Winter Garden boasts old-time shops and quaint eateries lining red-brick streets. The history lives on in this charming town, where decades of architectural style play out before your eyes. With ample activities for couples, families, and kids, you're sure to love visiting Winter Garden. There are several choices for lodging in the city and even more hotels and luxury resorts to choose from nearby.
When to Visit Winter Garden, FL
Winter Garden rarely ever sees freezing temperatures, making the winter months from December to February the best time to visit if you're looking for discounted hotel and tickets. High temperatures average around 70 degrees with lows in the lower 50s. Winter months tend to be drier, with more sunny days than wet days.
During December, Winter Garden kicks into holiday mode with the Light Up Winter Garden event with live music, vendors, kids activities, and more. The Winter Garden Christmas Parade is an annual tradition in the city that you don't want to miss. The Winter Garden Blues and BBQ Festival takes place in February and is home to award-winning food and hot blues music.
March and April are wonderful times to visit Winter Garden as far as the weather goes. The days are getting longer, sunnier, and the tourist crowds aren't too thick. Spring Break comes in March and leads to a spike in hotel rates, but the beaches are much busier than this landlocked city. Temperatures are perfect, with highs near 80 degrees and lows near 60.
In March, take in classical tunes produced by the Orlando Philharmonic Orchestra, along the shores of Lake Apopka. In April, set out to Spring Fever in the Garden, a massive, weekend festival celebrating all things spring. The kids will love days filled with fun yet educational activities in the Kidzone and you'll love the entertainment, street food, and plants galore.
From May through August is the area's busiest tourist season. Hotels fill quickly and attractions become packed around Memorial Day and stay that way until mid-August when school resumes. Summer days are hot and humid, with highs normally near 90 degrees and lows in the low 70s. Most of the city's rainfall occurs in summer, with near-daily thunderstorms in the afternoon.
Take part in celebrating the nation at the Winter Garden Party in the Park on July 4th. A fun-filled day starts with a parade and ends with a stunning fireworks display.
Autumn is another great time to visit Winter Garden since tourist numbers decline and temperatures drop to comfortable levels. After Labor Day through November, attractions and hotels aren't as busy and you're more likely to find great deals. Temperatures stay comfortable in the 80s for highs and the 60s and 70s for lows. Monsoon season ends, so rainy days aren't as likely.
Put your costume on and head to HalloweenFest in the downtown area. Enjoy trick-or-treating, delicious food, live entertainment, and haunted happenings. Each fall, dozens of musicians descend on the city for a weekend of frolicking fun at the Winter Garden Music Fest. Three days of live music on two stages is worth seeing.
Below is a chart of the current pricing seasonality of hotels and motels in Winter Garden, FL:
Winter Garden, FL: Prices by Star Rating Class
Below are 3 charts illustrating avg. nightly cost trends by star rating class in Winter Garden, FL. Browse these charts to determine the best seasons to book a room in Winter Garden during the year.
Luxury Hotels Near Winter Garden, FL
4 Star Average Prices: $140.71
There are many options for high-end lodging within minutes of Winter Garden. At Doubletree by Hilton at the entrance to Universal Studios in Orlando, you'll be less than 10 miles from Winter Garden. The entry to Universal Studios Parks is within walking distance. Enjoy an opulent breakfast at Pompanos or a light lunch at American Burgers or Courtyard Deli. Rooms and suites boasts views of Universal Parks. Suites have separate living and sleeping areas, work desks, and full kitchens. Relax in the sun with a cocktail from the poolside bar, while the kids splash in the pool nearby. Wind down in the evening on a comfy, pillow top bed, watching movies on the 50-inch flat screen TV.
For the best of the best near Winter Garden, check out Boulder Ridge Villas at Disney's Wilderness Lodge in Lake Buena Vista. You'll be about 10 miles from downtown Winter Garden and less than five miles from Disney. This themed resort channels the 1800s American West, with modern comforts. All lodging options include kitchenette, soaker tub, and flat screen TVs. Villas can sleep between four and eight adults easily. Transportation is free between your room and the airport and to Disney Parks. Employ the resort's childcare services and pamper yourself with a treatment from the spa. Recreational opportunities include an outdoor pool with water slide, fishing, and trails for hiking, biking, and jogging. The resort offers three cafes, one fine dining restaurant, and one lounge.
Affordable Hotels in Winter Garden, FL
3 Star Average Prices: $101.79
Finding basic rooms at a good price is easy at Orange County National Lodge in Winter Garden. You'll be minutes from Disney Parks and other Orlando attractions. Each room features a flat screen TV with cable channels to keep you entertained during your downtime. Save on meals with an in-room fridge and the hotel's picnic area and barbecue grills. Tee off at the Orange County Golf Course or take a stroll through the garden. Finish the day with a delectable meal and a cocktail from Orange 83 Pub and Grill.
When you stay at Rodeway Inn in Apopka, you'll be just a few minutes from Winter Garden and close to Rock Springs Run and the Museum of the Apopkans. Choose from two Queen beds or a single King room with free Wi-Fi, a fridge, and a microwave. Family friendly amenities include adjoining rooms, no charge for kids under 17 in a parent's room, and pet acceptance. The kids will love the outdoor pool too. Top up your tank each morning with free breakfast.