15 Best Things to Do in Longwood (FL)
Forget the neon glow of Orlando’s behemoth theme parks for a moment, and let me introduce you to Longwood, Florida β a charming Central Florida gem that offers a delightful blend of natural beauty, fascinating history, and vibrant community spirit. Nestled just north of Orlando, Longwood provides a refreshing escape, inviting you to slow down and discover a different side of the Sunshine State. Imagine serene nature preserves, ancient trees whispering tales of centuries past, and lively community parks perfect for family fun.
This isn’t just a stopover; it’s a destination where authentic Florida experiences await, from peaceful bike rides through shaded trails to exhilarating indoor adventures. The best times to visit are during the cooler, drier months from October to May, when the weather is simply perfect for outdoor exploration. Pack comfortable shoes, plenty of water, and get ready to uncover the hidden treasures of Longwood, a place that truly offers something special for every traveler.
π° Travel Cost Overview
Category | Budget | Mid-range | Luxury |
Accommodation (per night) | $70 – $100 | $120 – $180 | $200 – $350+ |
Food & Dining (per day) | $30 – $50 | $60 – $100 | $120 – $200+ |
Transportation (per day) | $20 – $40 (rideshare/limited public) | $40 – $70 (car rental) | $70+ (premium car rental/frequent rideshare) |
Activities & Attractions (per day) | $0 – $10 (mostly free parks) | $15 – $40 (mix of free & paid) | $40 – $80+ (more paid attractions/tours) |
Total Daily Budget | $120 – $200 | $235 – $390 | $430 – $700+ |
Weekly Budget Estimates | $840 – $1400 | $1645 – $2730 | $3010 – $4900+ |
Cross Seminole Trail

Stretching for miles through the heart of Seminole County, the Cross Seminole Trail is an absolute must for anyone who loves the great outdoors. This paved multi-use trail is a vital artery in the regional trail network, offering a seamless journey through diverse landscapes. You’ll find yourself gliding beneath canopies of oak trees, passing tranquil wetlands, and experiencing the quieter, greener side of Florida. What makes this trail truly special is its accessibility and versatility β whether you’re an avid cyclist looking for a long-distance ride, a runner seeking a scenic route, or a family enjoying a leisurely stroll, the smooth pavement and gentle grades make it welcoming for all.
You can expect to encounter local wildlife, from scurrying squirrels to a variety of bird species, and perhaps even a turtle or two basking in the sun. The trail is well-maintained and provides ample opportunities for fresh air and exercise, making it a perfect escape from the hustle and bustle. Itβs ideal for solo adventurers seeking solitude, couples enjoying a romantic bike ride, or families teaching their kids to cycle in a safe environment. This trail is a shining example of the “rails-to-trails” initiative, transforming old railway lines into vibrant community pathways.
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Spring Hammock Preserve

Step into a natural wonderland at Spring Hammock Preserve, a sprawling sanctuary that feels a world away from urban life. This preserve is a true ecological gem, protecting one of Central Florida’s largest remaining areas of old-growth forest, complete with towering cypress and majestic oak trees. What makes Spring Hammock unique is its incredible biodiversity and the feeling of truly being immersed in wild Florida. You’ll discover a network of rustic hiking trails and extensive boardwalks that wind through various ecosystems, from lush wetlands to sand pine scrub.
Visitors can expect incredible opportunities for birdwatching β itβs a designated Great Florida Birding and Wildlife Trail site β and a chance to spot other wildlife like deer, gopher tortoises, and even river otters near the Wekiva River. Itβs an ideal spot for nature photographers, serious hikers, and anyone looking for a peaceful retreat. The preserve offers a genuine taste of Florida’s natural heritage, inviting you to explore its untouched beauty. Remember to wear sturdy shoes and bring insect repellent, especially during warmer months.
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Big Tree Park

Prepare to be humbled by the ancient giants at Big Tree Park, a serene natural haven renowned for its magnificent cypress trees. While its most famous resident, “The Senator,” tragically burned down in 2012, its legacy and the park’s profound sense of history endure. Today, you can still marvel at “Lady Liberty,” a breathtaking pond cypress estimated to be over 2,000 years old, standing as a testament to time.
What makes this park truly unique is the rare opportunity to stand among trees that predate recorded history, feeling the weight of centuries in their impressive trunks. You’ll find a well-maintained boardwalk that guides you through the lush cypress swamp, offering up-close views of these ancient wonders and interpretive signs detailing their history and ecological significance. It’s a relatively short walk, making it accessible for all ages and fitness levels. Big Tree Park is perfect for families looking for an easy nature outing, history buffs fascinated by ancient life, and anyone seeking a moment of quiet reflection amidst nature’s grandeur.
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Bradlee-Mcintyre House

Step back in time at the Bradlee-McIntyre House, a beautifully preserved Victorian home that offers a captivating glimpse into Longwoodβs past. Built in 1885, this architectural gem is a rare survivor of Florida’s pioneering days, providing a unique insight into the lives of early settlers and the charming elegance of the late 19th century. What makes this house special is not just its intricate gingerbread trim and period furnishings, but its incredible journey β it was moved twice to save it from demolition, a testament to its historical significance and community dedication.
You can expect to embark on a guided tour led by knowledgeable docents who bring the house and its stories to life, sharing anecdotes about the Bradlee and McIntyre families and the social customs of the era. The rooms are meticulously furnished with authentic antiques, allowing you to imagine life as it once was. This attraction is ideal for history enthusiasts, architecture buffs, and anyone curious about local heritage. Itβs a wonderful way to connect with Longwoodβs roots.
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Reiter Park

