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Used Bennington boats for sale

There are 185 used Bennington boats for sale. Browse Bennington boat types like Pontoon, Other / Not Classified, and Deck Boat on BoatCrazy. View a wide selection of Bennington boats from $6,995 to $189,000.
Bennington Boats For Sale
185 out of 14,841 Boats Found
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  • 2023 Bennington 168 SLJ **33 HOURS!** 8 WIDE!**

    2023 Bennington 168 SLJ **33 HOURS!** 8 WIDE!**

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    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 15' / 0'
    • 2023 / Used
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    2022 Bennington 168SLJ with Yamaha F40LA 4-strokeBoat is 8' wide and only has 33 hours! Boat comes with full clip-on cover, 10' bimini top, rear swim ladder, stern facing seat, doc... View Details

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  • 2021 Bennington 198 SL Tri Toon and Trailer

    2021 Bennington 198 SL Tri Toon and Trailer

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    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 18' / 0'
    • 2021 / Used
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    Clean and inspected rig which included Bunk trailerThis boat is powered by a Yamaha 115hp and includes the SPS tri toon performance packageFor additional information call us today... View Details

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  • 2020 Bennington SX Series 21

    2020 Bennington SX Series 21

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    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 22' / 0'
    • 2020 / Used
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    2020 Bennington 21 SSXFeatures may include:INTERIORStern Cupholder Box30 Gallon Fuel Tank, 27.2 Gallon Usable Capacity(NEW) Radius Bow Furniture(NEW) Two-Tone Vinyl FurnitureSimte... View Details

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  • 2026 Bennington 21SXSB

    2026 Bennington 21SXSB

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    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 21' / 0'
    • 2026 / Used
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    Thanks for your interest in this 2026 BENNINGTON 21SXSB. Please contact us for more information. View Details

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  • 2026 Bennington 22SSB

    2026 Bennington 22SSB

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    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 22' / 0'
    • 2026 / Used
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    Thanks for your interest in this 2026 BENNINGTON 22SSB. Please contact us for more information. View Details

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  • 2026 Bennington 22SSR

    2026 Bennington 22SSR

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    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 22' / 0'
    • 2026 / Used
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    Thanks for your interest in this 2026 BENNINGTON 22SSR. Please contact us for more information. View Details

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  • 2026 Bennington 23RSB

    2026 Bennington 23RSB

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    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 23' / 0'
    • 2026 / Used
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    Thanks for your interest in this 2026 BENNINGTON 23RSB. Please contact us for more information. View Details

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  • 2026 Bennington 22SSB

    2026 Bennington 22SSB

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    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 22' / 0'
    • 2026 / Used
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    Thanks for your interest in this 2026 BENNINGTON 22SSB. Please contact us for more information. View Details

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  • 2026 Bennington 20SSR

    2026 Bennington 20SSR

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    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 20' / 0'
    • 2026 / Used
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    Thanks for your interest in this 2026 BENNINGTON 20SSR. Please contact us for more information. View Details

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  • 2026 Bennington 20SSR

    2026 Bennington 20SSR

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    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 20' / 0'
    • 2026 / Used
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    Thanks for your interest in this 2026 BENNINGTON 20SSR. Please contact us for more information. View Details

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  • 2026 Bennington 22SSR

    2026 Bennington 22SSR

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    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 22' / 0'
    • 2026 / Used
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    Thanks for your interest in this 2026 BENNINGTON 22SSR. Please contact us for more information. View Details

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  • 2013 Bennington 22 Slx

    2013 Bennington 22 Slx

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    Sterrett, AL

    Thanks for your interest in this listing. Please contact us for more information. View Details

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  • 2026 Bennington 20SLSE

    2026 Bennington 20SLSE

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    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 20' / 0'
    • 2026 / Used
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    Ahoy there, pleasure-seekers! Feast your eyes on this beauty, a 20 S Cruise designed for those who truly appreciate the finer things in life on the water. If your idea of a perfect... View Details

