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Homestead B&B

The Homestead B&B offers an unparalleled list of amenities and services.
Our staff is trained in the art of hospitality, and delight in making sure that our guests receive the highest level of attention from the day of arrival to the day of departure.
The personal attention of the lodging experience is an important part and one of the many reasons that we have one of the highest rated inns in the area.

To ensure everyone’s enjoyment and preserve the comfortable, quiet, and romantic ambiance of the Homestead B&B, children must be 12 and over.

Full gourmet breakfast is included!

In Room Amenities

Luxurious Linens

Private Bathrooms


Daily Housekeeping

Air conditioning & Heat

Flat panel, HD Televisions


Free WiFi

On Site Amenities

Free on-site Parking

Private Porches and Patios

Full, gourmet Breakfast

Complimentary Water Bottles and Soft Drinks

Afternoon Refreshments on Weekends

Kennedy Suite
Monroe Room
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The Kennedy Suite- Decorated in stately beige & gold, the Kennedy is one of our premier rooms.  A 1st floor, spacious corner room, it features a King, four poster, canopy bed and seating area.  The private bathroom is equipped with a shower and separate Jacuzzi tub for 2.

Named after its most famous occupant, actress Marilyn Monroe, this light and airy, 2nd floor corner room is as beautiful and elegant as the lady herself.  Appointed with a king bed, seating area and a view of the surrounding hillside, you will feel like a star.  The private bathroom contains a Jacuzzi tub with shower.

Candlewood Lake Room

The Candlewood Lake Room, named after the largest man-made lake in the state of CT; is a 1st floor, front corner room with a Queen-size bed. Featuring nautical decor this room has been freshly painted with a light green wall color and is well lit.

Newton Room

The Newton Room - Reflective of European-style, this cozy, compact room still features a queen size bed an in-room shower and sink, with a private lavatory. Room features modern amenities along with a comfy atmosphere.

Perfect for one traveler.

Horowitz Room

This charming 2nd floor room with a view of the hillside, is decorated in soft creams and blues.  It has a Queen bed and a private bathroom with bathtub and shower.

Sherman Room

This 2nd floor, front of the house room has a picturesque bay window that overlooks the beautiful historic town green.  It has a King bed, cozy seating area and private bathroom with a bathtub and shower.  The Sherman Room has a connecting door to the Boardman Room that can be used for couples travelling together.

Boardman Room

This 2nd floor room boasts a bay window with a view of the historic town green.  It comes with a King size bed and a cozy bay window seating area.  The private bathroom has a bathtub with shower.  The Boardman Room has a connecting door to the Sherman Room that can be utilized for couples travelling together.

Vineyard Room

Located on the 2nd floor, this quaint and cozy corner room is perfect for those looking for a peaceful getaway.  It has a Queen bed and features a private bathroom with shower. Inspired by the many local Vineyards in the area!

The Cottage

This charming two room suite features two private entrances, a King bed and a living room with a Queen Sleeper sofa, bistro table and fireplace to make for a cozy get away spot.  It has a private bathroom with bathtub and shower, mini fridge as well as a flat panel TV in both rooms.

*New: Cottage Suite has a kitchenette! (Convection oven, a small stove and a kitchen sink); also all dishes and things you might need to prepare a meal.

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