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.

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New Bennington Pontoons For Sale

2026 Bennington 20SL - SPECIAL PACKAGE

Special Package Pricing - One of Three Available!! 20' Double-Toon with classic L-Bench Layout and a Yamaha 90 Four-Stroke. Don't miss the boat!
Location: Belmont NH

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2026 Bennington 20SL - SPS - Blackout

Location: Belmont NH

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2026 Bennington 20SL - SPS - Luxe - Blackout

Black, bold, built to thrill - The 2026 Bennington 20SL Luxe Blackout: Mercury 115HP power, luxe fiberglass console with Garmin, Rockford Fosgate sound, chaise lounges and plush captains chairs. Luxury, muscle, and style!!!
Location: Belmont NH

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2026 Bennington 20SL - SPS - Sport Package

This 20 ft triple toon Bennington is packed with options and features in adition to the sport package. Don't miss out on this beautiful boat.
Location: Belmont NH

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2026 Bennington 20SL - SPS

Location: Belmont NH

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2026 Bennington 20SSB - SPECIAL PACKAGE

Special Package Pricing - Don't miss out on this double-toon Bennington with the swing-back lounger! Featuring double captain's chairs, Garmin Echo Map GPS & Fish Finder, Wireless Phone Charger & a Ski Tow Bar!
Location: Belmont NH
MSRP: $61,577

Price: $46,995

Savings: $14,582

2026 Bennington 20SSB - SPS - Luxe

Location: Belmont NH

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2026 Bennington 20SSB - SPS - SPECIAL PACKAGE

The 2026 Bennington 20SSB-SPS features the Swingback lounge layout, giving you flexible forward- or rear-facing seating in a compact, comfortable 20' platform.
Location: Belmont NH
MSRP: $71,314

Price: $54,995

Savings: $16,319

2026 Bennington 20SSB - SPS - SPECIAL PACKAGE

Special Package Pricing On This 20 SSB Tri-Toon. ALL Red Exterior with the Blacked Out package makes for one GREAT looking boat. Check out Bennington's S-Series Swing-Back Lounger powered by a Mercury 115 and featuring double captain's chairs, wireless phone charger, ski tow bar and a Garmin Echo Map GPS & fish finder!
Location: Belmont NH
MSRP: $74,229

Price: $56,995

Savings: $17,234

2026 Bennington 20SSR - SPECIAL PACKAGE

Location: Belmont NH

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2026 Bennington 20SSR - SPECIAL PACKAGE

The 2026 Bennington 20SSR has a classic dual-lounger layout with forward chaise seating, making it great for relaxing and social cruising. Its a comfortable, easy-to-operate 20' pontoon that delivers solid stability, smooth ride quality, and strong value.
Location: Belmont NH
MSRP: $54,855

Price: $40,995

Savings: $13,860

2026 Bennington 20SSR - SPS - Luxe - Blackout

Dominate the lake 2026 Bennington 20SSR Blackout: Mercury 115HP, SPS Performance, Garmin nav, Rockford Fosgate sound, chaise lounges and luxe helm
Location: Belmont NH

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2026 Bennington 20SSR - SPS - Premium

Loaded Bennington 20 SSR - NEW Premium Package Fiberglass Helm with Glass Windshield! SPS Triple Toon Performance Package with Mercury 115
Location: Belmont NH

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2026 Bennington 20SSR - SPS - SPECIAL PACKAGE

Location: Belmont NH

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2026 Bennington 20SSR - SPS - SPECIAL PACKAGE

Location: Belmont NH

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