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Bennington boats for sale

There are 367 new and used Bennington boats for sale. Browse Bennington boat types like Pontoon, Bowrider, and Performance on BoatCrazy. View a wide selection of Bennington boats from to .
Bennington Boats For Sale
367 out of 11,634 Boats Found
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  • 2026 Bennington SSBSF

    2026 Bennington SSBSF

    $53,376
    Rockville, IN
    • Rockville, IN
    • Pontoon
    • 0'
    • 2026 / New
    • $53,376

    The 2026 Bennington SSBSF pontoon boat is ideal for both leisurely cruising and water sports. Measuring 22 feet in length with a beam of 8.5 feet, it provides ample space for up to... View Details

    View 40 Photos and Details Contact Seller
    $53,376
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  • Price Drop 2027 Bennington 20 S1 STERN RADIUS

    2027 Bennington 20 S1 STERN RADIUS

    $52,771
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20'
    • 2027 / New
    • $52,771

    If your ideal weekend involves sunny lake cruises, sandbar hangouts, and nonstop watersports, the Bennington 20 S Stern Radius is tailor-made for you. Built for active families, th... View Details

    View 15 Photos and Details Contact Seller
    $52,771
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  • 2026 Bennington 22SSB

    2026 Bennington 22SSB

    $52,755
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 21'
    • 2026 / New
    • $52,755

    All new S-One collection tri toon powered by a Yamaha 150hp View Details

    View 23 Photos and Details Contact Seller
    $52,755
    VIEW DETAILS
  • 2015 Bennington 2372 QCW Sport Arch

    2015 Bennington 2372 QCW Sport Arch

    $51,000
    Irmo, SC
    • Irmo, SC
    • Pontoon
    • 23'
    • 2015 / Used
    • $51,000

    Stock #501976 Reason for selling is "Going Bigger!". This Bennington has been on the market for more than 30 days (Aug 13th). If you are thinking of making an offer, submit it to... View Details

    View 10 Photos and Details Contact Seller
    $51,000
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  • 2026 Bennington 20 SSR

    2026 Bennington 20 SSR

    $50,569
    Oakland, MD
    • Oakland, MD
    • Pontoon
    • 19'
    • 2026 / New
    • $50,569

    Options & Upgrades:• SPS Performance Package (25" transom)• Black Anodizing • Blackout Logos • Heavy Duty Rub Rail w/ Black Insert• 21" Four Step Ladder • Metallic Silver Canvas •... View Details

    View 16 Photos and Details Contact Seller
    $50,569
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  • 2026 Bennington 20SL

    2026 Bennington 20SL

    $50,440
    Walled Lake, MI
    • Walled Lake, MI
    • Pontoon
    • 19'
    • 2026 / New
    • $50,440

    Gorgeous new Bennington powered by a Yamaha VMAX 90hp View Details

    View 24 Photos and Details Contact Seller
    $50,440
    VIEW DETAILS
  • 2026 Bennington 20SL

    2026 Bennington 20SL

    $50,440
    Wixom, MI
    • Wixom, MI
    • Pontoon
    • 19'
    • 2026 / New
    • $50,440

    Well appointed with many upgrades!  Powered by a Yamaha 90hp View Details

    View 28 Photos and Details Contact Seller
    $50,440
    VIEW DETAILS
  • Price Drop 2026 Bennington SSBSF

    2026 Bennington SSBSF

    $50,205
    Rockville, IN
    • Rockville, IN
    • Pontoon
    • 0'
    • 2026 / New
    • $50,205

    The 2026 Bennington SSBSF is a high-quality pontoon boat designed for those who appreciate both style and performance. With a length of 20 feet and a beam of 8.5 feet, this boat pr... View Details

    View 40 Photos and Details Contact Seller
    $50,205
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  • 2026 Bennington 20SL

    2026 Bennington 20SL

    $50,016
    Walled Lake, MI
    • Walled Lake, MI
    • Pontoon
    • 0'
    • 2026 / New
    • $50,016

    Powered by a Yamaha VMAX 90 View Details

    View 19 Photos and Details Contact Seller
    $50,016
    VIEW DETAILS
  • 2027 Bennington S Series 16

    2027 Bennington S Series 16

    $49,970
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 17'
    • 2027 / New
    • $49,970

    The 2027 Bennington 168 SLJ is a sleek and modern pontoon boat designed for those seeking comfort and style on the water. With its matte black exterior and a dolce/platinum interio... View Details

    View 40 Photos and Details Contact Seller
    $49,970
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  • 2027 Bennington 20 S1 4 PT FISHING

    2027 Bennington 20 S1 4 PT FISHING

    $49,905
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 20'
    • 2027 / New
    • $49,905

