Oakland hotels in Winter Garden

Top reasons to visit Oakland

• Family-Friendly Attractions: Oakland boasts a vibrant theme park and engaging arts centre, perfect for family fun.
• Outdoor Adventures: The area offers various outdoor activities, including bird watching and exploring scenic gardens.
• Relaxing Resorts: Enjoy charming resorts and shopping centres, providing a well-rounded holiday experience.
• Welcoming Atmosphere: Friendly locals and a warm environment enhance your visit to this delightful neighbourhood.
• Diverse Accommodation: A range of lodging options ensures a comfortable stay for families, business travellers, and pet owners.

Find great hotels near Oakland

In Oakland, Winter Garden, Florida, a variety of accommodation options await, catering to families, business travellers, and pet owners alike. From the modern conveniences of AC Hotels to charming resorts, you’ll discover hotels that provide a welcoming atmosphere for your vacation experience. Whether you seek a bustling downtown location or a tranquil retreat, Oakland's lodging choices ensure a comfortable stay tailored to your needs.

• Universal's Cabana Bay Beach Resort: Embrace a retro-inspired vibe at Universal's Cabana Bay Beach Resort, a delightful 3.5-star hotel that evokes the charm of the 1950s and 60s. Located 19.3km from Oakland, this family-friendly property is perfect for those seeking a vibrant holiday atmosphere. With amenities tailored for children, such as complimentary cribs and an exciting arcade game room, families can enjoy a fun-filled stay. Guests love the spacious rooms, lively pools, and easy access to Universal Studios, making it a memorable choice for family vacations.
• The Grove Resort & Water Park Orlando: Nestled amidst nature, The Grove Resort & Water Park Orlando is a 4-star resort that offers an idyllic escape just 20.9km from Oakland. This family-oriented destination features a stunning water park, perfect for kids and adults alike. Enjoy amenities like a pool gate for safety, onsite mini-golf, and a dedicated children's club (for a fee) to entertain the little ones. The resort’s natural surroundings create a tranquil atmosphere, allowing families to relax and bond while enjoying the scenic beauty of Florida.
• DoubleTree by Hilton at the Entrance to Universal Orlando: Ideally located 19.3km from Oakland, the DoubleTree by Hilton at the Entrance to Universal Orlando caters to both business and leisure travellers with its 4-star comforts. This welcoming hotel is LGBTQIA-friendly and has a pet-friendly policy that allows dogs and cats, making it a perfect choice for diverse travellers. Guests appreciate the modern amenities, including a fitness centre and outdoor pool, alongside the warm welcome of the signature DoubleTree cookie. Its proximity to Universal Studios adds to its appeal, ensuring a delightful stay.

Where to stay near Oakland

Oakland, nestled in Winter Garden, Florida, offers a delightful blend of family-friendly attractions and outdoor adventures. Visitors can explore beautiful gardens and enjoy the beachside allure nearby. The area's abundant outdoor options make it perfect for relaxing excursions, while the warm atmosphere and friendly locals enhance your experience. Don't miss the chance to uncover alternative destinations that showcase the charm of this vibrant neighbourhood.

• Winter Garden: Nestled in the heart of Central Florida, Winter Garden is a charming city that offers a blend of family-friendly activities and entertainment-themed experiences. Visitors can enjoy a variety of resorts, shopping areas, and a vibrant shopping mall centre. The city also boasts proximity to popular attractions such as theme parks, film studios, and waterparks, making it an ideal base for family adventures. The pleasant climate and local events throughout the year ensure that there’s always something happening in Winter Garden, especially during its peak seasons in January to February and September.
• Montverde: Located a mere 6.4km from Oakland, Montverde is a delightful small town known for its outdoor and sports activities. This tranquil city welcomes families with its picturesque golf courses and resorts, perfect for a leisurely day outdoors. Guests can explore the nearby lake and enjoy nature walks, while also being in close reach of the excitement from local theme parks and film studios. Montverde's visitor numbers peak from January to March, ensuring a lively atmosphere for those seeking an engaging family getaway amidst stunning natural scenery.
• Ocoee: Just 8.0km away from Oakland, Ocoee is a vibrant city that combines family fun with outdoor adventures. This area is well-known for its shopping areas, including a bustling shopping mall centre, and a variety of resorts that cater to visitors of all ages. With nearby attractions like theme parks and film studios, Ocoee provides plenty of entertainment options. The city particularly thrives during peak months in March, July, and September, making it an exciting destination for families seeking engaging activities and a dynamic travel experience.

