Homestead Inn, New Milford, Connecticut

Nestled in Connecticut’s picturesque Housatonic Valley, the Homestead Inn offers a charming retreat in the quaint town of New Milford, often referred to as “where New England begins.” This delightful 16-room inn sits at the north end of New Milford Green, which proudly holds the title of the longest town green in New England. You’ll find yourself surrounded by classic New England charm from the moment you arrive at this historic property.

The Homestead Inn combines luxury and tranquility with its 4-star accommodations, making it an ideal base for exploring all that New Milford and the surrounding area has to offer. Located just 16 miles from attractions like the Russian Railway Museum and 17 miles from Flanders Nature Center, you’ll have plenty to discover during your stay. When you’re ready to unwind, the inn’s warm hospitality and comfortable rooms provide the perfect sanctuary for relaxation.

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Homestead Inn

The Homestead Inn is a charming bed and breakfast located on the north end of the Village Green in New Milford, Connecticut. Since 1928, this historic inn has welcomed guests to experience the beauty of the Housatonic Valley region. It’s the perfect spot for you to begin exploring what New England has to offer.

You’ll find 16 well-appointed rooms spread between the Main House and the Treadwell Annex. The inn caters to various needs, whether you’re planning a romantic weekend getaway, need a quick overnight stay, or are traveling for business purposes. Each room is thoughtfully designed to make you feel at home.

If you stay in the Main House or Cottage Suite, you’ll enjoy a complimentary breakfast as part of your experience. Guests in the Treadwell Annex can explore the several wonderful cafes and diners within walking distance. This location puts you right in the heart of New Milford, making it easy to discover local attractions.

The Homestead Inn also accommodates group reservations, making it perfect for family gatherings or small corporate retreats. You’ll appreciate the friendly atmosphere and the inn’s dedication to preserving its historic charm while providing modern comforts.

Rating: 4.7 (142 reviews)
Location: 5 Elm St, New Milford, CT 06776
Contact: (860) 354-4080
Website: Visit Website

History of Homestead Inn

The Homestead Inn in New Milford has a rich heritage dating back to the mid-19th century, evolving from a family home to a beloved local landmark and hospitality destination.

Early Beginnings

The main building of the Homestead Inn was built as a private residence in 1853 by John Prime Treadwell. This beautiful property remained in the Treadwell family for three generations until 1915. The house stands on the corner of Elm and Treadwell Streets, the latter named after the original family.

In 1928, the property was transformed into an inn, marking the beginning of its 87-year run as a hospitality establishment. The inn quickly became a cornerstone of the New Milford community. You can still see many original architectural features that showcase the craftsmanship of the mid-19th century.

Restoration and Renovations

Over the decades, the Homestead Inn expanded beyond the main house. A significant addition was the 4,000-square-foot Treadwell Annex, named in honor of the original family. This expansion allowed the inn to offer 17 well-appointed rooms between the main house and the annex.

Recent ownership changes have promised to preserve the historic character of this New Milford landmark. The 8,843-square-foot main house has undergone careful renovations to maintain its historic charm while providing modern comforts.

You’ll find that each room has been thoughtfully updated while respecting the inn’s architectural heritage. The property has played an “integral role” in the community throughout its history, hosting countless travelers and serving as a reminder of New Milford’s past.

Architectural Highlights

The Homestead Inn showcases stunning architectural features that blend historic charm with comfortable elegance. The property consists of two distinct buildings—the Main House and the Treadwell Annex—each with its own unique character.

Colonial Design Features

The Main House at Homestead Inn reflects classic New England colonial architecture with its symmetrical facade and traditional elements. You’ll notice the distinctive multi-paned windows that allow natural light to flood the interior spaces while maintaining the building’s historic integrity.

The property features charming exterior details like shuttered windows and a welcoming front porch where you can relax and enjoy the peaceful garden surroundings.

Original woodwork throughout both buildings highlights the craftsmanship of earlier eras. The Treadwell Annex complements the main structure while offering its own architectural personality.

Look for the thoughtfully preserved structural elements that tell the story of New Milford’s architectural heritage.

Interior Decor and Furnishings

Each of the 17 guest rooms across both buildings boasts unique architectural features and special appointments that enhance their individual character. You’ll find rooms decorated with period-appropriate furnishings that create a cozy yet elegant atmosphere.

The Main House offers a more traditional bed & breakfast experience with:

Antique furniture pieces
Special architectural details in each room
Decor that complements the colonial style

The Treadwell Annex provides comfortable accommodations with more basic amenities but maintains the inn’s characteristic charm.

Throughout the property, you’ll appreciate the attention to detail in the furnishings and decor. The inn strikes a perfect balance between historic character and modern comfort with air conditioning and heat available in all rooms.