Find hotels in Oakland, Winter Garden

Top reasons to visit Oakland

• Outdoor Activities: Oakland boasts a variety of outdoor activities perfect for families and adventure seekers, including parks and recreational options.
• Family-Friendly Attractions: Enjoy local attractions such as theme parks, golf courses, and amusement parks that cater to visitors of all ages.
• Cultural Experiences: Explore the vibrant downtown area and visit the Oakland Museum, Fox Theater, and Oakland Zoo for a taste of local culture.
• Golf and Tennis: Golf enthusiasts and tennis lovers can find numerous facilities nearby to indulge in their favorite sports.
• Charming Accommodations: Choose from a range of family-friendly and pet-friendly resorts and hotels for a comfortable stay.

Find great hotels near Oakland

Discover the perfect retreat in Oakland, Winter Garden, Florida, where a variety of accommodations await to cater to your every need. From family-friendly resorts to pet-friendly hotels, you’ll find a range of options designed for business travelers and vacationers alike. Experience the charm of downtown Oakland while enjoying the best local amenities, ensuring a memorable stay for all types of visitors.

• Universal's Cabana Bay Beach Resort: Embrace the vibrant spirit of the 1960s and 70s at Universal's Cabana Bay Beach Resort, a family-friendly destination that offers a nostalgic feel combined with modern amenities. Located 19km from Oakland, this 3.5-star resort is perfect for families seeking a fun vacation experience. Kids will enjoy the arcade game room and free cribs for the little ones. Start your day with a breakfast suited for children, ensuring a delightful start to your adventures. With its playful decor and engaging atmosphere, this resort is designed for family bonding and memorable moments.
• The Grove Resort & Water Park Orlando: For families looking for adventure, The Grove Resort & Water Park Orlando provides an exhilarating experience just 21km from Oakland. This 4-star resort features a plethora of onsite activities, including fishing, surfing lessons, and boat tours, catering to thrill-seekers of all ages. The water park is a major highlight, offering free access for guests and numerous child-friendly amenities such as a mini-golf course and a dedicated children's pool. With its focus on family adventures and recreation, this resort ensures an exciting vacation filled with activities for everyone.
• DoubleTree by Hilton at the Entrance to Universal Orlando: Experience a blend of comfort and convenience at the DoubleTree by Hilton at the Entrance to Universal Orlando, located 19km from Oakland. This 4-star hotel caters to families, business travelers, and pet owners alike, providing a welcoming atmosphere. Children can enjoy the arcade game room and a designated children's pool, while pet-friendly policies make it easy to travel with furry companions. The hotel's prime location and range of amenities ensure a pleasant stay, whether you're here for business or leisure.

Where to stay near Oakland

Oakland, Florida, is a charming neighborhood perfect for outdoor enthusiasts and families alike. Explore the lively downtown area, enjoy the friendly atmosphere, and uncover the unique experiences Oakland has to offer. Just a short distance from the Oakland Arena, you can partake in various excursions and entertainment options. Whether you're relaxing in the parks or engaging with the welcoming community, Oakland provides a delightful vacation experience for all types of travelers.

• Winter Garden: Nestled within the charming city of Winter Garden, this vibrant community offers a delightful blend of family-friendly activities and entertainment options. With a peak of visitors in January to February and September, you'll find plenty of opportunities for fun year-round. The area boasts a variety of resorts, shopping areas, and mall centers, making it a great spot for both relaxation and retail therapy. Don't miss the local attractions, including thrilling theme parks, a film studio, and a waterpark, ensuring an unforgettable experience for every traveler.
• Lake Buena Vista: Located 21km from Oakland, Lake Buena Vista is a bustling city known for its family-oriented experiences and entertainment venues. With visitor numbers peaking from January to March, this area is perfect for a fun-filled getaway. Lake Buena Vista features a variety of resorts and shopping centers, catering to both leisure and business travelers. Local landmarks include renowned theme parks, a film studio, and a sports facility stadium, providing endless opportunities for adventure and excitement during your stay.
• Reavills Corner: Just 6km away from Oakland, Reavills Corner is a quaint village that offers a more laid-back atmosphere perfect for outdoor enthusiasts and families alike. With peak visitor arrivals in March, July, and December, this village provides a welcoming environment for those looking to unwind. Popular activities include access to resorts and golf courses, while nearby attractions such as theme parks, parks, and beaches make it an ideal spot for outdoor recreation and relaxation.

