Title: Highland Park Vacation Packages 2026 from $593 | 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 $593 ## 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. ![Hotel South Tampa & Suites](https://images.trvl-media.com/lodging/1000000/30000/21700/21685/ebc5e46f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel South Tampa & Suites Virginia Park Save 100% on your flight $593 per person Apr 7 - Apr 14 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 8.6/10 Excellent! (1,584 reviews) Convenient location, clean, daytime staff was accommodating, Heater didn’t work, evening front desk said they had no extra pillows. Next morning we asked new staff and yes they indeed had pillows. Could be noisy. Overall we may stay again. Reviewed on Feb 21, 2026 ![The Sarasota Modern, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/f22dde90_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sarasota Modern, a Tribute Portfolio Hotel Central Sarasota Save 100% on your flight $766 per person Apr 7 - Apr 14 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 8.2/10 Very Good! (515 reviews) All of those and the wonderful, helpful staff Reviewed on Feb 19, 2026 ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kompose Boutique Hotel Save 100% on your flight $655 per person Apr 7 - Apr 14 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (4,624 reviews) Room was clean and the staff was friendly. Reviewed on Feb 24, 2026 ![Hibiscus Suites - Gateway to Siesta Key](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hibiscus Suites - Gateway to Siesta Key Save 100% on your flight $792 per person Apr 7 - Apr 14 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 8.6/10 Excellent! (2,193 reviews) Great place to stay. Like a mini condo. Casey is the best - super friendly & helpful. Very convenient location & easy to get around. We’re definitely staying here again. Reviewed on Feb 19, 2026 ![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Tampa Riverwalk Downtown Tampa Save 100% on your flight $863 per person Apr 7 - Apr 14 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 7/10 Good! (1,744 reviews) Clean and spacious room Good bar with a nice view Reviewed on Feb 20, 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/2026-03-24/2026-03-31/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6159956) ### 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 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 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 $58 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 $139 nightly $156 total Mar 22 - Mar 23 Total with taxes and fees 9/10 Wonderful! (1,002 reviews) Staff were super friendly, clean room, excellent service Reviewed on Feb 16, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=7835&PinnedHotelID=7835&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 $102 nightly $114 total Feb 26 - Feb 27 Total with taxes and fees 7.2/10 Good! (1,020 reviews) Good Reviewed on Feb 23, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F26%2F2026&endDate=2%2F27%2F2026&selected=8718&PinnedHotelID=8718&HadPinnedHotel=true®ionId=6159956) ![LEGOLAND Beach Retreat](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/228a563a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### LEGOLAND Beach Retreat 100 Legoland Way SE Winter Haven FL $289 nightly $324 total Feb 27 - Feb 28 Total with taxes and fees 9/10 Wonderful! (169 reviews) We had an amazing time. The facility was very clean, the rooms were immaculate. And the staff was very friendly. Reviewed on Feb 23, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F27%2F2026&endDate=2%2F28%2F2026&selected=30537958&PinnedHotelID=30537958&HadPinnedHotel=true®ionId=6159956) [See all 1,536 properties in Highland Park](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F25%2F2026&endDate=2%2F26%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) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](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