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Bennington boats for sale

There are 350 new and used Bennington Pontoon boats for sale. Browse Bennington boat types like Pontoon and Deck Boat on BoatCrazy. View a wide selection of Bennington boats from $9,999 to $186,461.
Bennington Boats For Sale
350 out of 14,927 Boats Found
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  • 2023 Bennington 25 LSR

    2023 Bennington 25 LSR

    $62,499
    Mecosta, MI
    • Mecosta, MI
    • Pontoon
    • 25' / 0'
    • 2023 / New
    • $62,499

    Stock #479858 This Bennington has now been on the market more than a month. Please submit your offer today! Never used 2023 Bennington 25 LSR with a Mercury 150HP 4-Stroke, ready... View Details

    View 10 Photos and Details Contact Seller
    $62,499
    VIEW DETAILS
  • 2025 Bennington 23 SSB

    2025 Bennington 23 SSB

    $62,077
    Harrison Township, MI
    • Harrison Township, MI
    • Pontoon
    • 0' / 0'
    • 2025 / New
    • $62,077

    2025 Bennington 23 SSB powered by a Yamaha F150XC!Factory Installed Options:Exterior- Gemini black smooth with smooth olaedo gold accentsInterior- S Series furniture upgrade in sha... View Details

    View 18 Photos and Details Contact Seller
    $62,077
    VIEW DETAILS
  • 2026 Bennington 21 S Cruise

    2026 Bennington 21 S Cruise

    $61,954
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21' / 0'
    • 2026 / New
    • $61,954

    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

    View 21 Photos and Details Contact Seller
    $61,954
    VIEW DETAILS
  • 2026 Bennington 21 S FISH AND CRUISE

    2026 Bennington 21 S FISH AND CRUISE

    $61,330
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 21' / 0'
    • 2026 / New
    • $61,330

    For the "pro-social" angler who refuses to choose between a serious morning catch and a premium afternoon lounge, the Bennington 21SFC is your ultimate dual-threat. This... View Details

    View 1 Photo and Details Contact Seller
    $61,330
    VIEW DETAILS
  • 2026 Bennington 22S1SB

    2026 Bennington 22S1SB

    $61,055
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 21' / 0'
    • 2026 / New
    • $61,055

    All new S one collection tri toon powered by a Yamaha 200hp  View Details

    View 26 Photos and Details Contact Seller
    $61,055
    VIEW DETAILS
  • 2021 Bennington 23 RXFB

    2021 Bennington 23 RXFB

    $59,999
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 25' / 0'
    • 2021 / Used
    • $59,999

    2021 Bennington 23RX Sport with Yamaha F150LB 4-strokeBoat is in great condition and loaded with factory options! Boat includes full mooring cover, bimini top, rear swim ladder, in... View Details

    View 27 Photos and Details Contact Seller
    $59,999
    VIEW DETAILS
  • 2023 Bennington SX Series 22

    2023 Bennington SX Series 22

    $59,995
    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 23' / 0'
    • 2023 / Used
    • $59,995

    Trailer not included. 2023 Bennington 22 SXSBFIND WHAT MOVES YOUChoose from power options ranging from mild to wild from the world’s biggest and best names, each enhanced with use... View Details

    View 30 Photos and Details Contact Seller
    $59,995
    VIEW DETAILS
  • 2026 Bennington 22 S Stern Radius

    2026 Bennington 22 S Stern Radius

    $59,930
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22' / 0'
    • 2026 / New
    • $59,930

    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

    View 19 Photos and Details Contact Seller
    $59,930
    VIEW DETAILS
  • 2026 Bennington 20 S CRUISE

    2026 Bennington 20 S CRUISE

    $59,378
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20' / 0'
    • 2026 / New
    • $59,378

    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

    View 19 Photos and Details Contact Seller
    $59,378
    VIEW DETAILS
  • 2026 Bennington 20 S CRUISE

    2026 Bennington 20 S CRUISE

    $58,482
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 20' / 0'
    • 2026 / New
    • $58,482

    Ready to swap the daily grind for some serious sunshine? The Bennington 20SL is the ultimate ticket to a permanent vacation. This boat is a social butterfly’s dream, designed for t... View Details

    View 17 Photos and Details Contact Seller
    $58,482
    VIEW DETAILS
  • 2026 Bennington 21 S Fish and Cruise

