The Homestead Inn

5 Elm Street, New Milford, Connecticut 06776
Innkeeper(s): Bill Greenman
  • Introduction

    The Homestead Inn at New Millford Connecticut

    Our 154 year old inn is elegant yet tranquil and informal, featuring rich architectural details.

    All of our 14 guest rooms have been recently redecorated and are furnished with country antiques and reproductions. Each room has a private bath, desk, cable television, air conditioning and telephone. Free Wireless Internet Access available.

    Our common areas feature two fireplaces, antiques, and the work of several local artists. Guests are invited to use our large living room, front and back porches, and enjoy our perennial gardens; browse through our library of Inn Guides and brochures of area attractions in the lobby.

    We serve a hearty continental breakfast which you can enjoy in our dining room, living room or the front porch overlooking the Village Green. Our Breakfast buffet includes fruit juices, English muffins, cereals, hearty bread, muffins, yogurts, cheeses, jams, fresh homemade waffles, coffee, and teas.

    The Homestead Inn common roomThe Homestead Inn dining

    This lovely corner of Litchfield Hills, Connecticut offers great antiquing, streams, lakes, waterfalls, hiking, and all the relaxation one could want. The town of New Milford, nestled in the Litchfield Hills has the longest Green in New England, lined with shops, old houses and churches. Antique stores are only minutes away.

    The Homestead Inn living roomOutdoor attractions in our area include Candlewood Lake, Lake Waramaug, the Housatonic River, the Shepaug River, Lake Lillinonah, the Appalachian Trail, and several parks. The towns of Roxbury, Woodbury, Litchfield and Kent all host many fine antique stores and shops. The town of New Milford has summer theater, year round theater, concerts on the green in August, and many fine shops and restaurants. This is an area rich in history; explore early American homes, museums and historical sites.

    Within minutes of the inn are several lakes, a golf course, hiking trails and antique shops. New Milford also boasts wonderful restaurants, several of which are within walking distance. Come stay with us to be in the center of it all!

  • Insider's Info

    Travelers are always looking for memorable and relaxing experiences. Let’s discover more through the words of our innkeepers. Many thanks to Bill Greenman for sharing his own secrets with!
    Why do most travelers stay at your inn?

    Approximately half of our guests are here for business and the other half visiting local residents. Probably 10% are tourists.

    What are you best known for? What makes your inn unique? What do you love most about your inn?

    We are known for great waffles and innkeepers.

    If someone has never been to your city, what is the #1 reason to come visit?

    Lots of natural beauty, the longest Town Green in New England, many antique stores in the area, hiking, fishing, biking and other out door activities.

    What’s the best compliment you have ever received about the inn?

    “What can we say except to heap more praise on Chris and Ed and their extraordinary B&B? They could write the book on running a B&B -- not just a book, but THE book. It's all about details in this early 20th Century craftsman house perched on a ridge overlooking the Potomac. From the high thread-count sheets to the rich breakfast menu, it's service with a genuine smile.”

    Best waffles on the planet!!!

    What’s the best kept secret about the area?

    Sega Meadows Park, located at 120 River Road. This compact, riverside nature preserve includes ancient forest, meadow, a fishing pond, and a spectacular view of the Housatonic River.

    If a traveler is staying at your inn for 4 nights, what should he/she do in the area?

    See question 3.

    Is there anything within walking distance of your inn?

    We are right downtown. There are shops, a three screen movie theater, a book store, a coffee house, several sweet shops and six restaurants all within walking distance.

    What is your favorite restaurant/food in the area?

    There are six great restaurants within walking distance and several more within three miles. These include Connecticut's best barbecue restaurant, several Italian restaurants, Japanese restaurant, two restaurants specializing in Spanish food and a darn good Mexican establishment.

    Any good area guides/websites that travelers could reference?

    How many rooms does your inn have?


    Do you accept pets?

    We accept pets in six rooms.

  • Famous Guests

    The Homestead Inn has a long and successful history of providing lodging to the rich and the famous. And, unlike other local lodging establishments, all of the following guests not only spent the day at the Homestead Inn, they slept here too! the following is a list of some of those that have stayed at the Homestead Inn.

