
Winter Haven Guides
Guides from people who know the town.
Four guides to Winter Haven: things to do, downtown, life with a dog, and moving here.
What to know about Winter Haven.
Winter Haven sits on the Chain of Lakes, with LEGOLAND Florida Resort 10 minutes away on the historic Cypress Gardens site, and a walkable downtown around Central Park. (Distances and travel times are approximate, under typical conditions.) Winter Haven also sits 55–65 minutes from Orlando and ~60 minutes from Tampa by car, with Lakeland 25 minutes away.
Things to Do in Winter Haven
The lakes, LEGOLAND, downtown and the trails, with the outfitters and the day trips worth taking.
The lakes come first, with public ramps, rental kayaks and pontoons, and guided cruises on the southern chain for anyone who does not own a boat. The guide covers LEGOLAND and the Cypress Gardens site it was built on, the Chain of Lakes Trail, and what downtown puts on through the year.
read the guide
Pet-Friendly Winter Haven
The downtown dog park, the patios that welcome dogs, and where a dog lives well.
Where the leash comes off, which patios welcome dogs, and where emergency veterinary care is in town. The policy itself lives on our pet friendly apartments page.
read the guide
Downtown Winter Haven
Central Park, the restaurants and taprooms around it, and the events downtown holds each year.
The guide walks Central Park and the blocks around it, with the restaurants, taprooms, the Ritz Theatre and the Saturday market. It also lists the events downtown holds each year, from First Friday to Holidays on Central.
read the guide
Moving to Winter Haven
Living here, work and commutes, the cost of living, and where to look for a place.
The guide covers what the town is like, where people work, the commutes to Lakeland, Tampa and Orlando, and where to look for a place. When you are ready to compare homes, start with the floor plans.
read the guide