Title: Highland Park Vacation Packages & Trips 2026 from CA $1,238 | Expedia.ca [Hotels in Highland Park](https://expedia.ca/Highland-Park-Hotels.d6159956.Travel-Guide-Hotels)[Vacation Rentals in Highland Park](https://expedia.ca/Highland-Park-Vacation-Rentals.d6159956.Travel-Guide-VacationRentals)[Highland Park Car Rentals](https://expedia.ca/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 Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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.ca/Bok-Tower-Gardens-Lake-Wales.d6154227.Vacation-Attraction), [Mountain Lake](https://www.expedia.ca/Mountain-Lake-Lake-Wales.d553248621532652806.Vacation-Attraction) and [KICCO Wildlife Management Area](https://www.expedia.ca/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! ## Top Highland Park Vacation Deals Price found within the past 48 hours. Click for updated prices. ![RumFish Beach at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/37eb40ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### RumFish Beach at TradeWinds CA $1,238 per person Apr 14 - Apr 21 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 8.2/10 Very Good! (1,516 reviews) Our refrigerator never worked. It leaked onto the floor. We did not have hot water one day. The beds were comfortable. Reviewed on Feb 26, 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 CA $1,610 per person May 2 - May 9 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) The room was positively spotless and beds and bathrooms so clean. Very well stocked with dishes and cookware too! Reviewed on Feb 23, 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 CA $1,256 per person Apr 7 - Apr 14 found 23 hours ago Roundtrip flight included Toronto (YTO) to Tampa (TPA) 8.2/10 Very Good! (515 reviews) All of those and the wonderful, helpful staff Reviewed on Feb 19, 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 CA $1,553 per person Apr 11 - Apr 18 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 9/10 Wonderful! (1,131 reviews) Clean rooms great staff smells great Reviewed on Feb 8, 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 CA $1,246 per person Apr 14 - Apr 21 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 7.4/10 Good! (1,005 reviews) Room was nice but small area for coffee and sink Find it insulting that they charge you $25 to park your own car- not valet. Like u have any other choice if you drove to resort. At the room price and resort fee- parking should be free!!!!!!! Reviewed on Feb 22, 2026 ![](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.ca/deals?rfrr=PKG_SPRING_PROMO_6159956) ## Ready to book your vacation to Highland Park? Choose your dates ## 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 CA $190 CA $213 total Mar 22 - Mar 23 includes taxes & fees 9/10 Wonderful! (1,000 reviews) Older hotel but decent Reviewed on Feb 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%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 CA $163 CA $182 total Mar 3 - Mar 4 includes taxes & fees 7.2/10 Good! (1,000 reviews) The room looked nothing like the pictures. It was dirty and outdated. However, the front desk hostess was amazing, super kind and accommodating. Reviewed on Feb 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=03%2F03%2F2026&endDate=04%2F03%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 CA $272 CA $358 total Mar 25 - Mar 26 includes taxes & 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.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=30537958&PinnedHotelID=30537958&HadPinnedHotel=true®ionId=6159956) [See all 1,539 properties in Highland Park](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F02%2F2026&endDate=01%2F03%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. ![](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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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.ca/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.ca/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.ca/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.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Highland Park ![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.ca/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.ca/Grand-Hotel-Lake-Wales.d553248621532652799.Vacation-Attraction) #### 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. [](https://expedia.ca/Camp-Macks-River-Resort-Airboat-Rides-Lake-Wales.d553248621532653139.Vacation-Attraction) ## Explore a world of travel with Expedia \* 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 on select hotels and earn double points 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