Oakland FloridaATTRACTIONS & THINGS TO DO
Listed below are the best attractions and things to do near Oakland, Florida.
1. Oakland Nature Preserve
NATURAL TRAILS AND BOARDWALK
Oakland Nature Preserve spans 128 acres showcasing several ecosystems typical of Florida, with over 13 miles of trails and boardwalks for visitors to explore. The preserve features the Healthy West Orange Boardwalk leading to Lake Apopka and the Jim Thomas Environmental Education Center and Museum where visitors can learn about local wildlife and habitats. Nature enthusiasts can enjoy the serene environment free of charge as the preserve is open daily and offers an authentic Florida outdoor experience.
2. Tucker Ranch
LAKESIDE PARK AND RECREATION
Tucker Ranch is a sprawling 209-acre park managed by the City of Winter Garden, offering beautiful natural spaces along the shoreline of Johns Lake. Families can enjoy the children's play area while outdoor enthusiasts have access to canoe and kayak launching facilities to explore the park's waterways. The ranch combines playgrounds and natural wildlife areas, making it an ideal destination for both relaxation and adventure.
3. West Orange Trail
SCENIC BIKING AND HIKING
The West Orange Trail is a popular 22-mile rail-to-trail conversion that runs through Oakland, connecting Killarney to Apopka. Outdoor enthusiasts can enjoy biking, walking, jogging, or rollerblading along this well-maintained path that showcases Florida's natural beauty. The trail passes through several communities including Winter Garden, offering convenient access to restaurants, shops, and rest areas along the route.
4. Funky Buddha Brewery
CRAFT BEER AND CULTURE
Funky Buddha Brewery is a highly-rated attraction in Oakland Park known for its unique craft beer creations and lively atmosphere. Visitors can tour the brewing facilities, sample a wide variety of innovative beer flavors, and enjoy the social bar and club environment. The brewery has become a cultural landmark in the area, drawing both locals and tourists seeking quality craft beverages and entertainment.
5. Jaco Pastorius Park
MUSIC LEGEND'S MEMORIAL PARK
Jaco Pastorius Park honors the legendary jazz bassist with a peaceful recreational area in Oakland Park. The park features open green spaces, walking paths, and commemorative elements celebrating the musician's contributions to jazz history. Visitors can enjoy community events often held at the park while appreciating this cultural tribute to one of music's innovative talents.
6. Blessed Sacrament Catholic Church
HISTORIC RELIGIOUS ARCHITECTURE
Blessed Sacrament Catholic Church stands as a spiritual landmark in Oakland Park, offering visitors a glimpse of beautiful religious architecture. The church welcomes visitors to appreciate its serene atmosphere, artistic elements, and cultural significance to the local community. Beyond religious services, the church serves as a historical point of interest for those exploring Oakland Park's heritage sites.
7. Plant Street Market
ARTISAN FOOD AND SHOPPING
Plant Street Market is a vibrant marketplace located in nearby Winter Garden, featuring an eclectic mix of local vendors, artisanal foods, and unique shopping opportunities. Visitors can browse through specialty shops offering everything from handcrafted goods to gourmet foods while enjoying the market's lively atmosphere. The market has become a community gathering place where people can shop, dine, and connect with local producers and artisans.
8. Crooked Can Brewing Company
CRAFT BREWERY AND TAPROOM
Crooked Can Brewing Company offers visitors an authentic craft beer experience within the Plant Street Market in Winter Garden. Beer enthusiasts can sample a rotating selection of house-brewed beers in the taproom while enjoying the social atmosphere. The brewery has gained popularity for its quality craft beverages and has become an anchor attraction drawing visitors to the Winter Garden area.
9. Winter Garden Farmers Market
LOCAL PRODUCE AND CRAFTS
The Winter Garden Farmers Market is a beloved community tradition offering fresh local produce, artisanal foods, and handcrafted items in a lively outdoor setting. Visitors can browse among dozens of vendors while enjoying live music and the charming atmosphere of this popular weekend destination. The market showcases the agricultural bounty and creative talent of the Central Florida region, making it a must-visit for those seeking authentic local experiences.
10. West Orange Trail Bikes & Blades
BICYCLE AND SKATE RENTALS
West Orange Trail Bikes & Blades provides convenient rental equipment for visitors wanting to explore the scenic West Orange Trail. Cyclists and skaters can choose from a variety of bikes, rollerblades, and accessories to suit their adventure needs. The rental shop offers expert advice on trail conditions and routes, making it easy for tourists to enjoy the beautiful trail system without bringing their own equipment.
11. The Ride Xperience Bike Rentals
PREMIUM CYCLING ADVENTURE PROVIDER
The Ride Xperience Bike Rentals offers premium cycling equipment and guided tour options for exploring the West Orange Trail and surrounding areas. Visitors can choose from high-quality bikes and receive personalized service to enhance their outdoor adventure experience. The company specializes in creating memorable biking tours that showcase the natural beauty and points of interest throughout the Winter Garden region.
12. Let's Skate Orlando
FAMILY-FRIENDLY SKATING ENTERTAINMENT
Let's Skate Orlando provides family-friendly skating entertainment with a variety of programs and open skate sessions for all ages. Visitors can enjoy indoor skating activities in a well-maintained facility designed for both beginners and experienced skaters. The venue offers a fun alternative recreation option, especially appealing during hot Florida days when indoor entertainment is preferred.
13. Edgewater Hotel
HISTORIC BOUTIQUE ACCOMMODATION
The Edgewater Hotel stands as a charming historic accommodation option in downtown Winter Garden, offering visitors a glimpse into Florida's past with modern amenities. The boutique hotel features distinctive rooms and is perfectly positioned for exploring the shops, restaurants, and attractions of Winter Garden on foot. Guests appreciate the unique character of this restored historic building that combines old-world charm with comfortable lodging in the heart of the city.
14. Michael's Ali Coal Fired
AUTHENTIC COAL-FIRED PIZZA
Michael's Ali Coal Fired offers visitors authentic coal-fired pizza in a welcoming atmosphere in Winter Garden. The restaurant specializes in distinctive pizzas with crispy crusts and flavorful toppings prepared in traditional coal-burning ovens. Diners can enjoy a menu featuring vegetarian and vegan options alongside classic Italian favorites, making it a popular dining destination in the area.
15. West Orange Trail - Oakland Nature Preserve Trailhead
GATEWAY TO NATURAL EXPLORATION
The West Orange Trail - Oakland Nature Preserve Trailhead serves as a primary access point to both the popular trail system and the adjacent nature preserve. Visitors can begin their journey here, with convenient parking and easy access to miles of scenic paths through Florida's natural landscapes. The trailhead connects outdoor enthusiasts to both the recreational opportunities of the West Orange Trail and the ecological education experiences of the Oakland Nature Preserve.