Bennington Pontoons

Looking for a fun and versatile addition to your weekend or family vacation plans? Look no further than a Bennington Pontoon boat! These boats are perfect for waterskiing, wakeboarding, fishing, or simply taking your friends and family out for a great ride. And, here at Winnisquam Marine, we are proud to offer a versatile model lineup of Bennington Pontoons that are sure to fit your needs.

As a leading carrier of Bennington Pontoons in the state of New Hampshire, Northern Massachusetts, Vermont, and Western Maine, we understand the importance of quality when it comes to your boating experience. That’s why Bennington offers the highest quality fit and finish available on the market, ensuring that your boat is not only stylish but also built to last.

One of the best things about Bennington Pontoons is their ability to be customized to your exact needs. Whether you need more space for entertaining or fishing, you can create a versatile set-up to have everything you need in one boat. And, their exclusive ESP design is legendary in the pontoon world for offering the best performance and rough water handling on the market. The ESP (triple toon) is a 32″ elliptical center pontoon that cuts through waves to keep you comfortable and dry, no matter the conditions.

So, whether you’re a seasoned boater or a first-time buyer, a Bennington Pontoon from Winnisquam Marine is the perfect addition to your boating lifestyle. Visit our dealership today to see our selection and experience the Bennington difference for yourself.

New Bennington Pontoons For Sale

2025 Bennington 168SLJ

ALL NEW FOR 2025, 16 foot S-Series with Rear Jump Seat!!! Maximun value in a Bennington. Don't Settle for less, you can afford a Bennington!!!
MSRP: $31,885

Price: $28,245

Savings: $3,640

2025 Bennington 168SVL Classic

Absolute best VALUE in an S-Classic. 16 foot with a layout that maximizes seating in a small package that's easy to own, operate and maintain.
MSRP: $30,393

Price: $26,995

Savings: $3,398

2025 Bennington 188SL - Sport Double Toon

2025 Bennington 188SL - SPS

2025 Bennington 188SL

2025 Bennington 188SLJ

New for 2025 model year! Popular L-lounge in the rear but with a bench on the rear deck to enjoy while anchored. You can afford a Bennington!
MSRP: $39,756

Price: $35,245

Savings: $4,511

2025 Bennington 20SL - Sport Double Toon

MSRP: $48,669

Price: $43,995

Savings: $4,674

2024 Bennington 20SS(21SS) - SPS

Bennington Leftover Rebate and Extra Leftover Discounts!!! All NEW S-Series - SPS Triple Toon - 115 HP VMAX SHO - 2 Aft-facing seats to fish or just hang out - Aft Livewell or Cooler depending on the day- Awesome Multi-Purpose Pontoon for Everyone in the Family!!!
MSRP: $62,098

Price: $53,995

Savings: $8,103

2025 Bennington 20SSB - SPS

2025 Bennington 20SSB(21SSB) - SPS

Brand New Updated Colors & Flooring for the 2025 Model Year! 20 Foot Swing Back Lounge with Double Captain's Chairs - SPS Triple Toon Package - Mercury 150 Engine - Blackout Luxe Edition
MSRP: $69,228

Price: $61,245

Savings: $7,983

2025 Bennington 20SSR - Special Package

This is a special discounted price offered by Winnisquam Marine & Bennington - One of Four Boats Available! Double Pontoon with Yamaha 90! Factory equipped with the Garmin EchoMap GPS, Wireless Phone Charger, Ski Tow Bar & Battery On/Off Switch.
MSRP: $46,307

Price: $39,995

Savings: $6,312

2025 Bennington 20SSR - Special Package

This is a special discounted price offered by Winnisquam Marine & Bennington - One of Four Boats Available! Double Pontoon with Yamaha 90! Factory equipped with the Garmin EchoMap GPS, Wireless Phone Charger, Ski Tow Bar & Battery On/Off Switch.
MSRP: $46,307

Price: $39,995

Savings: $6,312

2025 Bennington 20SSR - Special Package

This is a special discounted price offered by Winnisquam Marine & Bennington - One of Four Boats Available! Double Pontoon with Yamaha 90! Factory equipped with the Garmin EchoMap GPS, Wireless Phone Charger, Ski Tow Bar & Battery On/Off Switch.
MSRP: $46,307

Price: $39,995

Savings: $6,312

2025 Bennington 20SSR - SPS - Special Package

Special Discounted Price - One of Four Boats available!! Quad Bench Layout with Double Captain's Chairs! Factory Equipped with the Garmin Echomap GPS, Wireless Phone Charger, SPS Tri-Toon Package, Ski Tow Bar & Single Battery with On/Off Switch!!
MSRP: $55,116

Price: $46,995

Savings: $8,121

2025 Bennington 20SSR - SPS - Special Package

Special Discounted Price - One of Four Boats available!! Quad Bench Layout with Double Captain's Chairs! Factory Equipped with the Garmin Echomap GPS, Wireless Phone Charger, SPS Tri-Toon Package, Ski Tow Bar & Single Battery with On/Off Switch!!
MSRP: $55,116

Price: $46,995

Savings: $8,121

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