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    Bennington
    Within 3000 Miles Of
    Kenosha, Wisconsin

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Bennington boats for sale in Kenosha Wisconsin 53142

There are 125 new and used Bennington boats for sale in Kenosha, Wisconsin. Browse Bennington boat types like Pontoon, Other / Not Classified, and Deck Boat on BoatCrazy. View a wide selection of Bennington boats from $25,000 to $49,995.
Kenosha, Wisconsin Boats For Sale
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  • Boats
  • $25,000 $50,000
    Bennington
    Within 3000 Miles Of
    Kenosha, Wisconsin
125 boats found within 4000 miles out of 14,560 Boats Found
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  • 2021 Bennington 21 SSBXP

    2021 Bennington 21 SSBXP

    $35,999
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 20' / 0'
    • 2021 / Used
    • $35,999

    2021 Bennington 21SSBXP with Yamaha F70LA 4-stroke *Trailer not included in price, new trailers available for additional cost. Call for pricing!#1 selling Swingback layout! Boat co... View Details

    View 23 Photos and Details Contact Seller
    $35,999
    VIEW DETAILS
  • 2009 Bennington 2275RL *Tri-Toon!*

    2009 Bennington 2275RL *Tri-Toon!*

    $27,899
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 22' / 0'
    • 2009 / Used
    • $27,899

    2009 Bennington 2275RL with Yamaha F150TLR 4-stroke *Trailer shown in photos is not included in price. New trailers and delivery are available for an additional cost. **TRI-TOON!!*... View Details

    View 19 Photos and Details Contact Seller
    $27,899
    VIEW DETAILS
  • 2023 Bennington 20 SVSR **SEALEGS** **24 HOURS**

    2023 Bennington 20 SVSR **SEALEGS** **24 HOURS**

    $38,999
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 19' / 0'
    • 2023 / Used
    • $38,999

    Type: Pontoons 2023 Bennington 20 SVSR **SEALEGS** **24 HOURS** View Details

    View 18 Photos and Details Contact Seller
    $38,999
    VIEW DETAILS
  • 2023 Bennington 188 SLJ **31 HOURS!**

    2023 Bennington 188 SLJ **31 HOURS!**

    $29,999
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 16' / 0'
    • 2023 / Used
    • $29,999

    2023 Bennington 188SLJ with Yamaha F40 4-strokeBoat is in great shape and always dealer maintained! Boat comes with full clip-on cover, full vinyl flooring, stereo upgrade with 4 s... View Details

    View 18 Photos and Details Contact Seller
    $29,999
    VIEW DETAILS
  • 2015 Bennington 2375 GCW

    2015 Bennington 2375 GCW

    $29,999
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 25' / 0'
    • 2015 / Used
    • $29,999

    2015 Bennington 2375GCW with Yamaha F115LB 4-stroke Boat is in great condition and has been dealer serviced it's whole life! Boat comes with the popular rear lounge beds, individua... View Details

    View 19 Photos and Details Contact Seller
    $29,999
    VIEW DETAILS
  • 2026 Bennington 22 SSB

    2026 Bennington 22 SSB

    $39,795
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 22' / 0'
    • 2026 / New
    • $39,795

    2026 Bennington 22 SSB powered by a Yamaha F90LB!Factory Installed Options:Exterior- gemini black Interior- leon light silver with slate simtex accentsBlack canvasS series trim pac... View Details

    View 20 Photos and Details Contact Seller
    $39,795
    VIEW DETAILS
  • 2025 Bennington S Series 21 SSB

    2025 Bennington S Series 21 SSB

    $43,451
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 20' / 0'
    • 2025 / New
    • $43,451

    2025 Bennington 21SSB powered by a Yamaha F115LB!Factory Installed Options:Exterior- smooth black matte with smooth olaedo gold accentsInterior- shadow grey with shadow grey & carb... View Details

    View 12 Photos and Details Contact Seller
    $43,451
    VIEW DETAILS
  • 2026 Bennington 20 SL

    2026 Bennington 20 SL

    $31,795
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 19' / 0'
    • 2026 / New
    • $31,795

    2026 Bennington 20SL powered by a Yamaha!Factory Installed Options:Exterior- Midnight blue Interior- leon light silver with slate simtex accentsMidnight blue canvasS series trim pa... View Details

    View 1 Photo and Details Contact Seller
    $31,795
    VIEW DETAILS
  • 2026 Bennington 20 SSR

    2026 Bennington 20 SSR

    $33,295
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 19' / 0'
    • 2026 / New
    • $33,295

    2026 Bennington 20 SSR powered by a Yamaha F90LB!Factory Installed Options:Exterior- midnight blue Interior- leon light silver with slate simtex accentsMidnight blue canvasS series... View Details

    View 19 Photos and Details Contact Seller
    $33,295
    VIEW DETAILS
  • 2025 Bennington 23 SSB

    2025 Bennington 23 SSB

    $43,841
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 22' / 0'
    • 2025 / New
    • $43,841

    2025 Bennington 23 SSBYamaha 70Factory options include:Satin Black ExteriorShadow Grey w/Carbon AccentsBlack CanvasDimensional Brushed LogosShoreline Grey FlooringWindshieldBase Fu... View Details

