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There are 279 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
279 out of 11,810 Boats Found
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  • 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 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
  • 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
  • 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
  • 2026 Bennington S Series 22

    2026 Bennington S Series 22

    $66,999
    Orange Beach, AL
    • Orange Beach, AL
    • Pontoon
    • 22'
    • 2026 / New
    • $66,999

    BRAND NEW 2026 Bennington 22 SSB powered by a Single Mercury 150 In Stock! Trailer Available For Purchase. Located in Panama City Beach, FL. View Details

    View 21 Photos and Details Contact Seller
    $66,999
    VIEW DETAILS
  • 2025 Bennington SX Series 24

    2025 Bennington SX Series 24

    $66,724
    Gulf Shores, AL
    • Gulf Shores, AL
    • Pontoon
    • 24'
    • 2025 / New
    • $66,724

    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
    $66,724
    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
  • 2026 Bennington 22ML

    2026 Bennington 22ML

    $65,695
    Wixom, MI
    • Wixom, MI
    • Pontoon
    • 0'
    • 2026 / New
    • $65,695

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

    View 18 Photos and Details Contact Seller
    $65,695
    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 S Series 22

    2026 Bennington S Series 22

    $64,999
    Orange Beach, AL
    • Orange Beach, AL
    • Pontoon
    • 22'
    • 2026 / New
    • $64,999

    BRAND NEW 2026 Bennington 22 SSB powered by a Single Yamaha 150 In Stock! Trailer Available For Purchase. Located In Port Saint Joe, FL. An innovative floor plan that enables dua... View Details

    View 17 Photos and Details Contact Seller
    $64,999
    VIEW DETAILS
  • Price Drop 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 22

    2026 Bennington S Series 22

    $63,999
    Orange Beach, AL
    • Orange Beach, AL
    • Pontoon
    • 22'
    • 2026 / New
    • $63,999

    BRAND NEW 2026 Bennington 22 SSR powered by a Single Yamaha 150 In Stock! Trailer Available For Purchase. Located in Port Saint Joe, FL. View Details

    View 15 Photos and Details Contact Seller
    $63,999
    VIEW DETAILS
  • 2026 Bennington S Series 22

    2026 Bennington S Series 22

    $63,999
    Orange Beach, AL
    • Orange Beach, AL
    • Pontoon
    • 22'
    • 2026 / New
    • $63,999

    BRAND NEW 2026 Bennington 22 SSR powered by a Single Yamaha 150 In Stock! Trailer Available For Purchase. Located In Port Saint Joe, FL. INTANGIBLE USABILITY & FUNCTIONALITY Hav... View Details

    View 14 Photos and Details Contact Seller
    $63,999
    VIEW DETAILS
Showing 127 to 147 of 279 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.