Title: Highland Park Vacation Packages 2026 from $500 | Expedia.com [Highland Park Travel Guide](https://expedia.com/Highland-Park.dx6159956)[Hotels in Highland Park](https://expedia.com/Highland-Park-Hotels.d6159956.Travel-Guide-Hotels)[Vacation Rentals in Highland Park](https://expedia.com/Highland-Park-Vacation-Rentals.d6159956.Travel-Guide-VacationRentals)[Flights to Highland Park](https://expedia.com/Cheap-Flights-To-Highland-Park.d6159956.Travel-Guide-Flights)[Car Rentals in Highland Park](https://expedia.com/Car-Rentals-In-Highland-Park.d6159956.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Highland Park Vacations from $500 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## 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](https://www.expedia.com/Bok-Tower-Gardens-Lake-Wales.d6154227.Vacation-Attraction), [Mountain Lake](https://www.expedia.com/Mountain-Lake-Lake-Wales.d553248621532652806.Vacation-Attraction) and [KICCO Wildlife Management Area](https://www.expedia.com/KICCO-Wildlife-Management-Area-Lake-Wales.d553248621532652800.Vacation-Attraction) 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! ## The Latest Highland Park vacation packages Price found within the past 48 hours. Click for updated prices. ![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/d8e0ef7d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mar Bay Motel &Suites Save 100% on your flight $500 per person Mar 9 - Mar 13 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 8.6/10 Excellent! (60 reviews) Excellent customer service Reviewed on Dec 14, 2025 ![ChartHouse Clearwater Beach Marina Hotel](https://images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/48a8960b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### ChartHouse Clearwater Beach Marina Hotel Save 100% on your flight $722 per person Mar 9 - Mar 13 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.6/10 Exceptional! (531 reviews) Excellent clean room with comfortable bed. Microwave, coffee maker and fridge available. Convenient parking across the street. Quiet yet convenient Reviewed on Feb 3, 2026 ![voco Sarasota by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/dc3c2bf5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### voco Sarasota by IHG Central Sarasota Save 100% on your flight $845 per person Mar 20 - Mar 23 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) Everything was great! Very friendly staff, room clean and comfortable! Front desk help went above and beyond. Will definitely be back!! Reviewed on Feb 5, 2026 ![FUSION Resort Waterfront Suites](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/bea713d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### FUSION Resort Waterfront Suites $1,940 per person Apr 18 - Apr 25 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (1,097 reviews) Great overall. The housekeeping is always behind but you just have to call multiple times. Reviewed on Feb 4, 2026 ![Plaza Beach Hotel Beachfront Resort](https://images.trvl-media.com/lodging/1000000/900000/894000/893981/196da8d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Plaza Beach Hotel Beachfront Resort Save 100% on your flight $1,130 per person Mar 9 - Mar 13 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9/10 Wonderful! (1,000 reviews) We absolutely loved our stay! All the staff including Tanner, Liam, Judy, Crystal (just to name a few) were incredible! We will definitely be back! Reviewed on Feb 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Highland Park [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-06/2026-03-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Highland Park ![The 205 foot Neo-gothic 'singing tower' houses a 60-bell carillon – one of about 185 carillons in North America. Designed by Milton B. Medary, he was awarded in 1929 the American Institute of Architects gold medal for this design. #Trovember](https://images.trvl-media.com/place/6154227/86836c40-9c9b-4ca4-a046-985a14c23032.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bok Tower Gardens 4.5/5(64 reviews) 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. [](https://expedia.com/Bok-Tower-Gardens-Lake-Wales.d6154227.Vacation-Attraction) ![Spanish moss hanging from trees at Lake Kissimmee Park, Florida.](https://images.trvl-media.com/place/6185557/58de71a6-0289-48dd-925c-08d7fdc9ed7e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.com/Lake-Kissimmee-State-Park-Lake-Wales.d6185557.Vacation-Attraction) ![Grand Hotel](https://images.trvl-media.com/place/553248621532652799/4e5db068-895f-44d3-b465-70fcf556611e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Grand Hotel 5/5(1 review) 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. [](https://expedia.com/Grand-Hotel-Lake-Wales.d553248621532652799.Vacation-Attraction) ### What to do in Highland Park ![LEGOLAND® Florida Tickets](https://mediaim.expedia.com/localexpert/181157/60ed688e-5b2f-40df-80f4-7ffb770fb5fd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### LEGOLAND® Florida Tickets $63 per traveler **86%** of travellers recommend [](https://expedia.com/things-to-do/legoland-florida-tickets.a181157.activity-details) [See all activities in Highland Park](https://expedia.com/things-to-do/search?rid=6159956) ## Highland Park Hotel Deals ![Holiday Inn Winter Haven by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/1b5518c0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Winter Haven by IHG 200 Cypress Gardens Boulevard Winter Haven FL Fully refundable $139 nightly $156 total Feb 8 - Feb 9 Total with taxes and fees 8.8/10 Excellent! (1,002 reviews) The room was clean and quiet. The staff were friendly. The only negative to the stay was the elevators weren’t working but I understand things happen and we were able to use the maintenance elevator. All in all a great stay and we would definitely stay at the IHG in Winter Haven again! Reviewed on Jan 30, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F8%2F2026&endDate=2%2F9%2F2026&selected=7835&PinnedHotelID=7835&HadPinnedHotel=true®ionId=6159956) ![Holiday Inn Express Lake Wales N-Winter Haven by IHG](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840563/ec483d12_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Lake Wales N-Winter Haven by IHG 2953 Ridge Way Lake Wales FL Fully refundable $147 nightly $165 total Feb 22 - Feb 23 Total with taxes and fees 9/10 Wonderful! (1,002 reviews) Great facility. Internet is a hassle at times but everything else is great. Reviewed on Feb 1, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=2840563&PinnedHotelID=2840563&HadPinnedHotel=true®ionId=6159956) ![Howard Johnson by Wyndham Winter Haven FL](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/71d67783_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Howard Johnson by Wyndham Winter Haven FL 1300 3rd St Winter Haven FL Fully refundableReserve now, pay when you stay $93 nightly $105 total Feb 8 - Feb 9 Total with taxes and fees 7/10 Good! (1,005 reviews) Kind and helpful staff. Clean room. Reviewed on Jan 31, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F8%2F2026&endDate=2%2F9%2F2026&selected=8718&PinnedHotelID=8718&HadPinnedHotel=true®ionId=6159956) [See all 1,575 properties in Highland Park](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F7%2F2026&endDate=2%2F8%2F2026®ionId=6159956) 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. ## Find the Best Highland Park Vacation Packages ## 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](https://www.expedia.com/Tiger-Creek-Preserve-Lake-Wales.d553248621532652801.Vacation-Attraction), [Jump Florida Skydiving](https://www.expedia.com/Jump-Florida-Skydiving-Lake-Wales.d553248621532652818.Vacation-Attraction) and [KICCO Wildlife Management Area](https://www.expedia.com/KICCO-Wildlife-Management-Area-Lake-Wales.d553248621532652800.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Highland Park vacation package cost? ### What are the cheapest months to go to Highland Park? ### How many days is enough for Highland Park? ### How to find the best Highland Park package deals? ### Is it cheaper to book a Highland Park vacation as a package? ### When to book a vacation package to Highland Park? ### Does Expedia offer Book Now, Pay Later Highland Park vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app