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There are 252 new Bennington boats for sale. Browse Bennington boat types like Pontoon on BoatCrazy. View a wide selection of Bennington boats from to .
Bennington Boats For Sale
252 out of 11,682 Boats Found
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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 5 Photos and Details Contact Seller
    $73,344
    VIEW DETAILS
  • 2027 Bennington 22 S1 STERN RADIUS

    2027 Bennington 22 S1 STERN RADIUS

    $73,344
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $73,344

    If your ideal weekend calls for non-stop sunshine, spontaneous lake parties, and carving through the water, the Bennington 22 S1 Stern Radius is your ultimate match. Perfectly craf... View Details

    View 26 Photos and Details Contact Seller
    $73,344
    VIEW DETAILS
  • 2026 Bennington S Series 21

    2026 Bennington S Series 21

    $73,327
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 21'
    • 2026 / New
    • $73,327

    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
    $73,327
    VIEW DETAILS
  • 2026 Bennington S Series 22

    2026 Bennington S Series 22

    $73,224
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 22'
    • 2026 / New
    • $73,224

    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
    $73,224
    VIEW DETAILS
  • 2026 Bennington S Series 21

    2026 Bennington S Series 21

    $72,405
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 21'
    • 2026 / New
    • $72,405

    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
    $72,405
    VIEW DETAILS
  • 2026 Bennington S Series 22

    2026 Bennington S Series 22

    $72,049
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 22'
    • 2026 / New
    • $72,049

    The 2026 Bennington 22 SSB pontoon boat is available now, offering both elegance and functionality. With a length of 22 feet and a beam of 8'6", it provides ample space for leisure... View Details

    View 40 Photos and Details Contact Seller
    $72,049
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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 6 Photos and Details Contact Seller
    $71,950
    VIEW DETAILS
  • 2027 Bennington 22 S1 FISH AND CRUISE

    2027 Bennington 22 S1 FISH AND CRUISE

    $71,887
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $71,887

    Whether your crew is divided between die-hard anglers and sun-seeking loungers, the Bennington 22 S1 Fish and Cruise delivers the ultimate best-of-both-worlds pontoon experience. D... View Details

    View 4 Photos and Details Contact Seller
    $71,887
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  • 2026 Bennington 22MSB

    2026 Bennington 22MSB

    $71,116
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 0'
    • 2026 / New
    • $71,116

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

    View 16 Photos and Details Contact Seller
    $71,116
    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
  • Price Drop 2026 Bennington S Series 22

    2026 Bennington S Series 22

    $70,995
    Rockville, IN
    • Rockville, IN
    • Pontoon
    • 22'
    • 2026 / New
    • $70,995

    The 2026 Bennington 22 SSBSF is a brand-new, sophisticated tritoon boat crafted to provide a premium boating experience. With a length of 22 feet and a beam of 8.5 feet, it offers... View Details

    View 40 Photos and Details Contact Seller
    $70,995
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  • 2027 Bennington 22 S1 STERN RADIUS

    2027 Bennington 22 S1 STERN RADIUS

    $69,872
    Fleming Island, FL
    • Fleming Island, 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 6 Photos and Details Contact Seller
    $69,872
    VIEW DETAILS
  • 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 4 Photos and Details Contact Seller
    $69,872
    VIEW DETAILS
  • Price Drop 2026 Bennington 22 S Swingback

    2026 Bennington 22 S Swingback

    $69,791
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22'
    • 2026 / New
    • $69,791

    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
    $69,791
    VIEW DETAILS
  • 2026 Bennington 22 SSB

    2026 Bennington 22 SSB

    $69,346
    Walled Lake, MI
    • Walled Lake, MI
    • Pontoon
    • 22'
    • 2026 / New
    • $69,346

    2026 Bennington 22 SSB powered by a Yamaha F150XD!Factory Installed Options:Exterior- smooth midnight blueInterior- veneto modesto brown with midnight blue simtexBlack canvasBlacko... View Details

    View 30 Photos and Details Contact Seller
    $69,346
    VIEW DETAILS
  • 2026 Bennington 22 MSB

    2026 Bennington 22 MSB

    $69,002
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 21'
    • 2026 / New
    • $69,002

    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
    $69,002
    VIEW DETAILS
  • 2027 Bennington 21 S SWINGBACK

    2027 Bennington 21 S SWINGBACK

    $68,900
    Fleming Island, FL
    • Fleming Island, 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
  • 2025 Bennington S Series 23

    2025 Bennington S Series 23

    $68,876
    Gulf Shores, AL
    • Gulf Shores, AL
    • Pontoon
    • 23'
    • 2025 / New
    • $68,876

    SUMMER SPECIAL GOING ON NOW! CALL BEFORE YOU BUY! TRAILER AVAILABLE FOR PURCHASE! 2025 Bennington S Swingback 23 SSBSWINGBACKAn innovative floor plan that enables dual seating cap... View Details

    View 20 Photos and Details Contact Seller
    $68,876
    VIEW DETAILS
  • Price Drop 2026 Bennington 21 S SWINGBACK

    2026 Bennington 21 S SWINGBACK

    $68,472
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $68,472

    If you’re the kind of person who believes a Saturday isn't complete without a sun-soaked gathering, the Bennington 21SSB is your new best friend. This pontoon is a social butte... View Details

    View 22 Photos and Details Contact Seller
    $68,472
    VIEW DETAILS
  • 2026 Bennington 22 MSB

    2026 Bennington 22 MSB

    $68,232
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 21'
    • 2026 / New
    • $68,232

    2026 Bennington 22 MSB powered by a Yamaha F115LB!Factory Installed Options:Exterior- smooth luminous blueInterior- veneto 80% shadow greyBlack canvasBlackout luxeM series trim pac... View Details

    View 31 Photos and Details Contact Seller
    $68,232
    VIEW DETAILS
  • Price Drop 2026 Bennington 21 S FISH AND CRUISE

    2026 Bennington 21 S FISH AND CRUISE

    $67,973
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $67,973

    For the angler who refuses to choose between a serious fishing trip and a lively social hour, the Bennington 21SFC is the ultimate multipurpose escape. This isn't just a pontoo... View Details

    View 23 Photos and Details Contact Seller
    $67,973
    VIEW DETAILS
Showing 106 to 126 of 252 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.