All Bennington Inventory Clear filtersBoat ConditionNew BoatsUsed BoatsLocationElkhorn38resultsJohnsburg1resultsLake Geneva3resultsNashotah19resultsSister Bay1resultsThree Lakes28resultsWhitewater2resultsManufacturerAqua Patio8resultsBennington92resultsBlackfin1resultsBlue Wave1resultsBlueWave1resultsBoston Whaler20resultsCarolina Skiff1resultsChaparral1resultsCobalt19resultsCobia1resultsShow more CategoryPontoon92resultsPriceto$to$Lengthto16 ft.30 ft.YeartoGoEngine Hoursto9 hr441 hrStatusINTERNET SPECIAL!1resultsIn Stock81resultsSALE PENDING1resultsSPECIAL SAVINGS!9resultsSearch boats...Searching…Sort ByRecently AddedPrice: Low to HighPrice: High to LowYear: Newest FirstYear: Oldest FirstShowing 92 Results Share SearchThe 2025 Bennington 22SSB Swingback is a loaded 22’ pontoon powered by a Yamaha 115 HP outboard, perfect for family cruising or waterspor... READ MORENew2025 Bennington 22SSB$52,190$403/mo.Get FinancingStatusIN STOCKLocationThree Lakes, WIManufacturerBenningtonStock #BEN927902-B1-StockThe 2025 Bennington 22SSB Swingback is a loaded 22’ pontoon powered by a Yamaha 115 HP outboard, perfect for family cruising or waterspor... READ MORE Check AvailabilityView Boat Quick LookLength22Weight2801Fuel Capacity24Person Capacity10Hull TypeAluminumFuel TypeGasolineEngine Horsepower115DriveOutboardBeam8'6"Draft12" STANDARD FEATURES * Console Footrest * Custom Wheel with Zebrawood Slate Accents and Etched Center Cap * Fiberglass Door with eas... READ MORENew2025 Bennington 25RFB-ESP (TC)$144,500$1,116/mo.Get FinancingStatusIN STOCKLocationNashotah, WIManufacturerBenningtonStock #BEN926389-B1-Stock STANDARD FEATURES * Console Footrest * Custom Wheel with Zebrawood Slate Accents and Etched Center Cap * Fiberglass Door with eas... READ MORE Check AvailabilityView Boat Quick LookLength25Weight4675Fuel Capacity73Person Capacity15Hull TypeAluminumFuel TypeGasolineEngine Horsepower250DriveOutboardBeam8' 6"Draft12"This 2020 Bennington 23SSRX delivers the perfect combination of style, comfort, and performance, all wrapped up in a meticulously maintai... READ MOREUsed2020 Bennington 23SSRX Express Tri$47,999$371/mo.Get FinancingStatusIN STOCKLocationJohnsburg, ILHours120Stock #UBA1825-B1-HThis 2020 Bennington 23SSRX delivers the perfect combination of style, comfort, and performance, all wrapped up in a meticulously maintai... READ MORE Check AvailabilityView Boat Quick LookLength23Person Capacity13Hours120Hull TypeAluminumFuel TypeGasolineEngine Horsepower150PowerYamaha F150DriveSingle OutboardBeam8.5Draft12This 2021 Bennington 23RSRC is a strong mid-range option for buyers looking to step into the luxury pontoon lifestyle without venturing i... READ MOREUsed2021 Bennington 23RSRC SPS TRI$64,999$502/mo.Get FinancingStatusIN STOCKLocationElkhorn, WIManufacturerBenningtonStock #UBA1125-B2-GThis 2021 Bennington 23RSRC is a strong mid-range option for buyers looking to step into the luxury pontoon lifestyle without venturing i... READ MORE Check AvailabilityView Boat Quick LookLength24Fuel Capacity50Person Capacity12Hull TypeAluminumFuel TypeGasDriveOutboardBeam8' 6"Draft10-12" STANDARD FEATURES * Console Footrest * Custom Wheel with Zebrawood Slate Accents and Etched Center Cap * Fiberglass Door with eas... READ MORENew2025 Bennington 25RSRA-ESP$153,500$1,185/mo.Get FinancingStatusIN STOCKLocationNashotah, WIManufacturerBenningtonStock #BEN926286-B1-Stock