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Bennington boats for sale

There are 392 new and used Bennington boats for sale. Browse Bennington boat types like Pontoon, Performance, and Bowrider on BoatCrazy. View a wide selection of Bennington boats from to .
Bennington Boats For Sale
392 out of 10,951 Boats Found
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  • Price Drop 2026 Bennington S23 Sport SSR

    2026 Bennington S23 Sport SSR

    $74,500
    Walloon Lake, MI
    • Walloon Lake, MI
    • Pontoon
    • 24'
    • 2026 / Used
    • $74,500

    $79,000 otd. We price better than any other bennington dealer & and there's no extra fees etc. This is a gorgeous boat with a green and white colored exterior, and a beautiful... View Details

    View 21 Photos and Details Contact Seller
    $74,500
    VIEW DETAILS
  • 2026 Bennington 22 S Swingback

    2026 Bennington 22 S Swingback

    $74,452
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22'
    • 2026 / New
    • $74,452

    Step aboard the Bennington 22 S Swingback and you will immediately notice that this is a craft built for the ultimate socialite. If you are the person who loves being the "hos... View Details

    View 20 Photos and Details Contact Seller
    $74,452
    VIEW DETAILS
  • 2026 Bennington S Series 21

    2026 Bennington S Series 21

    $73,917
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 21'
    • 2026 / New
    • $73,917

    The 2026 Bennington 21 SLJ is a new Tritoon boat, offering a sleek and modern design in Midnight Blue. It measures 21 feet in length with a beam of 8 feet 6 inches, providing ample... View Details

    View 40 Photos and Details Contact Seller
    $73,917
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  • 2027 Bennington 22 S1 STERN RADIUS

    2027 Bennington 22 S1 STERN RADIUS

    $73,344
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $73,344

    If your dream day on the water involves hosting a lively crew, carving up wake, and soaking in non-stop sunshine, this pontoon is tailored just for you. Built for social butterflie... View Details

    View 18 Photos and Details Contact Seller
    $73,344
    VIEW DETAILS
  • 2025 Bennington S Series 23

    2025 Bennington S Series 23

    $72,100
    Rockville, IN
    • Rockville, IN
    • Pontoon
    • 23'
    • 2025 / New
    • $72,100

    The 2025 Bennington 23 SSBSE is a newly crafted tritoon boat designed for optimal performance and leisurely comfort on the water. Measuring 23 feet in length and featuring a beam o... View Details

    View 40 Photos and Details Contact Seller
    $72,100
    VIEW DETAILS
  • Price Drop 2027 Bennington S Series 21

    2027 Bennington S Series 21

    $71,956
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 20'
    • 2027 / New
    • $71,956

    The 2027 Bennington 21 SSR is a new tritoon boat designed with comfort and convenience in mind. Measuring 21 feet in length with a beam of 8'6", this boat offers a spacious layout... View Details

    View 40 Photos and Details Contact Seller
    $71,956
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  • 2027 Bennington 22 S1 SWINGBACK

    2027 Bennington 22 S1 SWINGBACK

    $71,950
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $71,950

    If you are the designated social director of your friend group, the Bennington 22 S1 Swingback was built for you. Capable of hosting up to 12 people, this pontoon is ideal for tota... View Details

    View 18 Photos and Details Contact Seller
    $71,950
    VIEW DETAILS
  • 2027 Bennington 22MSB

    2027 Bennington 22MSB

    $71,116
    Walled Lake, MI
    • Walled Lake, MI
    • Pontoon
    • 0'
    • 2027 / New
    • $71,116

    Loaded M series powered by a Yamaha 115hp! View Details

    View 14 Photos and Details Contact Seller
    $71,116
    VIEW DETAILS
  • 2026 Bennington S Series 21

    2026 Bennington S Series 21

    $69,945
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 21'
    • 2026 / New
    • $69,945

    The 2026 Bennington 21 SL Tritoon is a new model set to enhance your boating experiences with its advanced design and reliable performance. This vessel measures 21 feet in length,... View Details

    View 40 Photos and Details Contact Seller
    $69,945
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  • 2027 Bennington 22 S1 STERN RADIUS

    2027 Bennington 22 S1 STERN RADIUS

    $69,872
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $69,872

    If your ideal weekend involves sun-drenched cruising, non-stop tunes, and effortless hosting, the Bennington 22 S1 Stern Radius is built for you. This pontoon is designed for the u... View Details

    View 19 Photos and Details Contact Seller
    $69,872
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  • 2027 Bennington 22 S1 STERN RADIUS

    2027 Bennington 22 S1 STERN RADIUS

    $69,872
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $69,872

    If your idea of a perfect weekend involves gathering your favorite crew for sunshine, loud laughter, and endless water activities, this Bennington build is practically calling your... View Details

