Lakeside Watersports

Lakeside Watersports Lakeside Watersports offers luxury wakeboarding, water skiing, wakesurfing, and tubing on Candlewood Lake, CT.

Near Westchester, NY, we provide expert lessons, premium equipment, and a safe, unforgettable experience for all ages. Lakeside Watersports offers a luxury experience in wakeboarding, water skiing, wakesurfing, and tubing on beautiful Candlewood Lake in Western Connecticut, just a short drive from New York. We provide personalized or group lessons for all skill levels, and all ages are welcome. Book now for an unforgettable summer adventure on the water!

01/21/2026

2016… I looked and said over his shoulder “a time where we literally were able to die, and just keep doing it again.”
That was the year of owning the G23 which in my head was you don’t have any excuses to not be the best.

Our Wave 🌊 is immaculate and so is the instruction & vibes 💎 on     We have wetsuits still if needed!
05/27/2025

Our Wave 🌊 is immaculate and so is the instruction & vibes 💎 on
We have wetsuits still if needed!

Thank you Newtown Moms
03/31/2025

Thank you Newtown Moms

Lakeside Watersports creates lasting summer memories by providing private watersports lessons & boat charters on picturesque Candlewood Lake.

Book Now, Decide Later – Summer Made Easy! 😎 -
03/01/2025

Book Now, Decide Later – Summer Made Easy! 😎 -

✅ Decide later – Our 5-day reschedule/refund policy means you have the flexibility to adjust your plans as the date gets closer.

🚤 Now’s the Time to Plan Your Summer Adventures! ☀️Looking for fun, easy summer activities in the NY/CT area? Lakeside W...
02/26/2025

🚤 Now’s the Time to Plan Your Summer Adventures! ☀️

Looking for fun, easy summer activities in the NY/CT area? Lakeside Watersports on Candlewood Lake is the perfect stress-free day trip—just show up, and we take care of everything!

✔️ No planning, no hassle—just bring a swimsuit & towel
✔️ Wakeboarding, wakesurfing, tubing & more
✔️ Conveniently located for NYC, Greenwich & Westchester

Make a full day out of it with lunch at Down The Hatch and ice cream at Ferris Acres Creamery! 🍦

📅 Summer 2025 bookings are already filling up—don’t wait!

Read the full blog & book your spot today: https://lakesidewatersports.com/lakeside-blog/2025/2/26/time-to-start-planning-summer-activities-in-the-ny-ct-area

No Hidden Fees ❌– Just Fun on the Water! -
02/15/2025

No Hidden Fees ❌– Just Fun on the Water! -

We know that in 2025, tip fatigue is real—so we’re making things easier for you. At Lakeside Watersports, what you pay for your session is all you need to pay.

Secure ✅ Your Spot on Our Boats for Summer 2025 -
02/08/2025

Secure ✅ Your Spot on Our Boats for Summer 2025 -

Looking for the perfect way to celebrate a corporate event, birthday party, or special gathering on the water? Now is the time to book with Lakeside Watersports—Connecticut’s #1 Watersports Company!

Address

227 Candlewood Lake Road
Brookfield, CT
06804

Opening Hours

Monday 8am - 8pm
Tuesday 8am - 8pm
Wednesday 8am - 8pm
Thursday 8am - 8pm
Friday 8am - 8pm
Saturday 8am - 8pm
Sunday 8am - 8pm

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Our Story

Welcome to Lakeside Watersports!

Started by two local guys who decided to share their passion for watersports with New England, Lakeside is based on two very important principles: Safety and Affordability.

It is our mission to provide every customer with fun-filled summer memories. Come take a ride behind our boat and experience what it feels like to glide across the water with nothing but a smile on your face!

Lakeside Priorities