Title: Lakeland - Winter Haven Vacation Packages 2026 from $414 | Expedia.com [Lakeland - Winter Haven Travel Guide](https://expedia.com/Lakeland-Winter-Haven.dx6048230)[Hotels in Lakeland - Winter Haven](https://expedia.com/Lakeland-Winter-Haven-Hotels.d6048230.Travel-Guide-Hotels)[Vacation Rentals in Lakeland - Winter Haven](https://expedia.com/Lakeland-Winter-Haven-Vacation-Rentals.d6048230.Travel-Guide-VacationRentals)[Flights to Lakeland - Winter Haven](https://expedia.com/Cheap-Flights-To-Lakeland-Winter-Haven.d6048230.Travel-Guide-Flights)[Things to do in Lakeland - Winter Haven](https://expedia.com/Things-To-Do-In-Lakeland-Winter-Haven.d6048230.Travel-Guide-Activities)[Car Rentals in Lakeland - Winter Haven](https://expedia.com/Car-Rentals-In-Lakeland-Winter-Haven.d6048230.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6048230/bbb73a5f-6b75-4096-a6be-af69b3da7b8d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Lakeland - Winter Haven Vacations from $414 ## Book a Hotel + Flight or Car together to unlock savings Photo by Lakeland Convention and Visitors Bureau - ## 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 Lakeland - Winter Haven Vacation With everything organized before you go, our Lakeland - Winter Haven vacation packages let you focus on having fun. Known for its golfing, walking trails and family-friendly attractions, the only thing left to do is kick back and enjoy every unforgettable moment. Kick off your trip to Lakeland - Winter Haven with a few nights in [Lakeland](https://www.expedia.com/Lakeland.d8468.Destination-Travel-Guides) visiting popular sights like RP Funding Center and Lakeside Village. [Davenport](https://www.expedia.com/Davenport.d6301.Destination-Travel-Guides) is another city that draws travelers from far and wide. Reunion Resort Golf Course and Southern Dunes Golf and Country Club are two of the top places to see here. When it's time to stop dreaming and start packing, Expedia will help turn your Lakeland - Winter Haven vacation into a reality. ## The Latest Lakeland - Winter Haven vacation packages Price found within the past 48 hours. Click for updated prices. ![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/3f239251_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mar Bay Motel &Suites $414 per person May 29 - Jun 1 found 21 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Tampa (TPA) 8.6/10 Excellent! (68 reviews) Staff was very responsive although we did not meet in person. Very old but clean Florida Motel which is all we needed for the night and the price was good! Reviewed on Feb 26, 2026 ![FUSION Resort Waterfront Suites](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/47519109_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### FUSION Resort Waterfront Suites $1,224 per person May 20 - May 27 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (1,135 reviews) Everything was wonderful Reviewed on Mar 16, 2026 ![Surf Beach Treasure Island Resort](https://images.trvl-media.com/lodging/2000000/1360000/1353000/1352988/ef5c319b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Surf Beach Treasure Island Resort Save 100% on your flight $1,496 per person May 20 - May 27 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9.2/10 Wonderful! (860 reviews) Four chairs and a small table on the balcony overlooking the ocean made the visit restful. Stayed in a two-bedroom, two-bath on the 5th floor. The kitchen had all the dishes and pans we needed. Used the brand new grills the building provided to cook the fish we caught. Elevator and stairs to use, and an assigned parking space made it easy. The pool and hot tub on site looked clean, and there were folks in there enjoying themselves. Paved walking path out front of the building, clean and WONDERFUL beach. Our unit had beach chairs and a beach umbrella to use, which was helpful. Would recommend and hope to stay again. P from Mass. Reviewed on Feb 24, 2026 ![Arvilla](https://images.trvl-media.com/lodging/115000000/114820000/114812300/114812262/f3abbb67_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arvilla Sunshine Beach Save 100% on your flight $710 per person May 20 - May 27 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 7.6/10 Good! (44 reviews) Beautiful old school Florida motel. Recently renovated. Easy check in and out. Reviewed on Mar 7, 2026 ![Crystal Palms Beach Resort ](https://images.trvl-media.com/lodging/116000000/115920000/115915100/115915092/a65b8935_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crystal Palms Beach Resort Sunshine Beach Save 100% on your flight $1,111 per person May 20 - May 27 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 9/10 Wonderful! (4 reviews) There was construction going on all around us, and it was very loud when I was trying to take a nap. Aside from the sound, there was plastic and tape everywhere and furniture blocking the hallway. The elevators were slow as ever, and at one point I thought we were stick because the doors wouldn't open. But despite all this, the worst part was the mattress in each room.. both my boyfriend and I had very sore backs after night 1.. and he ended up sleeping on the couch for nights 2 and 3.. while I just suffered through it since there was nowhere else. All in all, it was not the best experience. But the balcony was huge and the view was nice. Reviewed on Mar 15, 2026 Don't see what you're looking for? See all available trips from Columbus to Lakeland - Winter Haven [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-16/2026-04-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Where to stay in Lakeland - Winter Haven Find the best Lakeland - Winter Haven areas and neighborhoods for the activities you enjoy most. [Learn more about Lakeland - Winter Haven](https://expedia.com/Lakeland-Winter-Haven.dx6048230) ![Lakeland Florida Downtown area beautiful and peaceful](https://images.trvl-media.com/place/8468/c9f06c51-6607-4bcb-9754-6975c83abb22.