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 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!

2025 Bennington 20SL - Sport Double Toon

MSRP: $48,669

Price: $43,995

Savings: $4,674

2024 Bennington 20SL-SPS

Bennington Leftover Rebate and Extra Leftover Discounts!!! Bennington's NEW S-Series | 20 Foot Tri-Toon with traditional L-Wrap seating - TONS of boat for the money. Don't settle for less, you CAN afford a Bennington!
MSRP: $63,950

Price: $55,686

Savings: $8,264

2024 Bennington 20SL-SPS

Bennington Leftover Rebate and Extra Leftover Discounts!!! This 20SL is a huge 20 ft model with tons of seating and plenty of room for the whole family.
MSRP: $61,223

Price: $53,154

Savings: $8,069

2024 Bennington 20SS-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

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 20SVL Classic

20 Foot Double Toon - NEW Flooring - Spacious L-Bench Layout - Yamaha VMax 90!!
MSRP: $43,823

Price: $38,995

Savings: $4,828

2024 Bennington 20SVSB-SPS

Bennington Leftover Rebate and Extra Leftover Discounts!!! ALL NEW Bennington 20 SVSB - NEW HELM, RAILS, COUCHES AND MORE - Swingback now available in the Value Series!!! - SPS Triple Toon
MSRP: $63,273

Price: $55,995

Savings: $7,278

2025 Bennington 20SVSR-SPS

This 20 ft boat has tons of room for all your freinds and family with its 22 foot overall length.
MSRP: $56,824

Price: $50,995

Savings: $5,829

2025 Bennington 20SXSR - SPS

2025 SX series with rear stern radius couches and a beautiful satin blue and black exterior
MSRP: $64,666

Price: $50,995

Savings: $13,671

2024 Bennington 21SF Classic-Express Tube

Bennington Leftover Rebate and Extra Leftover Discounts!!! Value Price Express Triple Toon Package - Special Factory Deal - L-Wrap Couch with 2 Bow AND 2 Aft Fish Chairs - Great Value S-Series
MSRP: $54,779

Price: $42,995

Savings: $11,784

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