6
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.

Mar Bay Motel &Suites
Save 100% on your flight
Price was $813, price is now $463 per person
$463
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Arvilla
Sunshine Beach
Save 100% on your flight
Price was $1,461, price is now $906 per person
$906
per person
Apr 11 - Apr 18
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.

Saddlebrook Resort
Wesley Chapel South
Save 100% on your flight
Price was $1,096, price is now $685 per person
$685
per person
Mar 16 - Mar 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This resort features a golf course, a full-service spa, and 3 restaurants. Bring the family and enjoy the children's pool, playground, and kid-friendly dining. Enjoy the 2 outdoor pools and perks like free WiFi.
Top Highland Park hotels deals

Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard Winter Haven FL
Free Cancellation
$144 nightly
The price is $161 total per night
$161 total
Jan 25 - Jan 26
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
$132 nightly
The price is $148 total per night
$148 total
Jan 25 - Jan 26
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.

Best Western Plus Winter Haven Inn & Suites
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
Jan 25 - Jan 26
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.
Pool
Breakfast included

Howard Johnson by Wyndham Winter Haven FL
1300 3rd St Winter Haven FL
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $105 total per night
$105 total
Jan 25 - Jan 26
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
$324 nightly
The price is $363 total per night
$363 total
Feb 1 - Feb 2
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
$242 nightly
The price is $271 total per night
$271 total
Feb 6 - Feb 7
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 buffet breakfast each morning. Self parking and a safe deposit box are also offered on site.
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.
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.
Frequently asked questions
Photos of local treasures
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