STANDARD FEATURES * Console Footrest * Custom Wheel with Zebrawood Slate Accents and Etched Center Cap * Fiberglass Door with eas... READ MORE Check AvailabilityView Boat Quick LookLength25Weight4268Fuel Capacity35.2Person Capacity15Hull TypeAluminumFuel TypeGasolineEngine Horsepower250DriveOutboardBeam8' 6"Draft12" STANDARD FEATURES * Console Footrest * Custom Wheel with Zebrawood Slate Accents and Etched Center Cap * Fiberglass Door with eas... READ MORENew2025 Bennington 23RSB-SPS (PB)$120,799$933/mo.Get FinancingStatusIN STOCKLocationElkhorn, WIManufacturerBenningtonStock #BEN926386-B1-Stock STANDARD FEATURES * Console Footrest * Custom Wheel with Zebrawood Slate Accents and Etched Center Cap * Fiberglass Door with eas... READ MORE Check AvailabilityView Boat Quick LookLength23Weight4023Fuel Capacity35.2Person Capacity12Hull TypeAluminumFuel TypeGasolineEngine Horsepower200DriveOutboardBeam8' 6"Draft12" STANDARD FEATURES * Console Footrest * Custom Wheel with Zebrawood Slate Accents and Etched Center Cap * Fiberglass Door with eas... READ MORENew2025 Bennington 25RSR-SPS$120,500$930/mo.Get FinancingStatusIN STOCKLocationWhitewater, WIManufacturerBenningtonStock #BEN926388-B1-Stock STANDARD FEATURES * Console Footrest * Custom Wheel with Zebrawood Slate Accents and Etched Center Cap * Fiberglass Door with eas... READ MORE Check AvailabilityView Boat Quick LookLength25Weight3387Fuel Capacity42Person Capacity12Hull TypeAluminumFuel TypeGasolineEngine Horsepower200DriveOutboardBeam8' 6"Draft12"2023 Bennington 23 RSR – This 23′ tritoon is powered by a 250hp Yamaha VMAX SHO, delivering powerful, efficient performance for cruising,... READ MOREUsed2023 Bennington 23RSR$98,999$764/mo.Get FinancingStatusIN STOCKLocationThree Lakes, WIHours31Stock #UBA2425-B1-H2023 Bennington 23 RSR – This 23′ tritoon is powered by a 250hp Yamaha VMAX SHO, delivering powerful, efficient performance for cruising,... READ MORE Check AvailabilityView Boat Quick LookLength25Weight3,057 lbsFuel Capacity21.4Person Capacity12Hours31Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8' 6"Draft10-12"2025 Bennington 24MSB-SPS (TC) - This 24′ pontoon is powered by a Yamaha 150hp VMAX SHO, giving you superior performance whether you’re c... READ MORENew2025 Bennington 24MSB-SPS (TC)$91,500$706/mo.Get FinancingStatusIN STOCKLocationThree Lakes, WIManufacturerBenningtonStock #BEN926103-B1-Stock2025 Bennington 24MSB-SPS (TC) - This 24′ pontoon is powered by a Yamaha 150hp VMAX SHO, giving you superior performance whether you’re c... READ MORE Check AvailabilityView Boat Quick LookLength24Weight3057Fuel Capacity23.9Person Capacity12Hull TypeAluminumFuel TypeGasolineEngine Horsepower150DriveOutboardBeam8' 6"Draft12" STANDARD FEATURES * Console Footrest * Custom Wheel with Zebrawood Slate Accents and Etched Center Cap * Fiberglass Door with eas... READ MORENew2025 Bennington 25RSB-ESP Request PriceStatusIN STOCKLocationElkhorn, WIManufacturerBenningtonStock #BEN926100-B1-Demo (FS) STANDARD FEATURES * Console Footrest * Custom Wheel with Zebrawood Slate Accents and Etched Center Cap * Fiberglass Door with eas... READ MORE Check AvailabilityView Boat Quick LookLength25Weight4675Fuel Capacity35.2Person Capacity15Hull TypeAluminumFuel TypeGasolineEngine Horsepower250DriveOutboardBeam8' 6"Draft12" STANDARD FEATURES * 12 Volt Receptacle * All in One Kicker Stereo System (KMC45) * Console Courtesy Light * Custom Sterling Gaug... READ MORENew2025 Bennington 24MSB-SPS (PB)$91,900$709/mo.Get FinancingStatusIN STOCKLocationNashotah, WIManufacturerBenningtonStock #BEN925259-B1-Stock (MBS) STANDARD FEATURES * 12 Volt Receptacle * All in One Kicker Stereo System (KMC45) * Console Courtesy Light * Custom Sterling Gaug... READ MORE Check AvailabilityView Boat Quick LookLength24Weight4023Fuel Capacity33Person Capacity12Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8' 6"Draft12"2025 Bennington 20SL – This 20′ pontoon is powered by a 50hp Yamaha outboard, delivering smooth, efficient performance for relaxed lake c... READ MORENew2025 Bennington 20SL Request PriceStatusIN STOCKLocationThree Lakes, WIHours9Stock #BEN295351-B1-DFS2025 Bennington 20SL – This 20′ pontoon is powered by a 50hp Yamaha outboard, delivering smooth, efficient performance for relaxed lake c... READ MORE Check AvailabilityView Boat Quick LookLength20Weight2317Fuel Capacity24Person Capacity10Hours9Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8' 6"Draft12" STANDARD FEATURES * 7" Digital Screen Display * Recessed Wireless Phone Charger * Commander Dash Package - Push button switches, ... READ MORENew2025 Bennington 28QXFBX1$208,500$1,610/mo.Get FinancingStatusIN STOCKLocationElkhorn, WIManufacturerBenningtonStock #BEN923381-B1-DFS (MBS) STANDARD FEATURES * 7" Digital Screen Display * Recessed Wireless Phone Charger * Commander Dash Package - Push button switches, ... READ MORE Check AvailabilityView Boat Quick LookLength28Weight4984Fuel Capacity116Person Capacity19Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam10' 0"Draft12" STANDARD FEATURES * 7" Digital Screen Display * Port Gate Glide/Gate Stop * Recessed Wireless Phone Charger * Console Footrest ... READ MORENew2025 Bennington 25RXFBA ESP TRI$174,700$1,349/mo.Get FinancingStatusIN STOCKLocationNashotah, WIManufacturerBenningtonStock #BEN925260-B1-Stock (MBS) STANDARD FEATURES * 7" Digital Screen Display * Port Gate Glide/Gate Stop * Recessed Wireless Phone Charger * Console Footrest ... READ MORE Check AvailabilityView Boat Quick LookLength25Weight4650Fuel Capacity73Person Capacity15Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8'6''Draft12"2025 Bennington 23 RXSB ESP – Powered by a Mercury 350hp Verado V10, this 23′ tri-toon delivers powerful, confident performance for cruis... READ MORENew2025 Bennington 23RXSB-ESP (TRI)$162,900$1,258/mo.Get FinancingStatusIN STOCKLocationThree Lakes, WIManufacturerBenningtonStock #BEN925390-B1-Stock2025 Bennington 23 RXSB ESP – Powered by a Mercury 350hp Verado V10, this 23′ tri-toon delivers powerful, confident performance for cruis... READ MORE Check AvailabilityView Boat Quick LookLength25Weight4322Fuel Capacity37Person Capacity14Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8' 6"Draft12" STANDARD FEATURES * 12 Volt Receptacle * All in One Kicker Stereo System (KMC45) * Console Courtesy Light * Custom Sterling Gaug... READ MORENew2025 Bennington 21SS$49,675$383/mo.Get FinancingStatusSPECIAL SAVINGS!LocationWhitewater, WIManufacturerBenningtonStock #BEN923147-B1-Stock STANDARD FEATURES * 12 Volt Receptacle * All in One Kicker Stereo System (KMC45) * Console Courtesy Light * Custom Sterling Gaug... READ MORE Check AvailabilityView Boat Quick LookLength22Weight1800Fuel Capacity24Person Capacity10Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8' 