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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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  • 2026 Bennington 22ML

    2026 Bennington 22ML

    $67,771
    Walled Lake, MI
    • Walled Lake, MI
    • Pontoon
    • 21'
    • 2026 / New
    • $67,771

    Popular new layout from Bennington powered by a Yamaha 115hp View Details

    View 23 Photos and Details Contact Seller
    $67,771
    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
  • 2027 Bennington 22 S1 FISH AND CRUISE

    2027 Bennington 22 S1 FISH AND CRUISE

    $66,971
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $66,971

    Imagine one pontoon that effortlessly shifts from an early-morning angler’s dream to an afternoon social cruiser. The Bennington 22S1 Fish and Cruise is crafted specifically for mu... View Details

    View 5 Photos and Details Contact Seller
    $66,971
    VIEW DETAILS
  • Price Drop 2025 Bennington 23SSR

    2025 Bennington 23SSR

    $66,200
    Oshkosh, WI
    • Oshkosh, WI
    • Pontoon
    • 0'
    • 2025 / New
    • $66,200

    This Bennington 23 SSR is Luminous Blue with Silver accents. Boat is equipped with dual battery switch, Illuminated cup holders, Rockford Fosgate lighted speakers with RGB control,... View Details

    View 30 Photos and Details Contact Seller
    $66,200
    VIEW DETAILS
  • 2026 Bennington S Series 22

    2026 Bennington S Series 22

    $66,129
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 22'
    • 2026 / New
    • $66,129

    The 2026 Bennington 22 SSB pontoon boat is an ideal choice for those seeking a blend of comfort and performance on the water. With an overall length of 22 feet and a beam of 8'6",... View Details

    View 40 Photos and Details Contact Seller
    $66,129
    VIEW DETAILS
  • Price Drop 2025 Bennington SX Series 24

    2025 Bennington SX Series 24

    $65,724
    Gulf Shores, AL
    • Gulf Shores, AL
    • Pontoon
    • 24'
    • 2025 / New
    • $65,724

    SUMMER SPECIAL GOING ON NOW! CALL BEFORE YOU BUY! TRAILER AVAILABLE FOR PURCHASE! 2025 Bennington SX Quad Bench 24 SXSRQUAD BENCHOne of our most popular floor plans, the Quad Benc... View Details

    View 15 Photos and Details Contact Seller
    $65,724
    VIEW DETAILS
  • 2026 Bennington S Series 20

    2026 Bennington S Series 20

    $65,405
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 20'
    • 2026 / New
    • $65,405

    The 2026 Bennington 20 SSR is a new tritoon, currently in stock, offering a perfect balance of performance and comfort. It features a 20-foot length with a beam width of 8'6", allo... View Details

    View 40 Photos and Details Contact Seller
    $65,405
    VIEW DETAILS
  • 2026 Bennington 22 S 4 PT FISHING

    2026 Bennington 22 S 4 PT FISHING

    $64,971
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22'
    • 2026 / New
    • $64,971

    The Bennington 22SF is the ultimate "choose your own adventure" vessel, perfectly blurring the lines between a serious angling machine and a high-end entertainment lounge... View Details

    View 21 Photos and Details Contact Seller
    $64,971
    VIEW DETAILS
  • 2025 Bennington 23 SXSR

    2025 Bennington 23 SXSR

    $64,811
    Oakland, MD
    • Oakland, MD
    • Pontoon
    • 23'
    • 2025 / New
    • $64,811

    Options & Upgrades:• Yamaha 150 HP 4 Stroke 20 IN - F150LC • Portable Armrest with Stainless Steel Cup Holders (2) • In-Floor Storage (3 Tube) • Steering - Power Hydraulic Assist •... View Details

    View 19 Photos and Details Contact Seller
    $64,811
    VIEW DETAILS
  • 2026 Bennington S Series 21

    2026 Bennington S Series 21

    $63,433
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 21'
    • 2026 / New
    • $63,433

    The 2026 Bennington 21 SF is a new pontoon boat designed for both comfort and performance. It measures 21 feet in length with a beam of 8 feet 6 inches, providing ample space for u... View Details

    View 40 Photos and Details Contact Seller
    $63,433
    VIEW DETAILS
  • 2026 Bennington S Series 23

