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    Bennington
    Within 3000 Miles Of
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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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  • 2025 Bennington S Series 21 SL

    2025 Bennington S Series 21 SL

    $37,725
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 20' / 0'
    • 2025 / New
    • $37,725

    2025 Bennington 21SL powered by a Yamaha F115LB!Factory Installed Options:Exterior- smooth satin luminous blueInterior- shadow grey with shadow grey & carbon accentsLuminous blue c... View Details

    View 22 Photos and Details Contact Seller
    $37,725
    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 metallic white with smooth metallic silver accentsInterior- shadow grey with shadow grey... View Details

    View 16 Photos and Details Contact Seller
    $43,451
    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
  • 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
  • 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 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 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 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 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
  • 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
  • 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 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
  • 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
  • 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
  • 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
  • 2020 Bennington 22 SSRX

    2020 Bennington 22 SSRX

    $36,999
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 22' / 0'
    • 2020 / Used
    • $36,999

    2020 Bennington 22SSRX with Yamaha 90 4-strokeBoat comes with the following:*Full clip-on mooring cover*Bimini Top*Full vinyl flooring*Rear swim ladder*Bluetooth stereo with speake... View Details

    View 19 Photos and Details Contact Seller
    $36,999
    VIEW DETAILS
  • 2018 Bennington 25 SPDX

    2018 Bennington 25 SPDX

    $29,895
    Detroit, MI
    • Detroit, MI
    • Pontoon
    • 25' / 0'
    • 2018 / Used
    • $29,895

    Experience Luxury on the Water Step aboard the 2018 Bennington 25 SPDX and immerse yourself in a world of luxury and adventure. This exquisite vessel, available at SkipperBud's Cas... View Details

    View 19 Photos and Details Contact Seller
    $29,895
    VIEW DETAILS
  • 2019 Bennington S22 TRITOON

    2019 Bennington S22 TRITOON

    $36,000
    Harrison Township, MI
    • Harrison Township, MI
    • Pontoon
    • 23' / 0'
    • 2019 / Used
    • $36,000

    2019 Bennington S22 TRITOON View Details

    View 24 Photos and Details Contact Seller
    $36,000
    VIEW DETAILS
  • 2019 Bennington S22 TRITOON

    2019 Bennington S22 TRITOON

    $36,000
    Harrison Township, MI
    • Harrison Township, MI
    • Pontoon
    • 23' / 0'
    • 2019 / Used
    • $36,000

    2019 Bennington S22 TRITOON View Details

    View 24 Photos and Details Contact Seller
    $36,000
    VIEW DETAILS
  • 2021 Bennington 22 SSR Pontoon

    2021 Bennington 22 SSR Pontoon

    $32,995
    Cedar, MN
    • Cedar, MN
    • Pontoon
    • 22' / 8'
    • 2021 / Used
    • $32,995

    2021 Bennington 22 SSR Pontoon with 115HP Command Thrust Fourstroke EFI Outboard. This quad lounge layout pontoon features 4 lounge style couches and side-by-side captain's chairs... View Details

    View 30 Photos and Details Contact Seller
    $32,995
    VIEW DETAILS
  • 2019 Bennington 21 SX Quad Lounge Pontoon & Yamaha 90HP 4-Stroke EFI

    2019 Bennington 21 SX Quad Lounge Pontoon & Yamaha 90HP 4-Stroke EFI

    $29,995
    Cedar, MN
    • Cedar, MN
    • Pontoon
    • 20' / 8'
    • 2019 / Used
    • $29,995

    2019 Bennington 21 SX Quad Lounge Pontoon & Yamaha 90HP 4-Stroke EFI w/292 Hours Of Use. This 20' Bennington Quad Lounge Pontoon Has Front Starboard Chaise Lounge Seating With Stor... View Details

    View 30 Photos and Details Contact Seller
    $29,995
    VIEW DETAILS
Showing 43 to 63 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.