The Inn at Woodstock Hill in Woodstock For Sale

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Listing Description

The Inn at Woodstock Hill Woodstock CT   is  For  Sale

Plaine Hill is situated prominently at the southern approach to Woodstock Hill.

The Inn’s main house, originally constructed in 1816 by John Truesdell for William Bowen, has undergone a number of reconstructions, renovations, and additions over the years. As it appears today, the massive clapboard house has a steeply pitched hip roof, and dormers on all faces. The main entrance is Aerial View of Innmarked by a segmental pediment, which, because of an addition to the north facade, is asymmetrically placed. A large attached barn, which extended to the south of the main house, recently collapsed and was removed, although there are plans to rebuild it in the future.

There is also a small dwelling on the property to the south of the main house. Built in 1900 and renovated in 1987, the Cottage has a center chimney, two small dormers on the front, and a shed dormer across the full length of the back. The exterior is finished with wood shingles, and has recently been repainted.


William Bowen, for whom the 1816 house was built, was a descendant of Henry Bowen, one of the thirteen “Goers” who settled Woodstock in 1686, and was the grandfather of Henry C. Bowen who built nearby Roseland Cottage. William Bowen was, in his own right, a selectman of Woodstock, a founder of Woodstock Academy, a tavern keeper (see the Asa Bishop Tavern), and the town’s first postmaster. Following his death, the property passed to his son, Colonel Matthew Bowen, and then to his son, Andrew Williams Bowen, who sold it to his cousin, Henry C. Bowen. The Bowen family connection continued through Henry C. Bowen’s son, Herbert W. Bowen, a diplomat, who retired to Woodstock in the early part of the twentieth century, and Gardner Richardson, Herbert Bowen’s nephew.

Listing Information

Innkeeper: Richard Naumann

Address: 94 Plaine Hill Rd

PO Box:



Postal Code: 06281-2912

Country: USA

Toll Free: 1 866-365-0002

Phone: 1 860-928-0528

Cell: 1 860-377-3763

Fax: 1 860-821-8561

E-mail: Send Message

Realtors Information

Realtor: Richard Loomis

Realtor Company: RE/MAX Bell Park

Address: 25 Providence St

PO Box:

City: Putnam

State: CT (Connecticut)

Toll Free:

Phone: 1 860-928-7991

Cell:1 860-428-6616


E-mail: Send Message

Property Information

Sale Price:1.95 Million$

Square Ft: 50 K

Lot Size in Acres: 18

Parking Spots: 60

Year Built: 1816

Last Renovation: 1986 & 2012

Years as Inn: 33

Guest Rooms: 21

Guest Bathrooms: 21

Owners Quarters: No

Restaurant: Yes

Pool: No

Furniture Included?: Yes

Sale or Lease?: For Sale

Avg. Annual Income: 1.2 Million

MLS # :