    2026 Bennington S Series 23

    $63,420
    Noblesville, IN
    • Noblesville, IN
    • Pontoon
    • 23'
    • 2026 / New
    • $63,420

    The 2026 Bennington 23 SSR is a new pontoon boat that offers both style and performance. Measuring 23 feet in length with a beam of 8'6", this boat is designed with a striking matt... View Details

    View 40 Photos and Details Contact Seller
    $63,420
    VIEW DETAILS
  • 2022 Bennington 22 LSB

    2022 Bennington 22 LSB

    $62,900
    Canandaigua, NY
    • Canandaigua, NY
    • Pontoon
    • 22'
    • 2022 / New
    • $62,900

    Thanks for your interest in this 2022 BENNINGTON 22 LSB. Please contact us for more information. View Details

    View 7 Photos and Details Contact Seller
    $62,900
    VIEW DETAILS
  • 2025 Bennington S Series 22

    2025 Bennington S Series 22

    $61,135
    Rockville, IN
    • Rockville, IN
    • Pontoon
    • 22'
    • 2025 / New
    • $61,135

    The 2025 Bennington 22 SSRSE is a top-tier tritoon boat, perfect for those seeking comfort and performance on the water. With a length of 22 feet and a beam of 8.5 feet, this boat... View Details

    View 40 Photos and Details Contact Seller
    $61,135
    VIEW DETAILS
  • 2027 Bennington 22S1SB

    2027 Bennington 22S1SB

    $61,055
    Wixom, MI
    • Wixom, MI
    • Pontoon
    • 0'
    • 2027 / New
    • $61,055

    All new S One collection powered by a Yamaha 200hp View Details

    View 1 Photo and Details Contact Seller
    $61,055
    VIEW DETAILS
  • 2026 Bennington 21 S Fishing

    2026 Bennington 21 S Fishing

    $59,974
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $59,974

    Cast a line into a world where catching the "big one" doesn't mean sacrificing an ounce of style. This Bennington 21 SF is a masterclass in versatility, blending a se... View Details

    View 21 Photos and Details Contact Seller
    $59,974
    VIEW DETAILS
  • Price Drop 2026 Bennington 21 S Cruise

    2026 Bennington 21 S Cruise

    $59,754
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $59,754

    If your ideal weekend involves a seamless blend of adrenaline and pure relaxation, this 21 S Cruise is your match. Dressed to impress in Luminous Blue with sleek Matte Black accent... View Details

    View 21 Photos and Details Contact Seller
    $59,754
    VIEW DETAILS
  • Price Drop 2026 Bennington 21 S FISH AND CRUISE

    2026 Bennington 21 S FISH AND CRUISE

    $59,631
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $59,631

    For the "pro-social" angler who refuses to choose between a serious morning catch and a premium afternoon lounge, the Bennington 21SFC is your ultimate dual-threat. This... View Details

    View 19 Photos and Details Contact Seller
    $59,631
    VIEW DETAILS
  • Price Drop 2026 Bennington 20 S CRUISE

    2026 Bennington 20 S CRUISE

    $58,971
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20'
    • 2026 / New
    • $58,971

    Imagine a Saturday where the hardest decision you have to make is whether to lounge on the sunpad or take another lap around the lake. The Bennington 20SL is the ultimate "yes... View Details

    View 19 Photos and Details Contact Seller
    $58,971
    VIEW DETAILS
  • 2026 Bennington 22S1SR

    2026 Bennington 22S1SR

    $58,755
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 21'
    • 2026 / New
    • $58,755

    All new S-One collection powered by a Yamaha 200hp! View Details

    View 23 Photos and Details Contact Seller
    $58,755
    VIEW DETAILS
  • 2026 Bennington 22S1SR

    2026 Bennington 22S1SR

    $58,755
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 21'
    • 2026 / New
    • $58,755

    All new S-One tri toon powered by a Yamaha 200hp! View Details

    View 24 Photos and Details Contact Seller
    $58,755
    VIEW DETAILS
  • 2027 Bennington 22S1SR

    2027 Bennington 22S1SR

    $58,755
    Brighton, MI
    • Brighton, MI
    • Pontoon
    • 0'
    • 2027 / New
    • $58,755

    All new S One collection tri toon with center walk through floorplan and 200hp Yamaha View Details

    View 30 Photos and Details Contact Seller
    $58,755
    VIEW DETAILS
Showing 127 to 147 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.