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About Nestled in Connecticut’s picturesque Housatonic Valley, Homestead Inn offers a luxurious bed and breakfast experience. Story Nestled in Connecticut’s picturesque Housatonic Valley, Homestead Inn offers a luxurious bed and breakfast experience. Originally built in 1853 and renovated in 2016, the inn embodies historical charm without compromising luxury amenities. Each room has its own distinct character, but all are designed to make your stay a comfortable and cozy experience. From our complimentary gourmet breakfast to our unmatched service, we’ll make your stay truly wonderful down to every detail. Whether you’re on a girl’s getaway or seeing why the idyllic charm of New Milford inspired the setting for the show “Gilmore Girls,” Homestead Inn looks forward to welcoming you.

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