Things to do near Oakland

Oakland is an ideal destination for families and adventure enthusiasts alike, offering a variety of outdoor activities and entertainment options. Visitors can enjoy active pursuits such as bird watching and exploring local art galleries, while also finding adrenaline-pumping adventures nearby. For those seeking relaxation, the area features charming resorts and shopping centres, making it a well-rounded holiday spot for all ages.

Shopping

Discover North Lane Plaza Shopping Center, located 17.7km from Oakland, offering a vibrant mix of business and entertainment. Just 4.8km away, Plant Street Market provides a charming atmosphere perfect for family shopping. Additionally, Clermont Regal Shopping Center, 9.7km away, features a delightful blend of shopping and leisure.

Recreation

Camping World Stadium offers an exhilarating atmosphere with its sports events, just a short drive from Oakland. For a blend of relaxation and recreation, West Orange Country Club provides a scenic golf experience amidst nature. Meanwhile, Disney's Fantasia Gardens Miniature Golf Course invites families for a fun and adventurous outing.

Adventure

At Universal’s Volcano Bay, located 19.3km from Oakland, experience thrilling water rides and relaxing beaches in a vibrant atmosphere. The West Orange Trail, only 4.8km away, offers scenic hiking routes through beautiful nature. For water sports enthusiasts, Watertoyz of Clermont, situated 12.9km from Oakland, provides exhilarating outdoor adventures.

Nightlife

Experience an enchanting evening at Sleuth's Mystery Dinner Show, where romance and intrigue await. For an adventurous outing, enjoy the views from The Orlando Eye, or indulge in fun at Carter Family Bowl, an arcade Adventure Zone perfect for family vibes.

Booking tips and Expedia advantages for Oakland

For a budget-friendly trip to Oakland, consider visiting during the cheaper months of August to September and November. Booking your hotel a month in advance can yield savings, and last-minute deals on Expedia may offer further reductions. Tuesday is the best day for lower hotel rates, while Saturday tends to be pricier. Use Expedia’s search tool to filter options by budget and location, and look for package deals that combine flights and accommodation for additional savings. Don't forget to explore free local activities to enhance your experience without breaking the bank.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Oakland are August to September and November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher.
• The best time to book a hotel: The cheapest time to book a hotel around Oakland is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Oakland is Tuesday. The most expensive day to stay around Oakland is Saturday.
• Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your preferences based on your budget, desired location, and the type of accommodation you wish to stay in. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel accommodation in Oakland with your flights and activities through an Expedia package.

Find the best attractions near Oakland

Oakland, Florida, is ideal for family-oriented vacations, offering a delightful mix of outdoor activities and entertainment. Visitors can explore a variety of attractions, including a vibrant theme park, an engaging arts centre, and a scenic golf course country club. The area's points of interest cater to those seeking family fun, cultural experiences, and outdoor adventures, making it a perfect destination for travellers of all ages.

• Walt Disney World® Resort: Located 16.1km from Oakland, this iconic theme park offers an enchanting experience filled with thrilling rides, beloved characters, and magical shows, perfect for families and entertainment seekers alike.
• Orange County Convention Center: Positioned 20.9km away, this vibrant arts centre showcases a variety of cultural events and exhibitions, making it an ideal destination for art lovers and those keen to immerse themselves in local culture.
• Universal CityWalk: Just 19.3km from Oakland, this lively tourist precinct features an array of outdoor dining, shopping, and entertainment options, providing a fun-filled atmosphere for families and visitors looking to enjoy the Florida sunshine.

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

For your visit to Oakland in Winter Garden, Florida, the major airports to consider are Orlando International Airport (MCO), Daytona Beach International Airport (DAB), and Leesburg International Airport (LEE). Orlando International Airport is approximately 35.4km away, with nearby hotel options such as The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both offering shuttle services. Daytona Beach International Airport is situated about 90.1km away, with Hilton Daytona Beach Oceanfront Resort and Daytona Grande Oceanfront Resort nearby. Lastly, Leesburg International Airport is around 33.8km from Oakland, featuring accommodations like Mission Resort and Club with convenient shuttle services available.