Bennington 20SSR Pontoon Boats for Sale

Bennington 20SSR Pontoon Boats

The SSR stands for S Series Quad Bench. The layout replaces the standard L-bench with four distinct chaise lounges across the stern, which gives a full boat of passengers more defined seating areas and more under-seat storage in all four corners. Life jackets, towels, and gear stay below deck rather than taking up floor space.

For families who regularly bring large groups out on the water, the difference between an SSR and a standard L-bench configuration is noticeable over the course of a full day. The four-bench setup creates natural conversation areas on a boat that would otherwise feel like one large open seating section with everyone pointed in the same direction.

Bennington 20SSR Pontoon Boats for Sale - photo 2

Why Bennington 20SSR Boats

The 20SSR is available in both standard two-tube and SPS performance configurations. The standard model is rated for engines up to 90 horsepower and handles well on protected lakes and calm conditions. The SPS version adds the performance center tube, WaveTamer, and hydraulic steering, and supports engines up to 150 horsepower. On Lake Winnipesaukee, where afternoon chop is a consistent reality, the SPS handles noticeably better than the standard two-tube in the same conditions.

Both versions are in stock across our locations. If you are buying for Lake Winnisquam or Ossipee Lake and your use is primarily relaxed, the standard 20SSR covers it well. If Winnipesaukee is your home lake and you run it regularly in the afternoon, the SPS is worth the extra cost.

Winnisquam Marine Boat Dealer

THREE LOCATIONS
ACROSS THE LAKES REGION

Winnisquam Marine
(Main Location)

Our home base with multiple showrooms, including a Bennington and Bayliner Supercenter, featuring 50+ boats on display in a bright, heated space, plus service, rentals, and storage.

Locations
Location

Winni Marine
Lake Winnipesaukee

Near Weirs Beach in the Paugus Bay Channel. Rentals, valet, slips, gas dock, ship store, service, and storage.

Locations
Location

Winnisquam Marine of Ossipee

Boat sales, service, and storage. 30 boats on site. Bennington is the top seller here.

Locations
Location
  • Winnisquam
    Marine
  • Winni
    Marine
  • Winnisquam Marine
    of Ossipee

What Our Clients Say About Us

Keri Kelleher profile picture
Keri Kelleher
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My family and I met with Jeremy at the beginning of the summer to begin our new journey into Pontoon Boat Living. My family bought our bow rider from Winnisquam Marine 24 years ago, and after so many wonderful years and memories with that boat, when it was finally time for something new, we knew exactly where we wanted to return to find our family's new oasis. Our boat shopping process began on a Tuesday in July when we walked into the boat room and told Jeremy we were “just looking”—and at the time, we really meant it! From that very first day, there was never any pressure to buy anything. Instead, Jeremy listened to us, answered our questions, and continued communicating with us and giving us resources to help with our search. Over the next several weeks, we toured multiple marinas, looked at all different boats, and talked with several different salespeople. After all of that, when “just looking” eventually turned into seriously looking for our next boat, there was no question—we knew Jeremy was the guy we wanted to work with. Jeremy was nothing but thoughtful, helpful, and resourceful throughout the entire process. He listened to our family's wants, needs, boating style, and family dynamics and directed us to the most perfect boat we could have ever dreamt of. He communicated and collaborated with us week after week and always made us feel like we were a partnership—like we were in this together. We even welcome him to join us for a cruise around our lake once we get it in the water!! Trading in our family boat for something brand new, a completely different style, and vacant of all the memories we had created was an extremely hard decision. Jeremy understood the emotional attachment we had to our old boat while also helping us feel ready to step into this new chapter of memory-making and make the best decision for our family. We cannot thank Jeremy enough for all he has done for us. He has been absolutely incredible throughout this entire experience, and we are so excited for all that this boat has to offer our family going forward—and for all of the new memories we will make on it for years to come! -The Kellehers
Sue DeBerardinis profile picture
Sue DeBerardinis
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We have had them service and store our pontoon for the past 8 years and we have never had any issues. Their service and professionalism is unparalleled. We will never go anywhere else.
John Knapp profile picture
John Knapp
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Bought a used Bennington from Winnisquam Marine. Alex was great. The entire process was first class. They were thorough and made sure all the details were taken care of. Would highly recommended.
Larry Denefrio profile picture
Larry Denefrio
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Great group of people, made the process of trading the old boat and buying a new one easy. The front office area, their service team, and our sales guy (Jeremy) did a great job answering all our questions and getting things done. Looking forward to next year's boating season.
Jeff Patterson profile picture
Jeff Patterson
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I bought a boat in August from Jeremy Onos at Winnisquam. He was so fantastic to work with. Friendly, professional, very knowledgeable, responsive, high integrity kind of guy. I will definitely buy my next boat from him. And the rest of the team and service group at Winnisquam Marine were also a total pleasure to interact with. Great quality boats and great marina. Highly recommend.
Raymond Feola profile picture
Raymond Feola
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Great crew and friendly staff
Al Beaulieu profile picture
Al Beaulieu
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Amazing customer service in the service department and on the sales side
Krystian Bester profile picture
Krystian Bester
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We had a great experience working with Jeremy at Winnisquam Marine buying our first family boat. From the beginning, he was extremely helpful, knowledgeable, and accommodating. Being first-time boat buyers, we definitely had a lot of questions (some probably pretty dumb lol), but Jeremy never made us feel that way. He took the time to explain everything and answer anything we asked. We’re about an hour and a half away, and Jeremy even stayed late on a Friday so we could come up and see the boat. Once we got there, he let us take as much time as we wanted looking everything over and we never once felt rushed or pressured into making a decision. Throughout the entire process Jeremy was honest, helpful, patient, and did whatever he could to make everything easy for us. We eventually decided to purchase the boat and honestly couldn’t have asked for a better experience buying our first one. When the time comes to upgrade or make a change in the future, I have no doubt we’ll be going back to Jeremy. Highly recommend him and Winnisquam Marine!
Jesse Rouse profile picture
Jesse Rouse
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Patricia O'Connor profile picture
Patricia O'Connor
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Our salesman Zack Graham has brought us through our boat buying experience this season with flying colors! He was knowledgeable, friendly, and accommodating, getting us a great deal TWICE in one season. A great big THANK YOU to Zach.