Title: Highland Park Vacation Packages 2026 from $676 | 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 $676 ## 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. ![Saddlebrook Resort](https://images.trvl-media.com/lodging/1000000/10000/8200/8126/3a68ae49_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saddlebrook Resort Wesley Chapel South Save 100% on your flight $676 per person Mar 22 - Mar 28 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) No reviews The rooms were newly renovated and the staff were very helpful. Very roomy Reviewed on Jan 23, 2026 ![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/3e4355d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Club Treasure Island Hotel Sunshine Beach Save 100% on your flight $1,089 per person May 1 - May 8 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) Whole property was AMAZING!! Reviewed on Feb 15, 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 Save 100% on your flight $1,076 per person May 1 - May 8 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (1,097 reviews) Very clean and yes I would come again Reviewed on Feb 13, 2026 ![Island Grand at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/6ca26be4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Island Grand at TradeWinds Save 100% on your flight $1,245 per person May 1 - May 8 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 7.4/10 Good! (1,005 reviews) Restaurant & bar staff, service staff & Cabana beach service is outstanding ! Beach access is unmatched ! White flour soft sand ! However the Parking lot access to hotel was obstructed by several large service delivery trucks ! This is unacceptable & a very bad look ! This needs to be resolved! A simple parking lot wall & delivery row parallel to building is the obvious fix.! Reviewed on Feb 6, 2026 ![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Sarasota Central Sarasota $1,017 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Tampa (TPA) 9/10 Wonderful! (1,131 reviews) Clean rooms great staff smells great Reviewed on Feb 8, 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/2026-03-16/2026-03-23/?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 ![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 19 - Feb 20 Total with taxes and fees 7/10 Good! (1,004 reviews) Good Reviewed on Feb 14, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F19%2F2026&endDate=2%2F20%2F2026&selected=8718&PinnedHotelID=8718&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 $147 nightly $165 total Feb 22 - Feb 23 Total with taxes and fees 9/10 Wonderful! (1,001 reviews) Nice and clean Reviewed on Feb 9, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=2840563&PinnedHotelID=2840563&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 $259 nightly $291 total Feb 20 - Feb 21 Total with taxes and fees 9/10 Wonderful! (163 reviews) Everything Reviewed on Feb 12, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=30537958&PinnedHotelID=30537958&HadPinnedHotel=true®ionId=6159956) [See all 1,545 properties in Highland Park](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F17%2F2026&endDate=2%2F18%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