    View 14 Photos and Details Contact Seller
    $43,841
    VIEW DETAILS
  • 2026 Bennington 22 SSR Tri Toon

    2026 Bennington 22 SSR Tri Toon

    $49,295
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 21' / 0'
    • 2026 / New
    • $49,295

    2026 Bennington 22 SSR powered by a Yamaha F150XD!Factory Installed Options:Exterior- gemini blackInterior- leon light silver with slate simtex accentsBlack canvasS series trim pac... View Details

    View 21 Photos and Details Contact Seller
    $49,295
    VIEW DETAILS
  • 2025 Bennington 22SVSB

    2025 Bennington 22SVSB

    $42,578
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 22' / 0'
    • 2025 / New
    • $42,578

    Factory Installed Options:Yamaha F90Exterior- metallic luminous blueInterior- shadow grayCanvas- luminous blueTrim accent- ironwoodFlooring- seagrass shadow grayKeeper railCapt. &... View Details

    View 18 Photos and Details Contact Seller
    $42,578
    VIEW DETAILS
  • 2026 Bennington 22 SSB

    2026 Bennington 22 SSB

    $39,795
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 22' / 0'
    • 2026 / New
    • $39,795

    2026 Bennington 22 SSB powered by a Yamaha F90LB!Factory Installed Options:Exterior- metallic silverInterior- leon light silver with slate simtex accentsMetallic silver canvasS se... View Details

    View 19 Photos and Details Contact Seller
    $39,795
    VIEW DETAILS
  • 2025 Bennington 188SLJ *Electric Edition*

    2025 Bennington 188SLJ *Electric Edition*

    $33,914
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 17' / 0'
    • 2025 / New
    • $33,914

    2025 Bennington 188 SLJ powered by an electric Mercury 75ELRC 7.5 Avator!Factory Installed Options:Exterior- smoother azure blueInterior- shadow grey with shadow grey & carbon acce... View Details

    View 17 Photos and Details Contact Seller
    $33,914
    VIEW DETAILS
  • 2024 Bennington S Series 22 SSB

    2024 Bennington S Series 22 SSB

    $44,912
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 22' / 0'
    • 2024 / New
    • $44,912

    Factory Options:Yamaha F115LBExterior- satin luminous blue smooth with midnight black smooth accentInterior- shadow gray with shadow gray & luminous blue accentsCanvas- lumninous b... View Details

    View 26 Photos and Details Contact Seller
    $44,912
    VIEW DETAILS
  • 2026 Bennington 20 SL

    2026 Bennington 20 SL

    $31,795
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 19' / 0'
    • 2026 / New
    • $31,795

    2026 Bennington 20 SL powered by a Yamaha!Factory Installed Options:Exterior- gemini blackInterior- leon light silver with slate accentsBlack canvasS series trim packageIronwood tr... View Details

    View 1 Photo and Details Contact Seller
    $31,795
    VIEW DETAILS
  • 2026 Bennington 20 SSR

    2026 Bennington 20 SSR

    $33,295
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 19' / 0'
    • 2026 / New
    • $33,295

    2026 Bennington 20 SSR powered by a Yamaha F90LB!Factory Installed Options:Exterior- metallic silverInterior- leon light silver with slate simtex accentsMetallic silver canvasS ser... View Details

    View 4 Photos and Details Contact Seller
    $33,295
    VIEW DETAILS
  • 2026 Bennington 20 SL

    2026 Bennington 20 SL

    $31,795
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 19' / 0'
    • 2026 / New
    • $31,795

    2026 Bennington 20 SL powered by a Yamaha!Factory Installed Options:Exterior- metallic silverInterior- leon light silver with slate simtex accentsMetallic silver canvasS series tri... View Details

    View 1 Photo and Details Contact Seller
    $31,795
    VIEW DETAILS
  • 2026 Bennington 20 SL

    2026 Bennington 20 SL

    $31,795
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 19' / 0'
    • 2026 / New
    • $31,795

    2026 Bennington 20 SL powered by a Yamaha F90LB!Factory Installed Options:Exterior- midnight blueInterior- leon light silver with slate simtex accentsMidnight blue canvasS series t... View Details

    View 4 Photos and Details Contact Seller
    $31,795
    VIEW DETAILS
  • 2026 Bennington 20 SL

    2026 Bennington 20 SL

    $31,795
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 19' / 0'
    • 2026 / New
    • $31,795

    2026 Bennington 20 SL powered by a Yamaha!Factory Installed Options:Exterior- metallic silver Interior- leon light silver with slate simtex accentsMetallic silver canvasWireless ch... View Details

    View 1 Photo and Details Contact Seller
    $31,795
    VIEW DETAILS
  • 2024 Bennington S Series 22 SSB

    2024 Bennington S Series 22 SSB

    $45,344
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 22' / 0'
    • 2024 / New
    • $45,344

    Factory Options:Yamaha F70Exterior- ocean blue with metallic white smooth accentInterior- shadow grey with shadow grey & ocean blue accentsCanvas- ocean blue tweedTrim accent-ironw... View Details

    View 12 Photos and Details Contact Seller
    $45,344
    VIEW DETAILS
Showing 22 to 42 of 125 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.