    1928 - 2003

    BBO The Homestead Inn porch

    • Joe and Rose Kennedy, as well and most likely the children, especially JFK
    • Vladimir Horowitz, Pianist
    • Leopold Stowkowski, Composer
    • Frederick March, Actor (Inherent the Wind with Spencer Tracy) 2 Oscars for Best Actor
    • Philip Kappel, Artist
    • Dr. Warren Weaver, Scientist, Pioneer in Machine Translation, died in New Milford in 1978
    • Edith Newton, Local Artist

    2003 - Present

    • Charles E. Schumer, United States Senator, NY
    • Mike Rowe, Media Personality, "Dirty Jobs"
    • Butch Patrick, Child Actor (Eddy Munster)
    • The Batmobile, One of the 6 Original Batmobiles
    • Pepe Romero, Classical Guitarist
    • John Tesh, Televison Presenter and Radio Host
    • Beverley Owen, Original Marilyn on the Munsters
    • Bob Margolin, Blues Guitar Player and Singer
    • Pat Martino, Jazz Guitarist
    • Joseph Greico, Artist
    • Manuel Barrueco, Classical Guitarist
    • Kenneth Merten, Ambassador to Haiti 2009 - Present - U.S. Embassy in Haiti
    • Redondo Blackman, NBA All-Star
    • M. A. Batio, Rock Guitarist
    • Lloyd Garrison, Artist
    • Hubert Sumlin, Blues Guitarist
    • Steven Banks, Writer, actor (Spongebob SquarePants)
  • Things To Do

    connecticutCanoeing, Rafting & Tubing

    Clarke Outdoors:

    163 Rte. 7, West Cornwall, CT 06796. (860) 672-6365. Canoe, kayak and raft on the beautiful Housatonic River. Rentals, guide service and instruction available. Whitewater rafting at Bulls Bridge Gorge in the Spring. Kayak instruction available by ACA Certified Instructors.

    The Trading Post, LLC:

    314 Kent Road (Route 7N), New Milford, CT 06776 (860) 354-3276; and 618 Main St. (Rte. 25), Monroe, CT 06468. (203) 261-0618. Canoe and Kayak Outfitters located on the Housatonic River. We offer the finest paddle sport products from Old Town, Perception, Wilderness Systems, Current Designs, and Ocean Kayak for paddlers of all ages and abilities. Personalized lessons, large rental fleet, family and corporate outings/demonstrations are tailored to your individual needs and requirements. We even have our very own demonstration pond! Open 6 days a week, closed Wed.

    Golf Courses

    Candlewood Valley Country Club:

    401 Danbury Rd, New Milford, CT, 860-354-9359 Golf at Candlewood Valley Country Club is being met by our professional starters who effortlessly get you situated for your round, before you check in at our Golf Shop. It is our PGA Golf Professionals who will take the time to make sure you are on your “A” game. It is our Superintendent and his dedicated team making sure the tees, fairways, greens, and grounds are in superior condition.

    Horseback Riding

    Lee's Riding Stable, Inc.:

    57 East Litchfield Rd., off Rte. 118, Litchfield, CT 06759. (860) 567-0785.Have you ever wondered what it would be like to live the dream of horseback riding in the rolling hills of the beautiful Litchfield, Connecticut countryside? A visit to Lee's Riding Stable, Inc. in Litchfield, Connecticut can make your dream come true! With well-mannered trail horses and experienced trail guides, your ride is bound to be one to remember. Ages 7 and up are welcome on the trail from 9am – 5pm, 7 days a week. For the younger horse lovers, pony rides are offered in our indoor and outdoor rings. You will want to come back again and again!

    Lakes & Hiking

    Candlewood Lake:

    Candlewood Lake has been the lakeside recreation hub in Connecticut since the 1920s. It is the largest lake in the state and one of the biggest man-made lakes in the country. Candlewood Lake offers nearly 90 miles of shoreline that run through five quaint towns, including New Milford. Candlewood Lake is a favorite destination for waterskiing, wakeboarding, boating, and year-round fishing. Scuba divers will find an exceptional experience at Candlewood Lake. Remains of historic towns that dotted the area prior to the lake's construction can be explored, including old roads and covered bridges. Echo Bay Marina, Gerard's Waters Edge Marina and Candlewood East Marina are full-service facilities located at various points around the Candlewood Lake.

