25 Best & Fun Things to Do in Windermere Florida

Windermere, Florida, is a charming town that offers plenty of fun activities for everyone. Nestled near the scenic shores of Lake Butler, it’s a great spot for families, friends, and anyone looking to enjoy the outdoors. With beautiful parks, lakes, and pathways, there’s something special around every corner.

In this guide, we will be highlighting some of the best things to do in Windermere. From enjoying the peaceful lakeside views to visiting local shops and restaurants, you’ll find plenty of options to fill your day with joy and adventure. Get ready to make wonderful memories in this lovely town!

Things to Do in Windermere Florida

1. Pick Blueberries at Beck Brothers Blueberries U-Pick

Visit Beck Brothers Blueberries U-Pick for a delightful family outing. Here, you can handpick fresh blueberries right from the bushes. It’s an enjoyable experience that connects you with nature.

The farm provides everything you need, including buckets for your harvest. Feel free to roam the fields and choose the ripest berries. It’s a great way to bond with family and teach kids about farming.

After picking, you can enjoy some fresh treats made from the blueberries. They often offer delicious jams and baked goods. You might even find some unique blueberry-themed items in their shop!

The friendly staff makes you feel welcome from the moment you arrive. They are happy to share tips on the best spots to pick berries. This hands-on experience is fun and educational.

Make sure to check the season before you visit, as blueberry picking is typically open from late spring to early summer. Enjoy a sunny day filled with tasty fun!

Address: 13555 S Apopka Vineland Rd, Orlando, FL 32821.

2. Enjoy Craft Beers at Windermere Brewing Company

Have a fun time at Windermere Brewing Company. This local brewery offers a cozy atmosphere perfect for relaxing after a long day. They proudly serve a variety of craft beers brewed on-site.

You can sample their rotating selection of beers, including IPAs, stouts, and seasonal favorites. The knowledgeable staff is eager to recommend the best options to suit your taste. Pair your drink with a snack from their menu to enhance your experience.

The inviting interior features rustic decor and plenty of seating. It’s a great place to unwind with friends or meet new people. Often, they host events like trivia nights and live music, adding to the lively atmosphere.

This brewery is also committed to sustainability, using local ingredients whenever possible. You can feel good about supporting a business that cares about the environment.

Don’t miss the chance to join a brewery tour if available. Learn about the brewing process and the story behind the beers you enjoy!

Address: 720 Main Street, Windermere, FL 34786.

3. Kayak the Butler Chain of Lakes

Kayaking the Butler Chain of Lakes promises adventure and beauty. Rent a kayak or paddleboard from Epic Paddle Adventures for a unique outdoor experience. The serene waters and natural surroundings invite exploration.

As you paddle through the lakes, you’ll see stunning homes and lush landscapes. The calm waters are perfect for both beginners and experienced paddlers. This adventure lets you enjoy the fresh air and sunshine.

Look out for local wildlife, like birds and turtles, along your journey. The peaceful environment allows for great photo opportunities, especially during sunrise or sunset. Bring your camera to capture the memories!

Don’t forget to wear sunscreen and stay hydrated during your outing. It’s easy to lose track of time while enjoying the scenery. Take your time and soak in the beauty of the lakes.

After your kayak adventure, consider grabbing a bite at a nearby restaurant to reflect on your day spent in nature. It’s a perfect way to round off your outdoor experience.

Address: 1001 W. Lake Butler Blvd, Windermere, FL 34786.

4. Take the Kids to Lake Street Park

Bring the family to Lake Street Park for a fun-filled day. This lovely park features playground equipment for children of all ages. With slides, swings, and climbing structures, kids can enjoy hours of active play.

The park also offers green spaces, making it perfect for picnics. Families can spread a blanket and enjoy a meal together while soaking up the sun. On-site picnic tables are available for convenience.

Parents can relax while watching their children play. The park is designed with safety in mind, featuring well-maintained equipment and spacious areas. It’s a great spot to bond with family or meet up with friends.