6"Draft12"2024 Bennington 23SXL – This 23′ pontoon is powered by a Yamaha 115hp outboard, delivering smooth, efficient performance for cruising, sa... READ MOREUsed2024 Bennington 23SXL$48,495$374/mo.Get FinancingStatusSPECIAL SAVINGS!LocationThree Lakes, WIHours165Stock #BEN890661-B1-RENTAL (DFS)2024 Bennington 23SXL – This 23′ pontoon is powered by a Yamaha 115hp outboard, delivering smooth, efficient performance for cruising, sa... READ MORE Check AvailabilityView Boat Quick LookLength23Weight2,598Fuel Capacity21.4Person Capacity11Hours165Hull TypeAluminumFuel TypeGasolineEngine Horsepower115DriveOutboardBeam8' 6"Draft10-12"2024 Bennington 22SVL SPS+ – This 22′ pontoon is powered by a 150hp Yamaha outboard, delivering strong, smooth performance for cruising, ... READ MOREUsed2024 Bennington 22SVL-SPS$56,495$436/mo.Get FinancingStatusSPECIAL SAVINGS!LocationThree Lakes, WIManufacturerBenningtonStock #BEN899810-B1-RENTAL (DFS)2024 Bennington 22SVL SPS+ – This 22′ pontoon is powered by a 150hp Yamaha outboard, delivering strong, smooth performance for cruising, ... READ MORE Check AvailabilityView Boat Quick LookLength22Weight2758Fuel Capacity42Person Capacity12Hull TypeAluminumFuel TypeGasolineEngine Horsepower150DriveOutboardBeam8' 6"Draft10-12" STANDARD FEATURES * 7" Digital Screen Display * Port Gate Glide/Gate Stop * Recessed Wireless Phone Charger * 1 Piece Fiberglass... READ MORENew2024 Bennington 25QFB-ESP$146,892$1,134/mo.Get FinancingStatusSPECIAL SAVINGS!LocationElkhorn, WIManufacturerBenningtonStock #BEN875153-B1-DFS STANDARD FEATURES * 7" Digital Screen Display * Port Gate Glide/Gate Stop * Recessed Wireless Phone Charger * 1 Piece Fiberglass... READ MORE Check AvailabilityView Boat Quick LookLength25Weight4800Fuel Capacity73Person Capacity15Hull TypeAluminumFuel TypeGasolineEngine Horsepower300DriveOutboardBeam8'6"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$1,945/mo.Get FinancingStatusSPECIAL SAVINGS!LocationNashotah, WIManufacturerBenningtonStock #BEN875152-B1-DEMO (FS)The 2024 Bennington Q27 is the epitome of luxury and performance in the world of pontoon boats. Built for those who demand both style and... READ MORE Check AvailabilityView Boat Quick LookLength27Weight4791Fuel Capacity116Person Capacity18Hull TypeAluminumFuel TypeGasolineEngine Horsepower300PowerYamaha F300XSBDriveOutboardBeam10' 0"Draft12"Show MoreFiltersClear filtersClear filtersBoat ConditionNew BoatsUsed BoatsLocationElkhorn38resultsJohnsburg1resultsLake Geneva3resultsNashotah19resultsSister Bay1resultsThree Lakes28resultsWhitewater2resultsManufacturerAqua Patio8resultsBennington92resultsBlackfin1resultsBlue Wave1resultsBlueWave1resultsBoston Whaler20resultsCarolina Skiff1resultsChaparral1resultsCobalt19resultsCobia1resultsShow more ModelBennington165SF1results188SF1results188SF-2F1results188SL2results20SL2results20SL-Snap1results20SLS-Snap5results20SSR-SPS (SNAP)1results20SSR-Snap1results20SSR-Snap (TC)1results20SSRX1results21SLX1results21SS1results21SSB1results2274 GL1results2275 RCW1results2275QXI1results2275RLCP1results22MOFB-SPS1results22MOFB-SPS (TC)2results22SSB1results22SSB-SPS-Snap11results22SSB-SPS/Snap1results22SSR-SPS1results22SSR-SPS/Snap1results22SSR-Snap2results22SSRX1results22SVL-SPS1results23ML-SPS1results23RSB-SPS (PB)1results23RSR1results23RSRC SPS TRI1results23RXSB-ESP (TRI)1results23SSB-SPS (PB)3results23SSB-SPS (TC)2results23SSR-ESP1results23SSR-SPS (TC)6results23SSRX Express Tri1results23SXL1results23SXL EXP TRI1results23SXSR1results23SXSRC1results24LXSRC SPS TRI1results24MSB-SPS (PB)1results24MSB-SPS (TC)1results24MSL-ESP1results24SLI1results25GBR1results25QCL1results25QFB-ESP1resultsCategoryPontoon92resultsPriceto$to$Lengthto16 ft.30 ft.YeartoGoEngine Hoursto9 hr441 hrStatusINTERNET SPECIAL!1resultsIn Stock81resultsSALE PENDING1resultsSPECIAL SAVINGS!9results We offer a selection of new and used Bennington pontoon boats for sale to all levels of water enthusiasts in the Midwest and Florida. At The Boat House, our watercrafts are designed for various activities such as entertaining guests, enjoying water sports, or fishing, and have a range of layout options ensuring comfort for all passengers. Whether it's bow seating or rear lounges, our new Bennington pontoon boats for sale have versatile designs that accommodate multiple boating adventures in the Midwest and Florida. Visit our dealership, and our skilled Bennington pontoon boat dealers will assist you in finding the ideal type and model for your needs. Outstanding Features for Unmatched Performance & Luxury Bennington boats has established itself as a reputable name in the marine industry, offering a diverse range of models that cater to varying budgets and boating preferences in the Midwest and Florida, as well as globally. Our new Bennington pontoon boats for sale are celebrated for their exceptional quality, innovation, and luxurious appeal. Whether it's the luxurious Q series or the sporty R series, each of our new Bennington pontoon boats for sale is crafted with premium materials, advanced technology, and performance oriented features. This ensures a smooth ride for our customers in the Midwest and Florida, allowing passengers to unwind and thoroughly enjoy their time on the water. Preowned Pontoons With Superior Construction for Ease of Maintenance Bennington pontoons are popular in the Midwest and Florida for their superior construction and high quality components. At The Boat House, our inventory includes a selection of used Bennington pontoon boats for sale designed to withstand diverse weather conditions in the Midwest and Florida. These boats are crafted using premium materials and advanced manufacturing techniques, which minimizes structural issues and reduces the frequency of repairs needed. As trusted Bennington pontoon boat dealers in the Midwest and Florida, we take pride in regularly inspecting and maintaining our preowned pontoons to ensure they’re always ready and reliable for our customers. Pontoon Boats for Every Boating Preference in the Midwest and Florida Boats with multiple features are a favorite in the Midwest and Florida because of their versatility and enhanced functionality. Our inventory of new and used Bennington pontoon boats for sale has features such as a swing back, quad bench, and the unique bowrider line, which are designed to accommodate various boating preferences. They also feature performance enhancements like foils, keels, and lifting strakes, improving maneuverability and water control. As a trusted Bennington pontoon boat dealer in the Midwest and Florida, we recommend Bennington for its comprehensive solutions and ability to effectively meet the diverse needs of boaters. 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