Reiter Park stands as the vibrant heart of downtown Longwood, a modern and inviting community space designed for relaxation, recreation, and lively events. This park is special because itβs a true hub, beautifully integrating natural elements with state-of-the-art amenities. Youβll find expansive green lawns perfect for picnicking or simply lounging, a fantastic playground that sparks joy in children, and a popular splash pad (seasonal) that provides a refreshing escape on hot Florida days.
The park also boasts a contemporary amphitheater that frequently hosts concerts, farmers’ markets, and community gatherings, making it a dynamic place to experience local culture. Whether you’re a family looking for a fun afternoon, a couple seeking a peaceful spot for a picnic, or a solo traveler wanting to soak in the local atmosphere, Reiter Park offers something for everyone. Itβs a testament to Longwoodβs commitment to fostering community and providing beautiful public spaces.
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Seminole-Wekiva Trail

The Seminole-Wekiva Trail is another crown jewel in Central Florida’s extensive trail system, offering miles of paved pathway for recreation and exploration. This trail, like its counterpart the Cross Seminole Trail, is a former railway line transformed into a linear park, providing a fantastic opportunity to experience the region’s natural beauty and suburban charm. What makes the Seminole-Wekiva Trail particularly appealing is its length and the diverse scenery it traverses, connecting communities and offering long, uninterrupted stretches perfect for serious cyclists and runners.
You’ll pass by beautiful residential areas, serene wooded sections, and even some small local businesses where you can grab a refreshment. It’s an ideal spot for anyone seeking an active outdoor experience, from families enjoying a leisurely bike ride to fitness enthusiasts training for a marathon. The trail is meticulously maintained and offers a safe, peaceful environment for all.
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Paint the Trail

“Paint the Trail” isn’t a single, fixed attraction, but rather a delightful community art initiative that brings vibrant splashes of color and creativity to Longwood’s public spaces, particularly along its popular trails. This unique concept transforms mundane underpasses, utility boxes, and walls into dynamic canvases, showcasing the talent of local artists and fostering a sense of community pride. What makes “Paint the Trail” special is its ever-evolving nature β you never quite know what new mural or painted installation you might discover on your next walk or bike ride.
You can expect to encounter eye-catching designs, whimsical characters, and thought-provoking imagery that adds an unexpected layer of artistic expression to your outdoor adventures. It’s a wonderful way to engage with local culture and see how art can integrate seamlessly into everyday life. This initiative is perfect for art lovers, families looking for an engaging scavenger hunt, and photographers seeking unique backdrops. It encourages exploration and appreciation for public art.
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Candyland Park

For families with little ones, Candyland Park is an absolute dream come true. This whimsical and imaginative playground is designed with a delightful candy theme, making playtime an extra sweet experience. What sets Candyland Park apart is its unique and colorful play structures that resemble lollipops, gumdrops, and candy canes, sparking creativity and joy in children of all ages.
You can expect a variety of engaging play elements, including slides, swings, climbing structures, and sensory play areas, all within a safe and well-maintained environment. Kids will love exploring the different sections, imagining themselves in a fantastical world of sweets. The park also provides ample open space for running around and picnicking, making it a perfect spot for an extended family outing. Itβs tailor-made for families with toddlers and young children, offering hours of active fun and memorable moments in a truly charming setting.
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Secret Lake Park

Discover a peaceful urban oasis at Secret Lake Park, a beloved community hub that truly lives up to its serene name. Nestled around a picturesque lake, this park offers a wide array of recreational activities amidst beautiful natural surroundings. What makes Secret Lake Park special is its blend of tranquility and activity β you can enjoy the calming views of the water while also having access to excellent facilities.
You’ll find well-maintained walking paths that loop around the lake, perfect for a leisurely stroll or a brisk jog. The park also features a popular fishing pier (fishing license required), a fantastic playground for children, sports fields, and a community center that hosts various programs and events. It’s an ideal spot for families seeking diverse activities, anglers looking for a quiet fishing spot, or anyone who simply wants to relax by the water. The sunsets over Secret Lake are particularly stunning, making it a perfect spot for an evening visit.
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Planet Obstacle

For an adrenaline rush and unparalleled indoor fun, look no further than Planet Obstacle β the world’s largest indoor obstacle park! This massive facility in Longwood is a high-energy playground for all ages, packed with an incredible array of challenges and attractions. What makes Planet Obstacle truly unique is its sheer scale and diversity of activities, offering something far beyond a typical trampoline park. You can expect to defy gravity on trampolines, conquer multi-level ninja warrior courses, navigate thrilling ropes courses suspended high above, scale rock climbing walls, and even experience an indoor zip line.
There are also softer play areas for younger children, ensuring fun for the entire family. Itβs the perfect destination for active families with older children and teens, groups of friends looking for a unique outing, or anyone who loves a physical challenge. Be sure to wear comfortable athletic clothing and prepare for an exhilarating experience that will test your limits and leave you buzzing with excitement.
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Plan Your Visit
Longwood, Florida, truly stands out as a destination that defies expectations, offering a rich tapestry of experiences far removed from the typical tourist trails. From the serene whispers of ancient cypress trees at Big Tree Park to the exhilarating challenges of Planet Obstacle, and the peaceful stretches of the Cross Seminole Trail, you will discover a vibrant community deeply connected to its natural beauty and fascinating history.
This guide has only scratched the surface of what makes Longwood special, highlighting its diverse appeal for nature lovers, history buffs, and families alike. So, why wait? Start planning your Longwood adventure today! Mix and match free outdoor explorations with unique paid attractions to suit your budget, remembering that comfortable shoes and an open mind are your best companions. Longwood isn’t just a place to visit; it’s a place to explore, connect, and create lasting memories, leaving you inspired and refreshed.