Walking paths around the park provide a nice place for a leisurely stroll. Enjoy the scenery and the chance to connect with nature. It can be a peaceful escape right in the heart of Windermere.

Make sure to visit the park during weekends when events and community gatherings take place. There’s always something happening!

Address: 197 W. Lake St, Windermere, FL 34786.

5. Catch Live Music at Harry Buffalos in nearby Orlando

Experience vibrant nightlife at Harry Buffalos in nearby Orlando. This lively venue is known for its great atmosphere and live music. It’s the perfect spot to unwind with friends after a long day.

Check their schedule to catch local bands and talented musicians performing throughout the week. Dance along to your favorite tunes or simply enjoy the ambiance while sipping on a drink. Harry Buffalos is known for its signature buffalo wings and pub fare that complements the experience.

The casual vibe makes it welcoming for everyone, whether you’re coming for a night out or a casual dinner. Large TV screens are available for sports fans, making it a great choice for game nights.

Join friends or meet new people in the relaxed environment. The friendly staff ensures everyone has a great time. You’re sure to enjoy the camaraderie and lively atmosphere of this Orlando hotspot.

Plan your visit to Harry Buffalos for a fun evening filled with music, food, and friendly faces!

Address: 4306 W. Colonial Dr, Orlando, FL 32808.

6. Shop for Fresh Produce at the Windermere Farmers Market

Visit the Windermere Farmers Market for a wonderful shopping experience. Held every Friday in Town Square Park, this market brings together local farmers and artisans. You can find fresh produce, homemade goods, and unique crafts.

Support local growers and enjoy the taste of fresh fruits and vegetables. Seasonal crops ensure you can always find something new to try. It’s a fantastic way to encourage healthy eating while supporting the community.

The market is also a social hub. You’ll see friendly faces and meet new people while browsing the stalls. Engage with vendors and learn about their amazing products.

Take the time to sample delicious local treats or pick up some baked goods for later. From jams to handcrafted items, there is something special for everyone. Don’t miss the charming atmosphere and lively interactions.

Own your shopping experience every Friday, from morning until early afternoon. Stop by the Windermere Farmers Market to discover the delights it has to offer!

Address: 614 Main St, Windermere, FL 34786.

7. Play Golf at The Golden Bear Club

Have a great time at The Golden Bear Club, a renowned golf course designed by Jack Nicklaus. Located in Windermere, this exclusive club offers a premier golfing experience. The lush green fairways are set against beautiful scenic backgrounds.

The club welcomes players of all skill levels. This 18-hole course offers unique challenges that promise an enjoyable day of golf. Enjoy the well-maintained greens and thoughtful layout while you play.

Besides golf, The Golden Bear Club features amenities such as a driving range and putting greens. You can improve your game or take lessons from experienced professionals. It’s a great place to hone your skills.

After your round, relax in the clubhouse with a meal or a drink. The dining options offer delicious meals and refreshments to celebrate a successful day on the links. Enjoy views of the course while you unwind.

Membership is available, but daily access can often be arranged for visitors. Don’t miss the chance to enjoy this top-notch golf facility!

Address: 6300 Golden Bear Drive, Windermere, FL 34786.

8. Visit the Windermere Recreation Center

The Windermere Recreation Center serves as a hub for community activities. It offers various programs for all ages. You can participate in sports, fitness classes, and special events throughout the year.

The center’s amenities cater to diverse interests. From basketball courts to fitness rooms, there’s something for everyone. You can also find trails for walking and biking to enjoy the outdoors.

Family-friendly events are frequent at the center. Join seasonal celebrations, workshops, and community gatherings. Engage with neighbors and make lasting memories while participating in group activities.

The staff at the center is friendly and dedicated to providing a welcoming environment. They can help you find the right activities that suit your interests and abilities. It’s an excellent opportunity to make new friends!

Stop by the Windermere Recreation Center and see what’s happening. It’s the perfect place to stay active and have fun!

Address: 614 Main St, Windermere, FL 34786.

