14 days in Winter Haven Itinerary

14 days in Winter Haven Itinerary

Created using Inspirock Winter Haven tour itinerary builder

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Winter Haven
— 13 nights

Winter Haven

Winter Haven boasts over 50 lakes within its borders, most notably Florida's famed Chain of Lakes.
Change things up with these side-trips from Winter Haven: Plant City (Robert W. Willaford Railroad Museum, Dinosaur World, & more), Punta Gorda (Peace River Wildlife Center, Fishing Charters & Tours, & more) and Lakeland (Room Escape Games & Hollis Garden). And it doesn't end there: cool off at Legoland Florida Resort, head outdoors with Absolute Aqua Sports, wander the wide-open spaces of Giraffe Ranch, and join the crowd at Auburndale Speedway.

For ratings, traveler tips, other places to visit, and tourist information, you can read our Winter Haven road trip planning tool .

January in Winter Haven sees daily highs of 71°F and lows of 52°F at night. Wrap up your sightseeing on the 25th (Sat) to allow time to travel back home.

Things to do in Winter Haven

Parks Outdoors Museums

Side Trips

Lakeland, Punta Gorda, Lake Wales, Clermont, Plant City
Highlights from your plan
Fishing Charters & Tours
Legoland Florida Resort ©
Legoland Florida Resort
Bok Tower Gardens ©
Bok Tower Gardens