As of March 15, 2015:

The Homestead Inn will be closed for business. 

We apologize to those guests who have already reserved rooms between March 15 and Dec. 31.  We will be contacting all of you in the next 2 weeks.  If you have a future reservation and have not heard from us by March 13th, please contact Francesca at 860-354-4080.  We are so very sorry for the inconvenience this has caused many of you. Please know that we did everything we could to keep the business going. Unfortunately, Bill’s unexpected passing took a toll on all of the Homestead family that we just couldn’t overcome.  We will miss you all, greatly, and thank you for your support and business over the past 12 years.

There are eight rooms in the Main House, six rooms in the Treadwell House adjacent to the Main House and a two room Cottage Suite. All rooms are furnished with country antiques and reproductions. Each guest room has a private bath, cable television or LCD, DVD player, air conditioning, telephone and WiFi. Children are always welcome and pets are allowed in the Treadwell House.

Located at the North end of the New Milford Green, the longest town Green in New England, this quaint fifteen room Inn has been owned and operated by Bill and Sherry Greenman since 2003. With “Innkeeper” Bill’s unexpected passing in August of 2014, Sherry now operates the Inn with the assistance of friend and neighbor Francesca Morrissey and an incredible staff waiting to greet and treat you. Your visit with us includes our hearty continental breakfast served every glorious morning in our Victorian dining room. Enjoy a variety of yogurts, cereals, oatmeals, jams, cheeses, fruits, breads, muffins, juices, teas and coffee. And don’t pass up the opportunity to try our signature dishes: fluffy egg bakes, bread puddings, French toast bakes, homemade breads and of course, Bill’s (Not So) Secret Waffles which are talked about around the globe. We think they’re so tasty that we have shared some of our recipes with you.


dining room a


This lovely corner of the Litchfield Hills offers something for everyone: fine dining; great antiquing; a wealth of trails for hiking, running, and cycling; lakes and rivers for boating, beaching, rowing and fishing; slopes for skiing and snowboarding; parks and playgrounds; local farms with seasonal fruits for the picking; year round festivals that showcase art, dance, and music; and so much more! And for those who don’t want to stray too far from the Inn, downtown New Milford is just a short walk away. Main Street, Bank Street and Railroad Street are lined with shops and offer a wealth of restaurants – Italian, German, Mexican, Chinese, and Irish, just to name a few. Enjoy a self-guided tour of the town’s antique homes, buildings, and churches; take in a movie at the Bank St. Theater; delight in the many summer concerts on the Green or simply take a stroll around the Canterbury School campus where both President John F. Kennedy and Paris Hilton were once students.