Lit shopfronts and restaurants along a Historic Downtown Kissimmee street at dusk with car light trails on the road

Historic Downtown Kissimmee

Located just south of Orlando, FL and just minutes from the main gates to Walt Disney World Resort, Kissimmee is rightfully known at the Gateway to Fun. Visitors enjoy easy access to some of the world’s greatest theme parks and attractions. But your visit to the area should also include a visit to Historic Downtown Kissimmee. This quaint, All American town is more than the gateway to Disney. It’s history has deep roots in the Florida cattle and citrus industries. Yet it’s now equally comfortable touting its shops, boutiques, dining, nightlife and more.

Historic Downtown Kissimmee features a wide range of charming homes, boutiques, galleries, antique shops and more. Shoppers will find a treasure trove of trinkets, collectibles and one-of-a-kind artwork. Don’t miss your opportunity to explore Kissimmee. There’s a special world of adventure awaiting – all just minutes from Walt Disney World Resort.

A white corner building with ground-floor shops and people walking on the street in downtown Kissimmee

A Downtown Renaissance

In recent years, Historic Downtown Kissimmee has enjoyed a wonderful facelift and renaissance. Dakin Avenue is the heart of the area, offering a variety of restaurants, bars and other nightlife. Try Savion’s Place for Caribbean cuisine, Willy’s Weiners for more than a dozen different hot dogs, or the Red Shoe Martini Bar for a cocktail. It seems there’s always a festive atmosphere in Historic Downtown Kissimmee. The popular Kissimmee Lakefront Park features a weekly farmer’s market, food truck nights and other events such as a monthly outdoor movie screening.

People walking the brick path past palm trees and coloured light poles at Kissimmee Lakefront Park on Lake Tohopekaliga

Enjoy the Shores of Lake Toho

The Historic Downtown Kissimmee Lakefront Park is a spectacular 25-acre parcel of land along the shores of Lake Tohopekaliga (Lake Toho) – one of the world’s most renowned bass fishing lakes. The Park also features the Monument of States, a giant, 50-foot tower of granite, quartz, rocks, fossils and pieces of old buildings from around the country. Visitors will also find a big playground area, and a 3-mile long paved trail along the water that’s popular with walkers, joggers, bikers and fishermen.

Find Historic Downtown Kissimmee

Historic Downtown Kissimmee sits along the shores of Lake Tohopekaliga, a short drive south of Orlando and minutes from the main gates to Walt Disney World Resort.

Start Planning your Kissimmee Vacation with Westgate Resorts!

Explore Historic Downtown Kissimmee, then stay a mile from Walt Disney World Resort.

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