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Featured Winchester Guest Houses

$95
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

Shelburne Falls, MA
An outdoor tennis court is featured at this guesthouse, along with a garden.
 
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$150
Stay at a Craft Brewery in Winchester NH Close to Mountains, Hiking, & Breweries

Stay at a Craft Brewery in Winchester NH Close to Mountains, Hiking, & Breweries

Winchester, NH
Situated in a rural location, this apartment building is within 9 mi (15 km) of Birch Point, Thomas Aquinas College, and Historical Old NMH Campus Building #3. Little Monadnock Mountain is 10.4 mi (16.7 km) away.
 
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Beautiful Lakefront Cottage With Gorgeous Views

Beautiful Lakefront Cottage With Gorgeous Views

Winchester, NH
Situated on the waterfront, this historic cottage is within 9 mi (15 km) of Birch Point, Thomas Aquinas College, and Historical Old NMH Campus Building #3. Cheshire Children's Museum and Historical Society of Cheshire County are also within 12 mi (20 km).
 
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Magical Lakefront Home on Forest Lake

Magical Lakefront Home on Forest Lake

Winchester, NH
Situated on a lake, this cottage is 6.2 mi (10 km) from Birch Point and within 12 mi (20 km) of Thomas Aquinas College and Historical Old NMH Campus Building #3. Cheshire Children's Museum and Historical Society of Cheshire County are also within 12 mi (20 km).
 
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.