9. Explore the Lakeside Village Park

Take a walk at Lakeside Village Park while enjoying the beautiful scenery. This park features well-kept paths and green spaces perfect for leisurely strolls. The paved paths wind their way around serene ponds where wildlife can often be seen.

Families will love the picnic areas with tables. It’s a great spot to pack a lunch and enjoy the day outdoors. Kids can run around and play in the open spaces while parents relax nearby.

The park’s tranquil atmosphere invites reflection and relaxation. Many visitors come here to read or practice yoga surrounded by the beauty of nature. Flowering plants add color and fragrance to the park’s ambiance.

In addition, the park hosts community events throughout the year. Live music, food festivals, and outdoor movie nights bring together residents and visitors alike. Check the calendar to see what’s coming up!

Don’t miss the opportunity to unwind at Lakeside Village Park. Enjoy its natural beauty and community spirit.

Address: 2200 Lakeside Dr, Windermere, FL 34786.

10. Attend Local Events at the Windermere Branch Library

Venture to the Windermere Branch Library to discover engaging local events. This community hub offers much more than just books. Regularly scheduled activities include storytimes for children, workshops, and educational programs.

Join book clubs and discussion groups where you can share thoughts on your favorite reads. The library is committed to creating a space for learning and collaboration. Engaging with fellow book lovers adds to the experience.

Children will enjoy special events like craft days and summer reading programs. These activities promote a love for reading in a fun environment. The library staff are enthusiastic and always eager to help families find suitable materials.

The library also offers various resources like computers and meeting rooms for community use. It’s a fantastic place for students to study or work on projects. The welcoming atmosphere will make you want to come back!

Check the library’s schedule for upcoming events for all ages. You’ll enjoy the sense of community that comes with participating!

Address: 530 Main St, Windermere, FL 34786.

11. Fishing at Lake Butler

Experience the tranquility of fishing at Lake Butler. This serene lake invites anglers of all skill levels to cast their lines and enjoy a day outdoors. The peaceful surroundings are perfect for relaxation while waiting for a bite.

Lake Butler is known for its abundance of bass, making it a prime spot for fishing enthusiasts. Bring your fishing gear and enjoy the thrill of catching fish in picturesque surroundings. The calm waters provide a great opportunity for both quiet reflection and excitement.

Whether you prefer fishing from the shore or taking a boat out, the lake accommodates both. For those without a boat, there are areas along the shore where you can easily set up your gear.

Make sure to check local regulations before you head out to fish. Licenses may be required. The lake is often frequented by nature lovers, so be sure to appreciate the views and wildlife around you.

Fishing at Lake Butler can be a wonderful way to unwind and reconnect with nature. Enjoy the beauty and peace this lake has to offer!

Address: 6200 Butler Blvd, Windermere, FL 34786.

12. Visit the Orlando Science Center

Take a short drive to the Orlando Science Center for an exciting day. This interactive museum offers a variety of exhibits for both children and adults to explore. Each experience is designed to engage and inspire curiosity about science.

Hands-on exhibits encourage visitors to learn while having fun. From physics to biology, you will find something captivating at every turn. The center frequently hosts special events and demonstrations that are both educational and enjoyable.

The Orlando Science Center is perfect for families, as it provides a safe and engaging atmosphere for children. Kids can participate in workshops and watch live science shows that spark their imagination.

The center also has a Planetarium for star-gazing experiences that can transport you to another world. It’s an excellent way to learn about astronomy and space science in an enjoyable setting.

Plan to spend a few hours here. Make sure to check their schedule for special events. It’s an adventure in learning that you won’t want to miss!

Address: 777 E Princeton St, Orlando, FL 32803.

13. Enjoy a Scenic Bike Ride on Maguire Road

Gear up for a scenic bike ride along Maguire Road. This route offers beautiful views of Windermere’s landscape. The wide paths are well-maintained, making them safe for cyclists of all ages.

As you pedal, take in the sights of charming homes and scenic greenery. The fresh air and sunshine energize your ride while you enjoy the peaceful surroundings. It’s a terrific way to stay active and appreciate nature.

