Winter Haven, Florida

Winter Haven, Florida is directly between two major metropolitan areas – Tampa and Orlando – and therefore offers a short drive to either city’s amenities, but in Winter Haven you can enjoy more affordable accommodations, less traffic and a more cohesive community.  Florida is known as the Sunshine State and Winter Haven is no exception.  For the vast majority of the year you can experience mild climate, blue skies, sunshine and light breezes.


October Averages

Average High
86°F / 30°C

Average wind speed


Average water temperature


Average monthly rainfall


Sunrise in late October


Sunset in late October


Humidity Comfort Level



Harborside is a seafood and steak restaurant located on Winter Haven's Chain of Lakes. You don’t have to travel all the way to the beach to enjoy a waterfront dining experience – Harborside Restaurant on the Winter Haven Chain of Lakes is just what you need.

Grove Roots Brewing Co.

Grove Roots Brewing Co. produce artisanal ales inspired by the local Florida culture and influenced by rich heritage and community flavor. Microbrewery creating inventive, artisan beers inspired by the traditions and tastes of Central Florida’s citrus past. You’ll also find great food trucks onsite.
cup of joe

Haven Coffee Roasters

A craft coffee roaster and full-service specialty coffee bar in Downtown Winter Haven crafting unique coffee drinks each month. Specialty Coffee and Craft Roastery Haven Coffee Roasters is the only craft coffee roaster and newest coffee shop in Downtown Winter Haven. They are a full-service coffee bar crafting unique coffee drinks each month.

Harry’s Old Place

Harry’s Old Place serves a variety of seafood and meat dishes with Florida flare in a quaint restaurant with an eclectic collection of nautical décor. A visit to Harry’s is an experience – a tasty experience. Knowledgeable and friendly staff makes you feel like family from the moment you walk through the door. Daily specials are written on chalkboard-covered walls. If you want to order like a local, pay attention to the writing on the walls.

Best Water Activities
for You & Your Family

Boat Cruises

Experience Winter Haven’s Chain of Lakes during a pontoon boat cruise with The Living Water Boat Cruises.


Rent kayaks from Off the Chain Kayak Co. and explore the Chain of Lakes.


 Tour the Chain of Lakes with Paddleboard Winter Haven


Take flight in an open cockpit biplane with Waldo Wright’s Flying Service. You can even take control and fly the plane yourself


Discount Attraction Tickets