Title: Highland Park Vacation Packages 2026 from $552 | 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 $552 ## 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. ![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 $552 per person Mar 16 - Mar 20 found 2 days ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (4,624 reviews) Exceeded expections. Slightly quirky. Very comfortable. Superb value. Reviewed on Feb 5, 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 $570 per person Mar 16 - Mar 20 found 2 days ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) Hotel was great however they charged me full room rate when I was supposed to have it mostly paid for by one key cash credit…How do I resolve this? 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 $958 per person Apr 12 - Apr 17 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9/10 Wonderful! (1,000 reviews) Great service. Clean room. Nice amenities. Reviewed on Feb 2, 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 Save 100% on your flight $792 per person Apr 12 - Apr 17 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9/10 Wonderful! (1,131 reviews) Hotel was clean and in a great location, and the rooftop pool and bar were a nice amenity. We paid extra through Expedia for a “bay view” room, but the view felt misleading: another building was directly across from our window, and the bay was only visible from a very specific spot in the room. The front desk apologized and said the bay view used to be better before the other building was built, but no alternate rooms were available. Overall we enjoyed our stay, but we would not pay extra for the bay view again—we would have preferred a standard room with a better city view and to save the added cost. Reviewed on Jan 26, 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 $817 per person Mar 23 - Mar 28 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Tampa (TPA) 7/10 Good! (1,744 reviews) wouldn't say spot less but great location. Staff were courteous. Reviewed on Feb 4, 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/2026-03-05/2026-03-12/?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 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 $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 $127 nightly $142 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%2F6%2F2026&endDate=2%2F7%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