    Anglers who refuse to choose between serious fishing utility and supreme weekend relaxation will find their perfect match in the Bennington 20 S1 4 Point Fishing pontoon. Powered b... View Details

    View 17 Photos and Details Contact Seller
    $49,905
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  • Price Drop 2026 Bennington S Series 20

    2026 Bennington S Series 20

    $49,904
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 20'
    • 2026 / New
    • $49,904

    The 2026 Bennington 20 SSB pontoon boat is a newly minted model, showcasing a captivating Absolute Red and Matte Black color scheme that is sure to turn heads. With a length of 20... View Details

    View 40 Photos and Details Contact Seller
    $49,904
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  • 2020 Bennington 25 SSRDN

    2020 Bennington 25 SSRDN

    $49,900
    Saint Augustine, FL
    • Saint Augustine, FL
    • Pontoon
    • 25'
    • 2020 / Used
    • $49,900

    FOR QUESTIONS CONTACT: ROBERT 202-243-8218 or rwrosso71@gmail.com2020 Bennington 25SSRDN - Saltwater Series - TritoonIncludes an EZ Loader Trailer and various transferrable warrant... View Details

    View 15 Photos and Details Contact Seller
    $49,900
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  • Price Drop 2026 Bennington S20 Luxe

    2026 Bennington S20 Luxe

    $49,605
    Rockville, IN
    • Rockville, IN
    • Pontoon
    • 0'
    • 2026 / New
    • $49,605

    Discover the 2026 Bennington S20 Luxe, a new pontoon boat offering an excellent blend of style and performance. Measuring 20 feet in length with a beam of 8.5 feet, this boat comfo... View Details

    View 40 Photos and Details Contact Seller
    $49,605
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  • 2023 Bennington 22 LSRC

    2023 Bennington 22 LSRC

    $48,500
    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 22'
    • 2023 / New
    • $48,500

    Thanks for your interest in this 2023 BENNINGTON 22 LSRC. Please contact us for more information. View Details

    View 8 Photos and Details Contact Seller
    $48,500
    VIEW DETAILS
  • 2027 Bennington 20 S1 STERN RADIUS

    2027 Bennington 20 S1 STERN RADIUS

    $48,254
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 20'
    • 2027 / New
    • $48,254

    If your ideal weekend involves sunny sandbars, endless playlists, and kicked-back relaxation, the Bennington 20 S Stern Radius is tailor-made for you. Built for social weekenders,... View Details

    View 23 Photos and Details Contact Seller
    $48,254
    VIEW DETAILS
  • Price Drop 2026 Bennington S Series 22

    2026 Bennington S Series 22

    $48,120
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 22'
    • 2026 / New
    • $48,120

    The 2026 Bennington 22 SSB is a new pontoon boat designed for leisure and family outings. With a length of 22 feet and a beam of 8 feet 6 inches, this model provides ample space fo... View Details

    View 40 Photos and Details Contact Seller
    $48,120
    VIEW DETAILS
  • 2021 Bennington 23LXSB

    2021 Bennington 23LXSB

    $47,999
    Howell, MI
    • Howell, MI
    • Pontoon
    • 22'
    • 2021 / Used
    • $47,999

    193 HoursPowered by a Yamaha VF115LBRockford fosgate stereoDual Battery with switchDocking lights View Details

    View 20 Photos and Details Contact Seller
    $47,999
    VIEW DETAILS
  • 2014 Bennington R Series 25

    2014 Bennington R Series 25

    $47,995
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 27'
    • 2014 / Used
    • $47,995

    The 2014 Bennington 2550 RCB is a versatile pontoon boat, perfect for both leisure cruising and entertaining on the water. With its sleek blue exterior and sturdy aluminum hull, it... View Details

    View 40 Photos and Details Contact Seller
    $47,995
    VIEW DETAILS
  • 2026 Bennington 23 SSR

    2026 Bennington 23 SSR

    $47,600
    Walled Lake, MI
    • Walled Lake, MI
    • Pontoon
    • 0'
    • 2026 / New
    • $47,600

    2026 Bennington 23 SSR powered by a Yamaha F115LB!Factory Installed Options:Exterior- smooth midnight blueInterior- dolce with dolce and espresso accentsBlack canvasS series base t... View Details

    View 29 Photos and Details Contact Seller
    $47,600
    VIEW DETAILS
  • Price Drop 2022 Bennington SX 22

    2022 Bennington SX 22

    $47,000
    Athens, TN
    • Athens, TN
    • Pontoon
    • 22'
    • 2022 / Used
    • $47,000

    Stock #454807 Reason for selling is "Not Using Enough". ANY and ALL offers will be put in front of our seller! Submit your offer today! Clean and Well Maintained 2022 Bennington... View Details

    View 10 Photos and Details Contact Seller
    $47,000
    VIEW DETAILS
Showing 169 to 189 of 367 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.