    2026 Bennington 21 S Fish and Cruise

    $56,802
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21' / 0'
    • 2026 / New
    • $56,802

    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

    View 18 Photos and Details Contact Seller
    $56,802
    VIEW DETAILS
  • 2026 Bennington 22SSRSF

    2026 Bennington 22SSRSF

    $55,645
    Rushford, NY
    • Rushford, NY
    • Pontoon
    • 21' / 0'
    • 2026 / New
    • $55,645

    Step aboard this 2026 Bennington 22SSRSF, a premium pontoon that perfectly blends luxury, performance, and cutting-edge technology. Powered by a high-performance Yamaha VF200XB, th... View Details

    View 19 Photos and Details Contact Seller
    $55,645
    VIEW DETAILS
  • 2024 Bennington 22 SL

    2024 Bennington 22 SL

    $55,499
    Mecosta, MI
    • Mecosta, MI
    • Pontoon
    • 22' / 0'
    • 2024 / Used
    • $55,499

    Stock #479147 Reason for selling is "Dealer Inventory". This Bennington has now been on the market more than a month. Please submit your offer today! Never used 2024 Bennington... View Details

    View 6 Photos and Details Contact Seller
    $55,499
    VIEW DETAILS
  • 2026 Bennington 22S1SB

    2026 Bennington 22S1SB

    $54,255
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 21' / 0'
    • 2026 / New
    • $54,255

    All new S One collection powered by a 150hp Yamaha! View Details

    View 24 Photos and Details Contact Seller
    $54,255
    VIEW DETAILS
  • 2018 Bennington GL 22 Pontoon

    2018 Bennington GL 22 Pontoon

    $54,000
    Walloon Lake, MI
    • Walloon Lake, MI
    • Pontoon
    • 24' / 8'
    • 2018 / Used
    • $54,000

    Excellent condition, absolutely no rips or any damage anywhere. Powerful 225 HP Yamaha. Ready for water!    Bimini top included, no trailer, One can be included at an a... View Details

    View 14 Photos and Details Contact Seller
    $54,000
    VIEW DETAILS
  • 2025 Bennington 22SXSRC

    2025 Bennington 22SXSRC

    $53,900
    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 22' / 0'
    • 2025 / Used
    • $53,900

    Thanks for your interest in this 2025 BENNINGTON 22SXSRC. Please contact us for more information. View Details

    View 6 Photos and Details Contact Seller
    $53,900
    VIEW DETAILS
  • 2025 Bennington 22SXSR

    2025 Bennington 22SXSR

    $53,900
    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 22' / 0'
    • 2025 / Used
    • $53,900

    Thanks for your interest in this 2025 BENNINGTON 22SXSR. Please contact us for more information. View Details

    View 6 Photos and Details Contact Seller
    $53,900
    VIEW DETAILS
  • 2025 Bennington 22SXSR

    2025 Bennington 22SXSR

    $53,900
    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 22' / 0'
    • 2025 / Used
    • $53,900

    Thanks for your interest in this 2025 BENNINGTON 22SXSR. Please contact us for more information. View Details

    View 9 Photos and Details Contact Seller
    $53,900
    VIEW DETAILS
  • 2025 Bennington 22SXSRC

    2025 Bennington 22SXSRC

    $53,900
    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 22' / 0'
    • 2025 / Used
    • $53,900

    Thanks for your interest in this 2025 BENNINGTON 22SXSRC. Please contact us for more information. View Details

    View 16 Photos and Details Contact Seller
    $53,900
    VIEW DETAILS
  • 2025 Bennington 22MFB

    2025 Bennington 22MFB

    $53,900
    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 22' / 0'
    • 2025 / Used
    • $53,900

    Thanks for your interest in this 2025 BENNINGTON 22MFB. Please contact us for more information. View Details

    View 7 Photos and Details Contact Seller
    $53,900
    VIEW DETAILS
  • 2026 Bennington 22S1SR

    2026 Bennington 22S1SR

    $53,255
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 0' / 0'
    • 2026 / New
    • $53,255

    S One collection powered by a Yamaha 150hp View Details

    View 30 Photos and Details Contact Seller
    $53,255
    VIEW DETAILS
Showing 106 to 126 of 350 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.