Cool idea.
When I first got my kayaks from my father up here in NH, I went off to different small ponds all around the greater Pemi Valley. Coupling the small ponds, with the more popular larger lakes in the region like Squam, Newfound, Waukewan, White Oak, and Winona gave me a good tour of what our area had to offer. (Lake Winnipesaukee too, but I haven't paddled there yet.)
Some examples of the smaller ponds would be; Upper and Lower Hall Ponds, Kiah Pond, Elbow Pond, Russell Pond, Bog Pond, Perch Pond, Echo and Profile Lakes, Stinson Lake, Ellsworth Pond, Campton Pond, Loon Lake, Long Pond, Lake Tarleton, Lake Armington, and Spectacle Pond. Some were more rewarding than others, all enjoyable in their own way.
Not a pond, but a paddle on the Pemi from the rail trestle @ Exit 31 to Blair Bridge is also a great trip. Cross Road to Blair is also a shorter option.