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Hillsborough, New Hampshire, located in New Hampshire's scenic Monadnock Region. Come and visit Historic Hillsborough, a Yankee heartland of red barns, white clapboard churches, rich history and beautiful scenery. Hillsborough is located in the Monadnock Region of Southwestern New Hampshire. This may be New Hampshire's quiet corner, but there is always plenty to do. Join us in the Spring when the sap is running and watch maple syrup being made. Go kayaking on the Contoocook River. Summer activities abound in the Hillsborough area. Swim in one of our many clear lakes, ride a hot air balloon during our annual Balloonfest in July or visit all five of our National Historic Civil Engineering Landmarks, the stone arch bridges.