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Bennington boats for sale

There are 382 new and used Bennington boats for sale. Browse Bennington boat types like Pontoon, Deck Boat, and Performance on BoatCrazy. View a wide selection of Bennington boats from to .
Bennington Boats For Sale
382 out of 12,010 Boats Found
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  • 2027 Bennington 22 S SWINGBACK

    2027 Bennington 22 S SWINGBACK

    $74,119
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $74,119

    If your idea of a perfect weekend involves gathering a dozen of your favorite people for a sun-drenched day on the water, this pontoon is calling your name. Tailor-made for the ult... View Details

    View 4 Photos and Details Contact Seller
    $74,119
    VIEW DETAILS
  • 2026 Bennington M Series 22

    2026 Bennington M Series 22

    $73,999
    Orange Beach, AL
    • Orange Beach, AL
    • Pontoon
    • 24'
    • 2026 / New
    • $73,999

    BRAND NEW 2026 Bennington 22 MSB powered by a Single Mercury 150 In Stock! Trailer Available For Purchase. Located In Orange Beach, AL. View Details

    View 33 Photos and Details Contact Seller
    $73,999
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  • 2019 Bennington R23

    2019 Bennington R23

    $73,995
    Oshkosh, WI
    • Oshkosh, WI
    • Pontoon
    • 23'
    • 2019 / Used
    • $73,995

    2019 Bennington R23 View Details

    View 20 Photos and Details Contact Seller
    $73,995
    VIEW DETAILS
  • 2026 Bennington 21 SFC

    2026 Bennington 21 SFC

    $73,554
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 0'
    • 2026 / New
    • $73,554

    The 2026 Bennington 21 SFC Tritoon is a stylish and versatile watercraft perfect for leisurely outings on the water. Measuring 21 feet in length, this boat offers a spacious beam o... View Details

    View 40 Photos and Details Contact Seller
    $73,554
    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
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  • 2023 Bennington 23LFB

    2023 Bennington 23LFB

    $72,799
    Mecosta, MI
    • Mecosta, MI
    • Pontoon
    • 23'
    • 2023 / New
    • $72,799

    Stock #479674 ANY and ALL offers will be put in front of our seller! Submit your offer today! Never used 2023 Bennington 23LFB with a Mercury 250HP 4-stroke, ready for FUN! Step... View Details

    View 10 Photos and Details Contact Seller
    $72,799
    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
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  • 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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  • 2026 Bennington S Series 22

    2026 Bennington S Series 22

    $71,962
    Rockville, IN
    • Rockville, IN
    • Pontoon
    • 22'
    • 2026 / New
    • $71,962

    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
    $71,962
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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
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  • 2024 Bennington 24 SSR

    2024 Bennington 24 SSR

    $69,999
    Mecosta, MI
    • Mecosta, MI
    • Pontoon
    • 24'
    • 2024 / New
    • $69,999

    Stock #479378 ANY and ALL offers will be put in front of our seller! Submit your offer today! Never used 2024 Bennington 24 SSR with a Yamaha 200HP 4-stroke, ready to hit the wat... View Details

    View 10 Photos and Details Contact Seller
    $69,999
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  • 2025 Bennington S L-Bench 21 SL

    2025 Bennington S L-Bench 21 SL

    $69,977
    Lake Placid, FL
    • Lake Placid, FL
    • Pontoon
    • 20'
    • 2025 / Used
    • $69,977

    2025 Bennington S L-Bench 21 SLJL BENCHOver the last 20 years, the L-Bench established itself as one of the most popular floor plans by offering flexible seating with mass amount... View Details

    View 17 Photos and Details Contact Seller
    $69,977
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  • 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
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  • 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 6 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
  • 2025 Bennington S Series 21

    2025 Bennington S Series 21

    $68,558
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 21'
    • 2025 / New
    • $68,558

    The 2025 Bennington 21 SL Tritoon is a new, sleek, and versatile boat offering a variety of features to enhance your aquatic adventures. With a length of 21 feet and a beam of 8.5... View Details

    View 40 Photos and Details Contact Seller
    $68,558
    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
Showing 127 to 147 of 382 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.