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 - SPS - Sport Package

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 - Premium

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

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

Location: Belmont NH

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2026 Bennington 20SSR - SPS - Premium

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

The 2026 20SSR delivers a premium balance of comfort and versatility with benches fore and aft. You get maximum seating, open flowlayout, and plenty of under-seat storage.
Location: Belmont NH
MSRP: $68,426

Price: $51,995

Savings: $16,431

2026 Bennington 20SSR - SPS - SPECIAL PACKAGE

The 2026 20SSR delivers a premium balance of comfort and versatility with benches fore and aft. You get maximum seating, open flowlayout, and plenty of under-seat storage.
Location: Belmont NH

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2026 Bennington 20SSR - SPS

Beautiful Matte Luminous Blue & Matte Black Color Combo on this 20 foot Quad-Bench Triple-Toon with Matching Blue Interior Accent!
Location: Belmont NH
MSRP: $67,698

Price: $52,995

Savings: $14,703

2026 Bennington 21SL - Twin Elliptical

Location: Belmont NH

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2026 Bennington 21SSR - Express Toon

Enjoy the warm weather with this 21ft Bennington! It has a 115HP Mercury, perfect for tubing and skiing!
Location: Belmont NH
MSRP: $72,135

Price: $53,995

Savings: $18,140

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