Winter Haven, FL Road Trips
Sitting in Florida, Winter Haven, FL is a local road trip base with 5 trip routes mapped and ready to explore. The route mix is balanced, with options ranging from 36-mile quick runs to 275-mile cross-state drives. Routes from Winter Haven, FL spread mainly south and west, covering a wide geographic range.
Photo: Arian Fernandez
Trip Routes
5
Longest Drive
274.5 mi
Tallahassee, FL
Quickest Drive
51m
Baird, FL
Plan Around Winter Haven, FL
Popular Incoming Routes
Useful if Winter Haven, FL is the arrival point and you want the strongest routes into the city first.
Continue From Winter Haven, FL
Good next legs if this city is only one stop in a longer road trip.
Trips from Winter Haven, FL
Driving from Winter Haven, FL
Expect an average of 147 miles and about 2h 54m behind the wheel when leaving Winter Haven, FL. There is a healthy spread of short hops, medium drives, and longer road trips to pick from. The longest mapped route runs 275 miles (5h 23m), while the shortest is just 36 miles.
Popular Destinations
Drivers leaving Winter Haven, FL most often head toward Tallahassee, FL (274.5 mi, 5h 23m), Hialeah, FL (207 mi, 3h 50m), St. Petersburg, FL (72.1 mi, 1h 33m), and Baird, FL (36 mi, 51m). Most destinations stay within the same state, perfect for exploring the local region thoroughly.
Planning & Costs
Regular gas in FL currently averages around $4.15 per gallon. For the typical 147-mile trip from Winter Haven, FL, budget about $24 in fuel one way, assuming 25 MPG. Longer hauls and premium fuel will cost proportionally more.
With an average drive under three hours, you have plenty of flexibility — leave whenever it suits you. The majority of destinations are to the south. Morning starts help you avoid the midday heat on longer drives.
Frequently Asked Questions
There are 4 mapped routes leaving Winter Haven, FL and 1 routes heading into Winter Haven, FL, covering 5 total connections. Distances range from 36 to 275 miles.
The longest mapped route from Winter Haven, FL covers 275 miles and takes approximately 5h 23m. Shorter options start at just 36 miles.
The average route from Winter Haven, FL runs about 147 miles with a drive time of roughly 2h 54m. This includes both short day trips and longer multi-day drives.
At current gas prices (about $4.15/gallon for regular), the average 147-mile trip from Winter Haven, FL costs roughly $24 in fuel one way, based on 25 MPG. Your actual cost depends on your vehicle's efficiency.
The most popular road trip destinations from Winter Haven, FL include Tallahassee, FL, Hialeah, FL, St. Petersburg, FL and Baird, FL. Each route page has detailed drive times, fuel estimates, stop suggestions, and turn-by-turn directions.
Short Drives from Winter Haven, FL
Longer Road Trips from Winter Haven, FL
Trips to Winter Haven, FL
Nearby Hubs
Other cities within driving distance of Winter Haven, FL that also have route pages.
Browse more FL road trips or choose a route from Winter Haven, FL above.