Consider inviting friends or family to join you. Cycling together can make the experience even more enjoyable. Discover hidden treasures and make memories while you explore the area.

Be mindful of your surroundings while riding. Always follow safety rules and be aware of other road users. Remember to wear a helmet and carry water to stay hydrated.

A bike ride along Maguire Road is a refreshing experience. Embrace the natural beauty and get some exercise while you explore Windermere!

Address: Maguire Rd, Windermere, FL 34786.

14. Dine at the Neighborhood Grill

For a casual meal, head to the Neighborhood Grill. This local favorite is known for its delicious burgers and comfort food. The inviting atmosphere is perfect for family lunches or relaxed dinners.

With plenty of menu options, everyone can find something they love. From hearty burgers to fresh salads, the food is made with quality ingredients. Don’t forget to check out their daily specials for something new!

The restaurant’s friendly staff creates a welcoming environment. You will feel right at home as you enjoy your meal. Bring the family for a sit-down dining experience or grab a bite to go.

Neighborhood Grill also features a great selection of drinks, including local craft beers. It’s an excellent place to unwind after a long day or enjoy a casual outing with friends.

Consider stopping by to treat yourself to a tasty meal that satisfies your cravings. You won’t leave hungry!

Address: 600 Main St, Windermere, FL 34786.

15. Relax at Isleworth Golf & Country Club

Relax and enjoy luxury at Isleworth Golf & Country Club. This prestigious club offers a beautiful environment for members and guests. With stunning golf courses and top-notch amenities, it’s perfect for a day of leisure.

The golf course, designed to challenge players, provides breathtaking views throughout your game. Enjoy the fine dining options featuring world-class cuisine that caters to your every desire. The restaurant staff is trained to ensure all guests have a memorable dining experience.

Isleworth also offers other recreational activities, including tennis and fitness classes. Staying active within this serene atmosphere enhances relaxation and provides a sense of community.

Membership might be required for some areas; however, guests can sometimes secure access for special events. It’s worth it to experience the luxury and beauty of this country club.

Take the time to explore Isleworth and all its offerings. You’ll find tranquility and enjoyment in this elegant setting.

Address: 6100 Isleworth Country Club Dr, Windermere, FL 34786.

16. Take a Scenic Drive Around the Butler Chain of Lakes

Take a scenic drive around the Butler Chain of Lakes for breathtaking views. This picturesque route showcases the natural beauty of Windermere. Enjoy the stunning lakes and lush landscapes from the comfort of your vehicle.

The drive features many viewpoints perfect for stopping to take photos. Watch the sunlight glisten on the water while surrounded by scenic homes and nature. It’s an Instagram-worthy experience waiting to happen!

Consider going during sunrise or sunset to enhance the beauty of your drive. The colors painted across the sky combined with the reflective waters create a magical atmosphere.

This short escape allows you to enjoy a quiet moment alone or with friends while connecting with nature. You may even spot some local wildlife along the way!

Plan your drive to include some of the nearby parks for a more in-depth experience. Enjoy the charm of the Butler Chain of Lakes from a different perspective.

Address: Butler Chain of Lakes, Windermere, FL 34786.

17. Book a Spa Day at a nearby resort

Treat yourself to a relaxing spa day at a nearby resort. Immerse yourself in tranquility as you enjoy various rejuvenating treatments. From massages to facials, there’s something to revitalize everyone.

The serene settings at these resorts add to the relaxing experience. Pamper yourself with luxurious spa amenities, such as hot tubs and swimming pools. It’s a perfect day to unwind and recharge your batteries.

Advanced booking is often recommended to secure your preferred treatment times. Consider bringing a friend or partner along for an even more enjoyable experience.

Check if the resort offers special packages that include meals and additional services. It’s a great way to maximize your spa day while indulging in delicious cuisine.

After your treatment, take time to lounge by the pool or enjoy a peaceful walk around the resort grounds. A spa day offers a much-deserved escape from everyday life.

Address: 7500 Augusta National Dr, Orlando, FL 32822.

