Bennington Pontoon Boats for Sale in (state): Bennington Pontoons Dealer Clear filtersBoat ConditionNew BoatsUsed BoatsLocationElkhorn23resultsJohnsburg2resultsNaples7resultsNashotah17resultsSister Bay3resultsThree Lakes20resultsWhitewater4resultsManufacturerAqua Patio10resultsBayliner2resultsBennington76resultsBlue Wave1resultsBoston Whaler20resultsCenturion1resultsChaparral2resultsCobalt12resultsCrest1resultsCrownline11resultsShow more ModelBennington188SL Snap2results20SF-Snap1results20SL-SPS1results20SSBX1results20SSR (TC)1results20SSR-SPS (TC)1results20SSR-SPS-Snap (TC)1results21SFC1results21SSB1results21SSRX1results2250RL1results2280RL1results22MFB1results22MFC1results22MOFB-SPS (TC)2results22SSB-SPS (PB)1results22SSB-SPS-Snap7results22SSB-SPS-Snap (TC)1results22SSR3results22SSR-SPS (PB)1results22SSR-Snap SPS TRI1results23LXFB SPS TRI1results23MCSB-SPS (TC)1results23MOF-SPS (TC)1results23MSB1results23MSB-SPS1results23MSL-SPS2results23RFB ESP TRI1results23S1SR Limited ESP1results23SSB-ESP (LTD)2results23SSB-SPS (PB)3results23SSB-SPS (TC) DINETTE1results23SSR ESP LTD TRI1results23SSR-ESP (LTD)1results23SSR-SPS1results23SSR-SPS (PB)1results23SSR-SPS (TC)2results23SSRX SPS TRI1results23SXL EXP TRI1results23SXPD-EXP1results24LXSB SPS TRI1results24LXSRC1results24MFB1results24MFB-ESP (TC)1results24MOF-SPS (TC)1results24MSB-SPS (PB)1results24MSL-ESP TRI1results25 QXFBA1results25QFB ESP TRI PB1results25QSBA1resultsCategoryPontoon76resultsPriceto$to$Lengthtoft.toft.YeartoGoEngine HourstohrtohrStatusIn Stock59resultsSPECIAL SAVINGS!3resultsSale Pending14resultsSearch boats...Searching…Sort ByRecently AddedPrice: Low to HighPrice: High to LowYear: Newest FirstYear: Oldest FirstShowing 76 Results Share SearchAs a brand new 2025 Bennington 25RSRA-ESP, this boat offers exactly what discerning buyers are after—flawless, untouched condition with z... READ MORENew2025 Bennington 25RSRA-ESP$153,500$1,185/mo.Get FinancingStatusSPECIAL SAVINGS!LocationNashotah, WIManufacturerBenningtonStock #BEN926286-B1-StockAs a brand new 2025 Bennington 25RSRA-ESP, this boat offers exactly what discerning buyers are after—flawless, untouched condition with z... READ MORE Check AvailabilityView Boat Quick LookLength25Weight4268Fuel Capacity73Person Capacity15Hull TypeAluminumFuel TypeGasolineEngine Horsepower250DriveOutboardBeam8' 6"Draft12"As a brand new 2025 Bennington 25RSR-SPS, this is as clean and dialed-in as it gets—no prior use, no wear, and no questions about how it’... READ MORENew2025 Bennington 25RSR-SPS$120,500$930/mo.Get FinancingStatusSPECIAL SAVINGS!LocationWhitewater, WIManufacturerBenningtonStock #BEN926388-B1-StockAs a brand new 2025 Bennington 25RSR-SPS, this is as clean and dialed-in as it gets—no prior use, no wear, and no questions about how it’... READ MORE Check AvailabilityView Boat Quick LookLength25Weight3387Fuel Capacity42Person Capacity12Hull TypeAluminumFuel TypeGasolineEngine Horsepower200DriveOutboardBeam8' 6"Draft12"The 2024 Bennington Q27 is the epitome of luxury and performance in the world of pontoon boats. Built for those who demand both style and... READ MORENew2024 Bennington 27QFBAX2$251,970$1,945/mo.Get FinancingStatusSPECIAL SAVINGS!LocationNashotah, WIHours41Stock #BEN875152-B1-DEMO (FS)The 2024 Bennington Q27 is the epitome of luxury and performance in the world of pontoon boats. Built for those who demand both style and... READ MORE Check AvailabilityView Boat Quick LookLength27Weight4791Fuel Capacity116Person Capacity18Hours41Hull TypeAluminumFuel