Things to do in Oakland

Shopping

In Oakland, you can visit the West Oaks Mall, featuring a variety of popular retail stores and dining options. For a unique experience, check out the local farmers market for handmade crafts and regional specialties, perfect for gifts and souvenirs to take home.

Recreation

Oakland's Serenity Spa offers a tranquil atmosphere with rejuvenating treatments, including massages and facials. Nearby, the scenic Lake Apopka provides opportunities for kayaking and birdwatching, allowing you to connect with nature while enjoying the serene waters and beautiful landscapes.

Adventure

Explore the scenic trails at Lake Apopka, ideal for hiking and birdwatching. Visit the nearby Oakland Nature Preserve for immersive eco-tours and kayaking opportunities. For a thrilling experience, try zip-lining at the Orlando Tree Trek Adventure Park, where you can navigate through aerial obstacle courses among the trees.

Nightlife

In Oakland, Florida, nightlife thrives at The Crooked Can Brewery, where craft beers and live music create a lively atmosphere. Nearby, the historic downtown area features cozy bars and restaurants that come alive at night, perfect for enjoying local flavors and mingling with friendly locals.

Find the best attractions near Oakland

Oakland, Winter Garden, Florida, offers a fantastic vacation experience for families and outdoor enthusiasts. Visitors can enjoy local attractions like theme parks, golf courses, and amusement parks. Key points of interest include the Fox Theater, Oakland Zoo, nearby Oakland Museum, Uptown Oakland, and the Oakland Arena, providing a blend of culture and entertainment for travelers.

• Walt Disney World® Resort: Experience the magic of this world-renowned theme park located 16km from Oakland. With enchanting attractions, thrilling rides, and immersive experiences, Walt Disney World® Resort offers a delightful atmosphere for families and friends to create unforgettable memories together.
• Madame Tussauds: Situated 21km from Oakland, this famous wax museum showcases lifelike figures of celebrities and historical icons. Explore various themed galleries that celebrate culture and entertainment, providing a fun and engaging experience for visitors of all ages.
• Universal Studios Florida: Just 18km away, this dynamic theme park invites you to step into the action of your favorite movies. With exhilarating rides, interactive experiences, and a vibrant atmosphere, Universal Studios Florida is a must-visit for thrill-seekers and movie buffs alike.

Best time to go to Oakland

The best time to visit Oakland is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	59.9°F (15.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
February	63.9°F (17.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
March	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
April	72.5°F (22.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
May	77.2°F (25.1°C)	Light Rain	Mostly Sunny	Average	Average
June	81.0°F (27.2°C)	Moderate Rain	Mostly Sunny	Average	Average
July	82.4°F (28.0°C)	Moderate Rain	Mostly Sunny	Average	Average
August	82.6°F (28.1°C)	Moderate Rain	Mostly Sunny	Slightly Low	Slightly Low
September	80.2°F (26.8°C)	Moderate Rain	Mostly Sunny	Average	Slightly Low
October	74.8°F (23.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	67.8°F (19.9°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
December	63.7°F (17.6°C)	Light Rain	Mostly Sunny	Average	Slightly High

The nearest major airports for your trip to Oakland

Traveling to Oakland, Winter Garden, Florida, is convenient with several major airports nearby. Orlando International Airport (MCO) is located 35km from Oakland, with excellent hotel options like The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both 13km away, offering airport shuttle services. Tampa International Airport (TPA) is 109km away, featuring luxurious accommodations like The Tampa EDITION and JW Marriott Tampa Water Street, both 10km from the airport. Daytona Beach International Airport (DAB) is 90km away, with notable hotels such as Daytona Grande Oceanfront Resort and Hilton Daytona Beach Oceanfront Resort, located just 6km from DAB, ensuring easy access to your destination.