18. Play Tennis at the Windermere Tennis Center

Join the fun at the Windermere Tennis Center. This facility provides excellent courts for players of all levels. Whether you’re a beginner or an experienced player, you can improve your skills in a friendly environment.

The center offers group lessons and clinics to help you learn and grow your game. Regularly scheduled events allow you to participate in friendly matches with other locals. It’s a great way to meet new people and build camaraderie.

The welcoming staff is always ready to assist with anything you need. They can offer tips on court etiquette, equipment, and upcoming events. Plus, the community atmosphere makes it an enjoyable place to spend time.

Before heading to the center, be sure to bring your preferred tennis gear. The courts can get busy, so consider reserving a spot in advance to ensure you have a playtime.

A visit to the Windermere Tennis Center guarantees fun and fitness. Experience the joy of tennis in a vibrant community.

Address: 400 N Main St, Windermere, FL 34786.

19. Explore Local Boutiques

Explore local boutiques in Windermere for a unique shopping experience. These charming shops offer everything from clothing to home décor. You will find handcrafted items and artisanal products that reflect the local culture.

Shopping at these boutiques supports small businesses and local artisans. Each shop has its own character and style, making the shopping experience truly special. Friendly owners are eager to share their stories and product inspirations.

Take your time to browse and discover hidden gems. You might find the perfect gift for someone or something special for yourself. The variety in products makes for an enjoyable adventure.

Many boutiques are located close to each other, so it’s easy to visit multiple shops in one trip. After shopping, stop by a nearby café for a refreshment to recharge.

Shopping local offers a chance to connect with the community and discover treasures. Try visiting the boutiques in Windermere to experience the charm firsthand!

Address: 1210 Main St, Windermere, FL 34786.

20. Have a Picnic at the Orlando Wetlands Park

Pack a picnic and head to Orlando Wetlands Park for a lovely outdoor day. This peaceful park features beautiful landscapes and diverse wildlife. It offers a perfect spot for relaxation and enjoying a meal amidst nature.

The park is known for its extensive walking trails that wind through lush wetlands. After your picnic, take a leisurely walk and appreciate the beauty around you. You may even spot various birds and other wildlife during your stroll.

Designated picnic areas provide tables and shaded spots so you can enjoy your meal comfortably. Bring along your favorite snacks and drinks to enhance your outdoor experience.

Consider bringing a blanket for added comfort while you relax. Whether you come with family, friends, or by yourself, disconnecting from everyday life and embracing nature is rejuvenating.

Before your visit, check the park’s regulations concerning food and waste disposal to maintain its beauty. Enjoy a delightful day outdoors at Orlando Wetlands Park!

Address: 25191 S. Fort Christmas Rd, Christmas, FL 32709.

21. Visit Central Florida Zoo

Head to the Central Florida Zoo for an exciting family adventure. This zoo features a variety of animal exhibits, offering a fun and educational experience. The colorful environment is perfect for children and adults alike.

As you walk through the zoo, you’ll encounter fascinating animals from around the world. From big cats to exotic birds, there’s something for everyone to marvel at. Engage in the interactive exhibits that will allow you to learn more about wildlife conservation.

Plan to spend a few hours exploring the different exhibits and shows. There are often special events and feeding sessions where you can learn even more about the animals. Bring the family to witness these playful interactions!

The zoo is committed to conservation, providing a chance to understand the importance of protecting wildlife. It’s a valuable experience to share with loved ones.

Wrap up your visit by stopping at the zoo’s cafe for a refreshing drink or snack. A day at the Central Florida Zoo creates lasting memories!

Address: 3755 W. Seminole Blvd, Sanford, FL 32771.

22. Check Out the Historic Downtown Winter Garden

Visit Historic Downtown Winter Garden for a unique blend of history and charm. This area features beautifully restored buildings that house shops, restaurants, and galleries. Stroll along the brick-paved streets and soak in the ambiance.

