Things to Do Near Windsor at Westside Resort: Orlando Vacation Guide
Planning your Orlando getaway? One of the biggest decisions is choosing where to stay and what to do nearby. Windsor at Westside Resort is more than just a place to sleep — it’s a vibrant vacation community that puts you close to world-famous theme parks, family-friendly attractions, and resort-style amenities.
In this guide, we’ll explore things to do near Windsor at Westside Resort, from relaxing at the villa’s private pool to discovering local activities and entertainment. Whether you’re in the research phase, comparing vacation options, or ready to book your stay, this post has you covered.
Why Staying at Windsor at Westside Resort Makes Exploring Orlando Easy
Located in Kissimmee, Florida, Windsor at Westside Resort is just a short drive from Orlando’s top attractions. Its gated community combines the privacy of a vacation home with access to resort-style amenities, making it ideal for families, couples, and groups traveling together.
Staying here means you’re not just renting a home; you’re entering a hub of convenience. From the clubhouse to the pool complex, you can enjoy entertainment on-site while keeping theme parks, shopping centers, and dining options just minutes away.
Villas and Vacation Homes at Windsor at Westside Resort
Before exploring local attractions, let’s talk about where you’ll stay. Windsor at Westside offers spacious villas designed to make every guest feel at home.
- Variety of Sizes: Choose from 4 to 9-bedroom villas, perfect for small families or larger groups.
- Private Pools: Many villas include private pools or hot tubs — ideal for relaxing after a busy day.
- Modern Comforts: Full kitchens, laundry facilities, living areas, and themed bedrooms provide a comfortable, family-friendly environment.
- Games & Entertainment: Some homes feature game rooms with pool tables, video games, and other recreational options.
With these accommodations, you can enjoy the flexibility and comfort that traditional hotels rarely provide.
Things to Do Near Windsor at Westside Resort: Outdoor & On-Site Activities
- Resort-Style Pools and Lazy River
Even if you plan to visit theme parks, having access to a resort-style pool is a huge perk. Windsor at Westside Resort’s pool complex includes:
- Zero-entry pools safe for young children.
- Lazy river for relaxing floats.
- Waterslides and splash zones for hours of family fun.
Spending a morning or afternoon at the pool is a perfect way to recharge between park visits.
- Tennis, Volleyball, and Sports Courts
For guests who want to stay active, the resort features multi-sports courts suitable for basketball, tennis, and sand volleyball. Whether it’s a friendly family competition or practicing your swing, these facilities make it easy to enjoy an active day without leaving the property.
- Clubhouse Activities
The central clubhouse offers comfortable lounge areas and community activities. Whether you’re planning an evening of board games with your family or a casual gathering with other guests, the clubhouse is a hub for connection and relaxation.
Local Attractions and Theme Parks
Orlando’s world-famous theme parks are the main draw for most visitors, and staying at Windsor at Westside Resort puts you within easy reach. Here are some must-do attractions near the resort:
- Walt Disney World
- Only a short drive away, Disney World is a must for families and Disney fans of all ages.
- Enjoy Magic Kingdom, EPCOT, Animal Kingdom, and Hollywood Studios in one convenient area.
- Tip: Arrive early or stay for the evening shows for an unforgettable experience.
- Universal Orlando Resort
- Universal Studios and Islands of Adventure are ideal for thrill-seekers and movie lovers.
- Don’t miss The Wizarding World of Harry Potter and other immersive attractions.
- SeaWorld Orlando
- Perfect for families who love marine life, SeaWorld offers shows, rides, and interactive exhibits.
- Fun Spot America
- Classic amusement park fun with go-karts, thrill rides, and midway games.
- A great option for a more relaxed day than the big theme parks.
- Shopping & Dining on US-192
- Just minutes from the resort, US-192 has restaurants, grocery stores, and shopping centers.
- Ideal for grabbing meals, supplies, or souvenirs without long drives.
Family-Friendly and Kid-Centric Activities Near the Resort
Orlando has plenty of kid-friendly activities outside the major theme parks. When staying at Windsor at Westside Resort, families can explore:
- Mini golf courses nearby for casual family fun.
- Interactive play centers and arcades in the surrounding area.
- Nature trails and local parks for a break from busy attractions.
These activities allow families to balance high-energy theme park days with calmer, restorative experiences.
Dining Options Near Windsor at Westside Resort
One of the advantages of staying in a villa is the flexibility to cook your own meals. However, when you want to dine out, the area offers plenty of options:
- Casual restaurants and cafes along US-192.
- Fast-casual dining at shopping plazas nearby.
- Takeout or delivery options to enjoy at your villa.
On-site, the resort’s clubhouse and poolside areas provide snack and beverage options for convenience and comfort.
Evening Entertainment and Nightlife
After a day at the parks or exploring local attractions, Windsor at Westside Resort’s location makes it easy to enjoy:
- Evening strolls around the gated community.
- Nearby bars and casual dining for adults looking to unwind.
- Movie nights or family game time in your villa’s living area.
This flexibility ensures everyone in the group can enjoy activities suited to their pace and interests.
Tips for Visiting Windsor at Westside Resort
- Book Early – Villas fill quickly during peak seasons, so reserving in advance guarantees your preferred home.
- Use a Car – While attractions are nearby, having a car makes it easier to explore all Orlando has to offer.
- Plan Pool & Resort Time – Don’t underestimate the value of spending time on-site; it’s relaxing and fun for the whole family.
- Pack for All Weather – Orlando can be sunny and warm but occasional rain showers happen; bring rain gear and sunscreen.
- Check Villa Amenities – Some homes have private pools, themed rooms, or game areas; match the villa to your group’s needs.
Why Windsor at Westside Resort is Ideal for Families and Groups
From large family reunions to multi-generational vacations, Windsor at Westside Resort offers the perfect combination of space, amenities, and location. You’ll enjoy:
- Spacious vacation homes with modern comforts.
- Resort-style pools, sports courts, and clubhouse activities.
- Proximity to Orlando’s top theme parks and attractions.
- Safe, gated community for peace of mind.
This mix of convenience, luxury, and entertainment makes Windsor at Westside Resort a standout choice for Orlando vacations.
Book Your Stay with Chillax Inn
Ready to experience the perfect Orlando getaway? Book your stay with Chillax Inn at Windsor at Westside Resort. Enjoy spacious villas, private pools, and a community full of amenities, all while staying just minutes from Orlando’s world-famous attractions. Your next memorable vacation starts here.
Final Thoughts on Things to Do Near Windsor at Westside Resort
Whether you’re a first-time visitor or a returning guest, Windsor at Westside Resort offers more than just a place to stay, it’s a hub for fun, relaxation, and family memories. From resort pools and sports courts to nearby attractions and dining, you’ll find plenty to keep every member of your group entertained.
Planning your Orlando vacation around a villa at Windsor at Westside Resort ensures convenience, comfort, and endless opportunities to explore the best of Central Florida.
For additional vacation tips, villa guides, and updates on the latest attractions near Orlando, explore the Chillax Inn Blog to make the most of your trip.