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Lakeland 2 out of top 10 points of interest in this area 4.5/5(101 area reviews) If you're spending some time in Downtown Lakeland, RP Funding Center and Lake Mirror are top sights worth seeing. [Find hotel + flight trips in Downtown Lakeland](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Lakeland&DestID=553248635976468908&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Lake Hollingsworth If you're spending some time in Lake Hollingsworth, Lake Hollingsworth and Veterans Park are top sights worth seeing. [Find hotel + flight trips in Lake Hollingsworth](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Lake%20Hollingsworth&DestID=944696780227092480&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### South Lake Morton If you're looking for some top things to see and do in South Lake Morton and surrounding area, you can visit Polk Museum of Art and Lake Mirror. [Find hotel + flight trips in South Lake Morton](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=South%20Lake%20Morton&DestID=978946995672850432&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Alligator on log](https://images.trvl-media.com/place/553248635975851769/2c7a4983-0c97-4dad-b12b-fa174f89087b.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Lakeland Highlands When in Lakeland Highlands, you can plan a visit to Family Fun Center and The Club at Eaglebrooke, some noteworthy sights in the nearby area. [Find hotel + flight trips in Lakeland Highlands](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Lakeland%20Highlands&DestID=553248635975851769&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Beautiful Florida wooden boardwalk near a body of water](https://images.trvl-media.com/place/553248635976470322/1e896d3b-91bc-4681-ba11-c6647e8ddf2d.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Dixieland While there might not be top attractions in Dixieland, you can explore the larger area and discover places like RP Funding Center and Polk Museum of Art. [Find hotel + flight trips in Dixieland](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Dixieland&DestID=553248635976470322&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ### Discover the most popular places to visit in Lakeland - Winter Haven ![Explore miniature cityscapes at LEGOLAND Florida in Winter Haven with detailed architectural models](https://images.trvl-media.com/place/6153639/950cdd33-a05d-4480-8ebe-1e0fdb23fc59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### LEGOLAND® Florida 4.5/5(1,082 reviews) Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots. [](https://expedia.com/LEGOLAND-Florida-Winter-Haven.d6153639.Vacation-Attraction) ![A Lockheed XFV plane outside the Sun n Fun Florida Air Museum at Lakeland](https://images.trvl-media.com/place/553248621563219683/48262347-e81e-4f0d-a971-bcab9da4d4ba.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sun N Fun Air Museum 3.5/5(3 reviews) You can spend time browsing the exhibits at Sun N Fun Air Museum during your trip to Lakeland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area. [](https://expedia.com/Sun-N-Fun-Air-Museum-Lakeland.d553248621563219683.Vacation-Attraction) ![Wooton park on lake Dora in Tavares, Florida](https://images.trvl-media.com/place/6128446/41fde0d6-c7c0-43c1-8eb9-7840cb7558df.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lakeside Village 4.5/5(53 reviews) You can search for that perfect souvenir at Lakeside Village during your visit to Lakeland. Amble around the area's lakeside or attend a sporting event. [](https://expedia.com/Lakeside-Village-Lakeland.d6128446.Vacation-Attraction) ### What to do in Lakeland - Winter Haven ![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 $71 per traveler **86%** of travellers recommend [](https://expedia.com/things-to-do/legoland-florida-tickets.a181157.activity-details) ![Wild Dolphin Exploration Boat Ride and Clearwater Beach Day ](https://mediaim.expedia.com/localexpert/3035536/1708561d-b38f-4a9b-93b9-6608b47c3608.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wild Dolphin Exploration Boat Ride and Clearwater Beach Day $129 per adult **88%** of travellers recommend [](https://expedia.com/things-to-do/wild-dolphin-exploration-boat-ride-and-clearwater-beach-day.a3035536.activity-details) ![Sunset One Hour Airboat Tour ](https://mediaim.expedia.com/localexpert/894960/dabf5f4d-7bd9-47a9-89de-0f6a8312ee42.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sunset One Hour Airboat Tour $80 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/sunset-one-hour-airboat-tour.a894960.activity-details) [See all activities in Lakeland - Winter Haven](https://expedia.com/things-to-do/search?rid=6048230) ## Lakeland - Winter Haven Hotel Deals ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Grove Resort & Water Park Orlando 14501 Grove Resort Avenue Winter Garden FL Fully refundableReserve now, pay when you stay $228 nightly $257 total Mar 22 - Mar 23 Total with taxes and fees 8/10 Very Good! (9,174 reviews) Good Reviewed on Mar 16, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=4691657&PinnedHotelID=4691657&HadPinnedHotel=true®ionId=6048230) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/4259dc2e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG 8505 W Irlo Bronson Memorial Hwy Kissimmee FL Fully refundable $211 nightly $238 total Apr 13 - Apr 14 Total with taxes and fees 8.8/10 Excellent! (2,708 reviews) No kids Reviewed on Mar 15, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F13%2F2026&endDate=4%2F14%2F2026&selected=6315&PinnedHotelID=6315&HadPinnedHotel=true®ionId=6048230) ![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/62319b88_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Westgate Town Center Resort 7700 Westgate Blvd. Kissimmee FL Fully refundableReserve now, pay when you stay $129 nightly $146 total Apr 12 - Apr 13 Total with taxes and fees 8.2/10 Very Good! (1,520 reviews) Perfect for a FAMILY vaca Reviewed on Mar 16, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F12%2F2026&endDate=4%2F13%2F2026&selected=426819&PinnedHotelID=426819&HadPinnedHotel=true®ionId=6048230) [See all 45,065 properties in Lakeland - Winter Haven](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F17%2F2026&endDate=3%2F18%2F2026®ionId=6048230) 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 Lakeland - Winter Haven Vacation Packages ## Lakeland - Winter Haven Essential Information | Language | English | | --------------- | --------------------------- | | Currency | U.S dollars | | Closest Airport | Orlando Intl. Airport (MCO) | | Population | 37,700 | ## 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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