TypeGasolineEngine Horsepower300PowerYamaha F300XSBDriveOutboardBeam10' 0"Draft12" ADDITIONAL FEATURES * Saltwater package * 21" four step ladder * sealed saltwater lifting strakes * dimensional brushed logos *... READ MORENew2027 Bennington 22SSR Request PriceStatusIN STOCKLocationNaples, FLManufacturerBenningtonStock #BEN939279-B1 ADDITIONAL FEATURES * Saltwater package * 21" four step ladder * sealed saltwater lifting strakes * dimensional brushed logos *... READ MORE Check AvailabilityView Boat Quick LookLength22Weight2801Fuel Capacity33Person Capacity12Fuel TypeGasolineDriveSingle OutboardBeam8' 6" STANDARD FEATURES * All in One Kicker Stereo System (KMC45) * Console Courtesy Light * Custom Sterling Gauge Package: Fuel, Tacho... READ MOREUsed2021 Bennington 20SSBX$43,999$340/mo.Get FinancingStatusIN STOCKLocationElkhorn, WIHours102Stock #UBF1226-B1-M STANDARD FEATURES * All in One Kicker Stereo System (KMC45) * Console Courtesy Light * Custom Sterling Gauge Package: Fuel, Tacho... READ MORE Check AvailabilityView Boat Quick LookLength20Weight2046Fuel Capacity21.4 gallonsPerson Capacity10Hours102Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8' 6"Draft10-12" ADDITIONAL FEATURES * Yamaha Mechanical Pre-rig * Yamaha 300 HP 4 Stroke V6 25 IN * Standard Trim Package * ESP Performance Pack... READ MORENew2027 Bennington 25RSB Request PriceStatusIN STOCKLocationElkhorn, WIManufacturerBenningtonStock #BEN938768-B1-Stock ADDITIONAL FEATURES * Yamaha Mechanical Pre-rig * Yamaha 300 HP 4 Stroke V6 25 IN * Standard Trim Package * ESP Performance Pack... READ MORE Check AvailabilityView Boat Quick LookLength25Fuel Capacity73Person Capacity15Hull TypeAluminumFuel TypeGasolineEngine Horsepower300DriveOutboardBeam8' 6"Legendary model is next year's boat now! 2027 Bennington 188SL S1, w/ Yamaha 40hp Fourstroke. This boat is nicely loaded with Full Moorin... READ MORENew2027 Bennington 188SL Snap Request PriceStatusIN STOCKLocationThree Lakes, WIManufacturerBenningtonStock #BEN938773-B1-StockLegendary model is next year's boat now! 2027 Bennington 188SL S1, w/ Yamaha 40hp Fourstroke. This boat is nicely loaded with Full Moorin... READ MORE Check AvailabilityView Boat Quick LookLength18Weight2197Fuel Capacity25Person Capacity6Hull TypeAluminumFuel TypeGasolineEngine Horsepower60DriveSingle OutboardBeam8Draft1.5 ADDITIONAL FEATURES * Mercury 200hp Engine * Mercury Digital Pre-Rig * SPS Performance Package * Electric Power Top * In-Flo... READ MOREUsed2022 Bennington 24LXSB SPS TRI$74,999$579/mo.Get FinancingStatusIN STOCKLocationWhitewater, WIManufacturerBenningtonStock #UBB1726-B1-S ADDITIONAL FEATURES * Mercury 200hp Engine * Mercury Digital Pre-Rig * SPS Performance Package * Electric Power Top * In-Flo... READ MORE Check AvailabilityView Boat Quick LookLength24Fuel Capacity33Hull TypeAluminumFuel TypeGasolineEngine Horsepower200PowerMercury 200DriveSingle OutboardBeam8.5Draft1.5 STANDARD FEATURES * 12 Volt Receptacle * Console Courtesy Light * Custom Sterling Gauge Package: Fuel, Tachometer and Trim * Hou... READ MOREUsed2025 Bennington 23SXPD-EXP$69,999$540/mo.Get FinancingStatusIN STOCKLocationElkhorn, WIHours56Stock #UBC0826-B1-S STANDARD FEATURES * 12 Volt Receptacle * Console Courtesy Light * Custom Sterling Gauge Package: Fuel, Tachometer and Trim * Hou... READ MORE Check AvailabilityView Boat Quick LookLength23Fuel Capacity21.4 gallonsHours56Hull TypeAluminumFuel TypeGasolineEngine Horsepower150PowerYamaha F150LCDriveOutboardBeam8.6Legendary model is next year's