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  • 2026 Bennington 20SSRSF

    2026 Bennington 20SSRSF

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    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 20' / 0'
    • 2026 / Used
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    If your perfect Saturday involves sun-drenched cruising with a full crew of friends, the Bennington 20 SSR is your floating entertainment pad. This boat is custom-built for the soc... View Details

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  • 2026 Bennington 188SFCSF

    2026 Bennington 188SFCSF

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    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 19' / 0'
    • 2026 / Used
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    If your ideal weekend involves a blend of relaxation and reeling in a big one, look no further. This Bennington S-Series, configured as the ultimate Fish and Cruise machine, is cra... View Details

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  • 2026 Bennington 20SFSF

    2026 Bennington 20SFSF

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    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20' / 0'
    • 2026 / Used
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    If your perfect Saturday involves a dawn patrol for bass and a sunset cruise with the crew, the Bennington 20 S 4 Point Fishing is your new best friend. This vessel is the ultimate... View Details

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  • 2026 Bennington 21SFCSF

    2026 Bennington 21SFCSF

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    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21' / 0'
    • 2026 / Used
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    Step aboard the Bennington 21SFCSF, the ultimate party-and-pontoon-fishing hybrid! This is the boat for the family or friend group that can never quite agree on the day's activ... View Details

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  • 2026 Bennington 20SL

    2026 Bennington 20SL

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    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 20' / 0'
    • 2026 / Used
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    Imagine a Saturday where the hardest decision you have to make is whether to lounge on the sunpad or take another lap around the lake. The Bennington 20SL is the ultimate "yes... View Details

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  • 2026 Bennington 22SSR

    2026 Bennington 22SSR

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    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 22' / 0'
    • 2026 / Used
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    For those who dream of sun-drenched days on the water with friends and family, the Bennington 22SSR is your ideal companion. This pontoon is crafted for creating unforgettable mome... View Details

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  • 2026 Bennington 22SSRSE

    2026 Bennington 22SSRSE

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    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22' / 0'
    • 2026 / Used
    • Call for price

    If you're seeking the ultimate on-water escape, look no further than this Bennington beauty. This vessel is perfectly designed for those who love to gather friends and family f... View Details

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  • 2026 Bennington 21SLSF

    2026 Bennington 21SLSF

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    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21' / 0'
    • 2026 / Used
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    If your ideal weekend involves a seamless blend of adrenaline and pure relaxation, this 21 S Cruise is your match. Dressed to impress in Luminous Blue with sleek Matte Black accent... View Details

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Showing 148 to 168 of 185 boats found.
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Bennington Boats For Sale By Model (by popularity)

Bennington Boats For Sale

New and Used Bennington Boats

Bennington Boats On Boatcrazy

Bennington, a luxurious line of Pontoon and Tritoon boats, is a company that sets the design trend exceeding the industry standard.

Founded in 1997 in Indiana, the company takes pride in using only the best materials and never cutting corners. With meticulous attention to detail and quality, Bennington is a leader in innovation and design for boating. Building their boats using a fully welded aluminum construction, Bennington pontoons are able to give you a safe and stable boating experience, and their Furniture is the perfect combination of comfort and support through their ergonomic design. With plenty of space and seating Bennington Pontoons are perfect for Fishing, Cruising and Entertaining.

Find your next Bennington boat on Boatcrazy.com

Bennington Boats Frequently Asked Questions

They have a good selection of models, options, and price points, depending on what model yo choose. They also have a lifetime structural and decking warranty on all their boats. You can view a wide selection of Bennington boats on Boatcrazy from $14,995 to $179,990.

Bennington's luxury Pontoon and Tritoon boats are known for their high-quality design and performance. Their Tritoons are able to handle rough and choppy waters because of the third toon. This helps to stabilize the boat and give a smoother ride.

Their extensive model series line-up is the Q, R, L, and S, Series. Some of the more popular models include; 23LSB, 20SLG, 21LL, and 21SXL.

Bennington pontoons are good for all water activities, day cruising on lakes and waterways, but they are also a great boat for fishing and even some water sports.