Book a Watersports Day Near Candlewood Lake
Lakeside Watersports is closed for the 2026 season. For wakeboarding, wakesurfing, tubing, and pontoon charters, we now recommend our partner Connecticut Water Sports on nearby Lake Lillinonah — about 10–15 minutes from Candlewood.
A quick note from Lakeside
Lakeside Watersports spent years getting Candlewood Lake families out on the water. We're closed for the 2026 season — but we don't want to leave anyone without a great day on the lake.
So we're sending you to our partner, Connecticut Water Sports. They run guided wakeboarding, wakesurfing, tubing, and pontoon charters on Lake Lillinonah in New Milford — the next lake over from Candlewood, about 10–15 minutes away. Same lake-day fun, expert captains, and one of the most-reviewed watersports operations in the state.
How to reach them: Their website is connwatersports.com, or call/text 860-295-4640.
Where: Connecticut Water Sports is at 143 West St, New Milford, CT — about 10–15 minutes from Lakeside’s previous Candlewood Lake location.
If they miss your call — they're often out on the water — you'll get an automatic text right back. When you reach out, let them know Lakeside Watersports sent you. It helps us both.
Reach Connecticut Water Sports
Book online, call/text, or email — whatever's easiest. Mention Lakeside Watersports referred you.
What you can book
Experiences offered through Connecticut Water Sports on Lake Lillinonah:
Watersports charters
Wakeboarding, wakesurfing, and waterskiing for first-timers and seasoned riders.
Tubing
Classic lake fun for all ages and groups.
Pontoon charters
Relaxed cruising and lake-day lounging with a captain.
Kids clinics
Beginner-friendly instruction for younger riders.
Fishing charters
Guided fishing on Lake Lillinonah.
Group events & fall foliage
Private group days and seasonal foliage cruises.
Good to know
Is Lakeside Watersports open in 2026?
No — Lakeside is closed for the 2026 season. For watersports near Candlewood Lake, we recommend Connecticut Water Sports on nearby Lake Lillinonah. Visit connwatersports.com or call/text 860-295-4640.
What lake is Connecticut Water Sports on?
Lake Lillinonah in New Milford, CT — a calmer lake about 10–15 minutes from Candlewood Lake.
Can beginners book?
Yes. Connecticut Water Sports welcomes beginners and offers guided, instruction-friendly sessions for all ages.
What if no one answers when I call?
They're often out on the water. Missed calls trigger an automatic text back, so leave a message or text 860-295-4640 — and mention Lakeside Watersports sent you.
Falling for lake life?
Lakeside Watersports was founded by Connor Kostyra — now a licensed Connecticut real estate salesperson with RE/MAX Rise. If a day on the water has you thinking about a place of your own, Connor knows the lake from the water up.
Explore Candlewood Lake real estate →Connor CT Homes · connorcthomes.com
Connor Kostyra, Licensed Connecticut Real Estate Salesperson · RE/MAX Rise · 1297 Main St, Watertown, CT 06795 · 203-297-8084. Connor CT Homes is a marketing brand of Connor Kostyra, not a brokerage; all real estate services are provided through RE/MAX Rise. Equal Housing Opportunity.
Candlewood Lake Real Estate Agent - RE/MAX Rise 1297 Main St, Watertown, CT 06795 - 203-297-8084