boat now! 2027 Bennington 188SL S1, w/ Yamaha 40hp Fourstroke. This boat is nicely loaded with Full Moorin... READ MORENew2027 Bennington 188SL Snap Request PriceStatusIN STOCKLocationThree Lakes, WIManufacturerBenningtonStock #BEN938775-B1-StockLegendary model is next year's boat now! 2027 Bennington 188SL S1, w/ Yamaha 40hp Fourstroke. This boat is nicely loaded with Full Moorin... READ MORE Check AvailabilityView Boat Quick LookLength18Weight2197Fuel Capacity25Person Capacity6Hull TypeAluminumFuel TypeGasolineEngine Horsepower40PowerYamaha F40LADriveSingle OutboardBeam8Draft1.5 ADDITIONAL FEATURES * Saltwater Package * Benny Quick Fender Latch Kit (4 Black) * Metal Jacket Tube Protectant 3 Tube * Sport T... READ MORENew2027 Bennington 24MFB Request PriceStatusIN STOCKLocationNaples, FLManufacturerBenningtonStock #BEN939276-B1 ADDITIONAL FEATURES * Saltwater Package * Benny Quick Fender Latch Kit (4 Black) * Metal Jacket Tube Protectant 3 Tube * Sport T... READ MORE Check AvailabilityView Boat Quick LookLength24Weight4048Fuel Capacity73Person Capacity14Hull TypeAluminumFuel TypeGasolineDriveSingle OutboardBeam8' 65" ADDITIONAL FEATURES * Saltwater Package * Benny quick fender latch kit * SPS + Performance package * Metal jacket tube protectan... READ MORENew2026 Bennington 25SSR Request PriceStatusIN STOCKLocationNaples, FLManufacturerBenningtonStock #BEN939275-B1 ADDITIONAL FEATURES * Saltwater Package * Benny quick fender latch kit * SPS + Performance package * Metal jacket tube protectan... READ MORE Check AvailabilityView Boat Quick LookLength25Weight4030Fuel Capacity116Person Capacity14Hull TypeAluminumDriveSingle OutboardBeam8' 5" ADDITIONAL FEATURES * Saltwater package * Benny quick fender latch kit * metal jacket tube protectant 3 tube * S-Series upgraded... READ MORENew2027 Bennington 22SSR Request PriceStatusIN STOCKLocationNaples, FLManufacturerBenningtonStock #BEN939278-B1 ADDITIONAL FEATURES * Saltwater package * Benny quick fender latch kit * metal jacket tube protectant 3 tube * S-Series upgraded... READ MORE Check AvailabilityView Boat Quick LookLength22Weight2801Fuel Capacity33Person Capacity12Fuel TypeGasolineDriveSingle OutboardBeam8' 6" ADDITIONAL FEATURES * Saltwater Package * Swingback Privacy Station * 12" Simrad multi-function Display (NSX12) * Standard Arch ... READ MORENew2027 Bennington 25QSBA Request PriceStatusIN STOCKLocationNaples, FLManufacturerBenningtonStock #BEN939274-B1 ADDITIONAL FEATURES * Saltwater Package * Swingback Privacy Station * 12" Simrad multi-function Display (NSX12) * Standard Arch ... READ MORE Check AvailabilityView Boat Quick LookLength24Weight4030Fuel Capacity116Person Capacity15Hull TypeAluminumFuel TypeGasolineDriveSingle OutboardBeam8' 5" ADDITIONAL FEATURES * Saltwater Package * Metal Jacket Tube Protectant 3 Tube * SPS Performance Package (25" transom) * Elevated... READ MORENew2027 Bennington 22MFB Request PriceStatusIN STOCKLocationNaples, FLManufacturerBenningtonStock #BEN939277-B1 ADDITIONAL FEATURES * Saltwater Package * Metal Jacket Tube Protectant 3 Tube * SPS Performance Package (25" transom) * Elevated... READ MORE Check AvailabilityView Boat Quick LookLength22Weight2801Fuel Capacity33Person Capacity12Hull TypeAluminumFuel TypeGasolineDriveSingle OutboardBeam8' 6"Nice 2005 Bennington 2280RL w/ Honda 50hp Fourstroke. This is one of the most plush boats you could buy in 2005. This boat has been recen... READ MOREUsed2005 Bennington 2280RL$19,999$154/mo.Get FinancingStatusIN STOCKLocationThree