    View 21 Photos and Details Contact Seller
    $69,872
    VIEW DETAILS
  • 2026 Bennington 22MSB

    2026 Bennington 22MSB

    $69,643
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 0'
    • 2026 / New
    • $69,643

    Loaded M series powered by a Yamaha 115hp! View Details

    View 16 Photos and Details Contact Seller
    $69,643
    VIEW DETAILS
  • 2022 Bennington L 25 FISHING SSAPG

    2022 Bennington L 25 FISHING SSAPG

    $69,500
    Harrison Township, MI
    • Harrison Township, MI
    • Pontoon
    • 25'
    • 2022 / Used
    • $69,500

    FRESHWATER VESSEL SINCE NEW THIS SPORTSMANS DREAM SHOULD BE HIGHLY CONSIDERED.  FISHING AND CRUISE EQUIPED WITH BASS SEATS, REAR FISHING STATION, ROD HOLDERS AND MORE. PLEASE SEE F... View Details

    View 28 Photos and Details Contact Seller
    $69,500
    VIEW DETAILS
  • 2027 Bennington 21 S SWINGBACK

    2027 Bennington 21 S SWINGBACK

    $68,900
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21'
    • 2027 / New
    • $68,900

    If your idea of a perfect Saturday involves endless sun, close friends, and effortless multi-tasking on the water, the Bennington 21 S Swingback is your ultimate sanctuary. This po... View Details

    View 23 Photos and Details Contact Seller
    $68,900
    VIEW DETAILS
  • 2026 Bennington S Series 22

    2026 Bennington S Series 22

    $68,466
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 22'
    • 2026 / New
    • $68,466

    The 2026 Bennington 22 SSR is a new, in-stock pontoon boat that combines modern conveniences with a comfortable design. Measuring 22 feet in length with an 8'6" beam, it provides a... View Details

    View 40 Photos and Details Contact Seller
    $68,466
    VIEW DETAILS
  • Price Drop 2021 Bennington 24 LXSB

    2021 Bennington 24 LXSB

    $67,900
    Pinedale, WY
    • Pinedale, WY
    • Pontoon
    • 24'
    • 2021 / Used
    • $67,900

    Stock #504540 Reason for selling is "No longer using". This Bennington has recently been added to market (Sep 14th). Submit your offer today! Excellent condition Bennington 24 L... View Details

    View 10 Photos and Details Contact Seller
    $67,900
    VIEW DETAILS
  • 2026 Bennington 23 MOFB

    2026 Bennington 23 MOFB

    $67,719
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 22'
    • 2026 / New
    • $67,719

    2026 Bennington 23 MOFB powered by a Yamaha VMAX90!Factory Installed Options:Exterior- smooth luminous blueInterior- veneto 80% shadow grey with luminous blue simtex accentsBlack c... View Details

    View 29 Photos and Details Contact Seller
    $67,719
    VIEW DETAILS
  • 2026 Bennington S Series 22

    2026 Bennington S Series 22

    $67,645
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 22'
    • 2026 / New
    • $67,645

    The 2026 Bennington 22 SSB is a new tritoon boat designed for those who value performance and comfort on the water. Measuring 22 feet in length with a beam of 8'6", the boat provid... View Details

    View 40 Photos and Details Contact Seller
    $67,645
    VIEW DETAILS
  • 2026 Bennington S Series 21

    2026 Bennington S Series 21

    $67,644
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 21'
    • 2026 / New
    • $67,644

    The 2026 Bennington 21 SSB is a new pontoon boat designed for leisure and functionality. With a length of 21 feet and a beam of 8'6", it offers ample space for comfortable outings.... View Details

    View 40 Photos and Details Contact Seller
    $67,644
    VIEW DETAILS
  • 2026 Bennington 22 MSB

    2026 Bennington 22 MSB

    $67,579
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 21'
    • 2026 / New
    • $67,579

    2026 Bennington 22 MSB powered by a Yamaha F115LB2! (white)Factory Installed Options:Exterior- smooth midnight blue with smooth metallic white accentsInterior- veneto 80% graphite... View Details

    View 25 Photos and Details Contact Seller
    $67,579
    VIEW DETAILS
  • 2026 Bennington S Series 22

    2026 Bennington S Series 22

    $67,513
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 22'
    • 2026 / New
    • $67,513

    The 2026 Bennington 22 SSB is a new Tritoon boat designed with a focus on functionality and style. This model features a length of 22 feet and a beam of 8 feet 6 inches, providing... View Details

    View 40 Photos and Details Contact Seller
    $67,513
    VIEW DETAILS
Showing 106 to 126 of 392 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.