The quaint shops offer a variety of products, from handmade crafts to vintage items. Supporting local businesses is part of the experience. You can find one-of-a-kind gifts while exploring the friendly atmosphere.

Don’t miss the chance to grab a bite at one of the delightful local eateries. The dining options range from casual cafes to elegant restaurants, ensuring something to tantalize everyone’s taste buds.

Throughout the year, Historic Downtown Winter Garden hosts various community events, including farmers markets and art festivals. Check the calendar for activities happening during your visit.

With picturesque gardens and plenty of photo opportunities, it’s a great place to spend a leisurely day discovering local culture. Fall in love with the charm of Winter Garden!

Address: 104 S. Lakeview Ave, Winter Garden, FL 34787.

23. Experience Boat Tours on Lake Butler

Join a boat tour on Lake Butler for an unforgettable adventure. Guided tours offer a unique perspective of the stunning scenery and aquatic wildlife. It’s a fantastic way to explore the beauty of this serene lake.

The knowledgeable guides share interesting facts about the lake’s ecosystem and history. They often point out local flora and fauna, enhancing your appreciation for the natural environment.

Boat tours can be both relaxing and exciting. You can sit back and enjoy the views or engage in fun activities offered on some tours, such as fishing or swimming. It’s a great outing for family and friends.

Make sure to bring your camera for capturing the memories along the way. The picturesque landscapes provide fantastic photo opportunities, especially during sunset.

After your boat tour, consider stopping by a lakeside eatery for a meal. The perfect way to end a wonderful day on Lake Butler!

Address: 620 Lake Butler Blvd, Windermere, FL 34786.

24. Join Community Events at the Windermere Community Center

Join the community at the Windermere Community Center for a variety of engaging events. This facility hosts numerous activities throughout the year, bringing residents together for fun and connection. It’s a great place to participate and meet new friends.

From seasonal festivals to sports leagues, there’s always something happening. Children, teens, and adults can find activities tailored to their interests. Check the calendar to find upcoming events and classes that excite you.

The center fosters a strong sense of community, where everyone is welcome to join in the fun. Engaging in local events helps create lasting memories and friendships.

Activities are designed for all ages, ensuring participation from everyone in the family. Families can bond over events that promote teamwork and creativity.

Visiting the Windermere Community Center will make you feel connected. Embrace the local spirit by joining in on the fun!

Address: 614 Main St, Windermere, FL 34786.

25. Attend Festivals at nearby Winter Park

Don’t miss the chance to attend vibrant festivals in nearby Winter Park. This charming city hosts events throughout the year that celebrate art, music, and culture. Each festival brings the community together, creating lively and enjoyable atmospheres.

Experience the rich local culture through food, crafts, and live entertainment. Seasonal festivals often feature local vendors offering unique items and delicious food options, ensuring fun for all visitors. You can enjoy live performances from talented musicians and artists.

Events like the Winter Park Sidewalk Art Festival showcase amazing creativity while supporting local artists. It’s an excellent opportunity to find unique gifts while embracing the artistic community.

Make a day of it by strolling through Winter Park’s picturesque neighborhoods leading up to the festival. With beautiful parks and gardens, it’s a perfect setting for enjoying the festivities.

Check the festival calendar before your visit to find dates and details. Join fellow attendees for a joyful celebration in Winter Park!

Address: 151 W. Lyman Ave, Winter Park, FL 32789.

Final Thoughts

Windermere, Florida, offers a wealth of activities that cater to all interests. Whether it’s enjoying outdoor adventures, exploring markets, or dining in delightful eateries, there’s always something new to discover. The vibrant community spirit enhances each experience, inviting both residents and visitors to engage fully.

As you plan your visit, take the time to immerse yourself in the local culture. From lively parks to charming boutiques, Windermere creates unforgettable memories that keep you coming back for more. If you’re looking for more exciting places beyond Windermere, check out these places to visit in Florida for a broader exploration. Embrace the beauty and joy of Windermere!

To delve further into your travel plans, consider exploring the best weekend getaways in Florida that offer unique experiences and adventures waiting to be discovered.