    Mt. Tom:

    3 miles west of Bantam off Rte. 202. The stone tower at summit of Mt. Tom 1,325 ft. is a favored destination among hikers. The tower trail is about 1 mile long. Picnicking, swimming, hiking, stocked fishing, boating/non-motor, scuba diving, and ice-skating. Charge: daily. Park Office: (860) 868-2592.

    Lake Waramaug:

    off Rte. 45, New Preston. Scenically, few bodies of water in CT. can rival the unspoiled beauty of Lake Waramaug. 77 campsites, bathrooms, showers, concession, swimming, scuba diving, picnicking, fishing, field sports, hiking, ice skating, camper nature program, mountain biking. Charge: camping, weekends and holidays. Campground Office: (860) 868-0220 (May 15-Sept. 30). Park Office: (860) 868-2592.

    Visit "Litchfield County On Demand":

    it's a great source for things to do in the area! It has activities and events from all over New Milford and Litchfield County.

  • We are AAA and Mobil Approved

    BBO The Homestead Inn roomYankee Magazine Travel Catalogue Bed and Breakfast Listing

    Fodor's Guide To New England

    Bed and Breakfast in New England

    America's Wonderful Little Hotels and Inns

    The Complete Guide to Bed and Breakfasts, Inns, & Guest Houses

    The Complete Guide to American Bed and Breakfasts

    Family Bed & Breakfast, and Country Inns of New England

    The Official Guide to American Historic Inns

    Frommers Bed and Breakfast -- New England

    The Best Places to Stay in New England

  • Testimonials

    BBO The Homestead Inn living room"Love this Inn!" -  Ken Merten, US Ambassador, Haiti

    "You guys are the best." -  Sasha W, Colorado Springs, CO

    "Bill & Sherry you are very nice.  Thank you for your hospitality.  We always take a little piece of your place home."  - Ana D,  Mexico City, Mexico.

    "Bill & Sherry, As always, it’s a pleasure to stay at the Homestead!  It feels like I'm coming home when I come to New Milford!  Thanks for everything!  See you again in the near future." - Derek S, Syracuse, NY

  • Directions

    From I-84 East - (NY, NJ, PA)

    1. In Danbury, take Exit 7 (Route 7 North) exit from left lane
    2. Proceed 13 miles North to New Milford (202 East joins 7 North after 4 miles)
    3. In New Milford, follow 202 East to the right and cross steel bridge (Bridge Street)
    4. Go to 3rd traffic light at Village Green
    5. Go left on far side of Village Green (Main Street)
    6. Go 3 blocks to top of green
    7. Turn right on Elm Street and Inn is on the left
    8. Made next left onto Treadwell and left into parking lot behind Inn

    From I-84 West - (Hartford)

    1. Take Exit 15 at Southbury
    2. Go right at bottom of ramp onto 6 and 67 North
    3. In 2 miles 67 North turns left. Follow 67 North approximately 18 miles to New Milford
    4. At Intersection with 202, turn right onto 202 East (Pass gas station on right)
    5. Proceed 3 blocks to light
    6. Make left on Elm Street, go one block
    7. Make a right on Treadwell and Inn is on the left
    8. Go left into parking lot behind Inn

    From 7 South - (Albany, VT, Western MA)

    1. At intersection with 202 in New Milford, go left on 202 East
    2. Go straight over bridge and up 3 lights to Village Green
    3. Proceed to top of green
    4. Turn right on Elm Street and Inn is on the left
    5. Made next left onto Treadwell and left into parking lot behind Inn

    From 202 West - (Litchfield)

    1. From light at intersection with 109 in New Milford (Valley Dodge on right) go 1 miles to next light
    2. Turn right onto Elm Street
    3. Go one block to Treadwell and make a right
    4. We are on the left, turn left into parking lot behind the inn