New Milford ยท Litchfield Hills: New Milford

Homestead Inn

A c. 1885 house at the north end of New Milford's green, taking guests since 1928, the inn says; 7 of its 16 rooms are in a 1938 annex.

Built
c. 1885NRHP district nomination lists 5 Elm Street as a contributing 'Vernacular Victorian house, c. 1885'. A hotel listing gives 1853 (conflict, UNCONFIRMED). The Treadwell Annex was built in 1938 as a restaurant and later converted to guest rooms (inn).
Type
B&B
Rooms
16
Area
Litchfield Hills: New Milford
Credentials
Inside a National Register historic district

The story

The Homestead Inn stands at the north end of the New Milford village green and has welcomed guests since 1928, per the inn. The 1986 New Milford Center Historic District nomination counts 5 Elm Street as a contributing vernacular Victorian house of about 1885. The Treadwell Annex, built in 1938 as a restaurant, was later converted into seven guest rooms; the inn has 16 rooms between the Main House and the annex. The inn’s history page lists Marilyn Monroe among past celebrity guests (the inn’s claim).

Good to know

  • Breakfast: included
  • Address: 5 Elm Street, New Milford, CT 06776
Sources (3)

Last verified October 2026. Details change; confirm with the inn before you book.