Lakes, WIManufacturerBenningtonStock #CBD2026-B1-BNice 2005 Bennington 2280RL w/ Honda 50hp Fourstroke. This is one of the most plush boats you could buy in 2005. This boat has been recen... READ MORE Check AvailabilityView Boat Quick LookLength22Fuel Capacity24Person Capacity14Hull TypeAluminumFuel TypeGasolineEngine Horsepower50PowerHonda BF50AKLRTADriveSingle OutboardBeam8.5Draft1.5 ADDITIONAL FEATURES * Yamaha 90HP F90LB * Yamaha Mechanical Pre-Rig * Garmin Echomap 52CV Chartplotter * Rod Locker with Storage... READ MORENew2026 Bennington 20SF-Snap Request PriceStatusIN STOCKLocationThree Lakes, WIManufacturerBenningtonStock #BEN938041-B1-Stock ADDITIONAL FEATURES * Yamaha 90HP F90LB * Yamaha Mechanical Pre-Rig * Garmin Echomap 52CV Chartplotter * Rod Locker with Storage... READ MORE Check AvailabilityView Boat Quick LookLength20Weight2317Fuel Capacity26Person Capacity10Hull TypeAluminumFuel TypeGasolineEngine Horsepower90PowerYamaha F90LBDriveSingle OutboardBeam8.5Draft1.5 ADDITIONAL FEATURES Newer Mooring Cover Docking Lights READ MOREUsed2007 Bennington 2250RL$17,499$135/mo.Get FinancingStatusSALE PENDINGLocationThree Lakes, WIHours890Stock #UBB1026-B1-Fl ADDITIONAL FEATURES Newer Mooring Cover Docking Lights READ MORE Check AvailabilityView Boat Quick LookLength22Fuel Capacity24Person Capacity11Hours890Hull TypeAluminumFuel TypeGasolineEngine Horsepower50PowerHonda BF50DKLTRADriveSingle OutboardBeam8.5Draft1.5Checkout the 2026 Bennington 25 QXFBA by The Boat House at Naples, FL location... READ MORENew2026 Bennington 25 QXFBA Request PriceStatusIN STOCKLocationNaples, FLManufacturerBenningtonStock #BEN939969-B1Checkout the 2026 Bennington 25 QXFBA by The Boat House at Naples, FL location... READ MORE Check AvailabilityView Boat Quick LookLength25Fuel Capacity116Person Capacity8Hull TypeAluminumFuel TypeGasolineDriveSingle OutboardBeam8' 6"Awesome Bennington with Quad Bench Seating and Yamaha 115hp Engine. Come check it out today! As a brand-new 2026 Bennington 22SSR, this p... READ MORENew2026 Bennington 22SSR Request PriceStatusIN STOCKLocationThree Lakes, WIManufacturerBenningtonStock #BEN938039-B1-StockAwesome Bennington with Quad Bench Seating and Yamaha 115hp Engine. Come check it out today! As a brand-new 2026 Bennington 22SSR, this p... READ MORE Check AvailabilityView Boat Quick LookLength22Fuel Capacity25Person Capacity10Hull TypeAluminumFuel TypeGasolineEngine Horsepower115DriveOutboardBeam8.5Draft1.5Show MoreFiltersClear filtersClear filtersBoat ConditionNew BoatsUsed BoatsLocationElkhorn23resultsJohnsburg2resultsNaples7resultsNashotah17resultsSister Bay3resultsThree Lakes20resultsWhitewater4resultsManufacturerAqua Patio10resultsBayliner2resultsBennington76resultsBlue Wave1resultsBoston Whaler20resultsCenturion1resultsChaparral2resultsCobalt12resultsCrest1resultsCrownline11resultsShow more ModelBennington188SL Snap2results20SF-Snap1results20SL-SPS1results20SSBX1results20SSR (TC)1results20SSR-SPS (TC)1results20SSR-SPS-Snap (TC)1results21SFC1results21SSB1results21SSRX1results2250RL1results2280RL1results22MFB1results22MFC1results22MOFB-SPS (TC)2results22SSB-SPS (PB)1results22SSB-SPS-Snap7results22SSB-SPS-Snap (TC)1results22SSR3results22SSR-SPS (PB)1results22SSR-Snap SPS TRI1results23LXFB SPS TRI1results23MCSB-SPS (TC)1results23MOF-SPS (TC)1results23MSB1results23MSB-SPS1results23MSL-SPS2results23RFB ESP TRI1results23S1SR Limited ESP1results23SSB-ESP (LTD)2results23SSB-SPS (PB)3results23SSB-SPS (TC) DINETTE1results23SSR ESP LTD TRI1results23SSR-ESP (LTD)1results23SSR-SPS1results23SSR-SPS (PB)1results23SSR-SPS (TC)2results23SSRX SPS TRI1results23SXL EXP TRI1results23SXPD-EXP1results24LXSB SPS TRI1results24LXSRC1results24MFB1results24MFB-ESP (TC)1results24MOF-SPS (TC)1results24MSB-SPS (PB)1results24MSL-ESP TRI1results25 QXFBA1results25QFB ESP TRI PB1results25QSBA1resultsCategoryPontoon76resultsPriceto$to$Lengthtoft.toft.YeartoGoEngine HourstohrtohrStatusIn Stock59resultsSPECIAL SAVINGS!3resultsSale Pending14results At The Boat House, we take pride in helping boaters find the perfect pontoon boat with the features they need to make the most of their time on the water. This is why we offer a variety of boat makes and models to meet the diverse needs of all our customers in Milwaukee, WI. If you’re interested in new pontoon boats for sale, our Bennington line includes different series such as the L, S, and Q series, each offering unique innovations and layouts tailored to your lifestyle in Milwaukee, WI. Additionally, we provide an extensive selection of used pontoon boats for customers seeking options that fit their budget. No matter what type of pontoon boat you’re looking for, our team in Milwaukee, WI will make certain that you find everything you’re looking for and more just in time for your next water adventure. Our Pontoon Boats are Fuel Efficient With Advanced Engines We proudly offer new pontoon boats equipped with advanced cost effective engine options to enhance your boating experience in Milwaukee, WI. Bennington’s commitment to innovation ensures that their pontoon boats come with a range of advanced engine choices designed to optimize performance while minimizing fuel consumption. The motors Bennington boats are equipped with are engineered for greater fuel efficiency, allowing you to enjoy longer outings in Milwaukee, WI without frequent refueling stops. Not to mention, the integration of fuel efficient engines in all new pontoon boats means lower overall operating costs and fewer maintenance concerns. Pontoon Boats for Sale With Performance Boosting Features Here at The Boat House, we have an exciting range of new Bennington pontoon boats for sale for water enthusiasts in Milwaukee, WI. Our inventory comes with features to boost your performance such as an advanced THRU BOLT™ technology. Unlike conventional boats that use screws, Bennington’s exclusive system secures the hull with through bolts, greatly reducing flex and providing a more stable ride for Milwaukee, WI boaters. This innovative design ensures enhanced safety and years of dependable performance, making each boating experience a seamless experience. Come see our new and used pontoon boats and experience superior craftsmanship that elevates your time on the water. Milwaukee, WI’s Leading Dealership for Best Quality Pontoons Our Bennington pontoon boats for sale stand out for their exceptional construction, making them a reliable and highly sought after brand in Milwaukee, WI. For example, they feature thicker cross channel construction that provides exceptional vertical strength. This construction minimizes twisting and ensures an incredibly solid and tranquil ride, setting a new benchmark for on water comfort and stability. Additionally, it enhances structural integrity, allowing for better weight management, which improves balance and handling. Choose from our new or used pontoon boats and maximize your time on the water in Milwaukee, WI while optimizing both performance and economy. 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