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The Inn on the Library Lawn was originally known
as “Over the Way” when it was part of the 19th Century
Westport Inn. The following is extracted from “A Walking Tour
Guide to Westport, NY”:
For those of us who never witnessed the Westport
Inn during its heyday, historical documents and photographs are
necessary to spark the imagination, helping us to recreate in our mind’s
eye the splendor of a bygone era. Certainly no history of Westport
is complete without some attention to this well-known institution.
As we consider the vacant site on the corner of South Main and East
Washington Streets, as well as many of the neighboring buildings, we
find that their historical importance is largely connected to the former
Westport Inn.

The Westport Inn originally stood on the lot
across the street from the present-day Inn on the Library Lawn.
Its historical significance dated back to 1800, when John Halstead built
the first frame house on this site. His home was known as the
Halstead Tavern and was used as a meeting place on many occasions.
In the mid-1800’s, the tavern was moved slightly to the south from its
original position on the corner of South Main and East Washington
streets, and this move, as well as the thick foliage that grows in front
of the building, may have been vital in saving it from the fire of 1876.
In that year, the Halstead Tavern was enlarged to become the Marvin
House under the ownership of General Marvin of Troy. In 1887, Miss
Alice Lee purchased the Marvin House and its properties which included
tenements located near the lake and on the west side of South Main
Street. In characteristic style, Miss Lee completely upgraded the
area, having the tenements torn down and transforming the Marvin House
into a modern summer hostelry. It was at this point that the
Marvin House was renamed the Westport Inn. The Inn was first
managed by Mrs. Henry C. Lyons, then Mrs. O. C. Daniels, followed by Mr.
Harry P. Smith (who eventually purchased Windward). It was under
Mr. Smith’s direction that, in the 1890’s, major additions were placed
on the Inn, including a music and dance hall, a large dining hall with
bedrooms above and a large porch enclosing the Inn on three sides….The
present-day Inn on the Library Lawn was purchased by the Westport Inn in
1877 and became an annex accommodating extra guests. This annex,
called “Over The Way” housed twenty-one bedrooms with one bath on each
floor and a barber shop in the north side. From their private
porches, guests housed in “Over The Way” could watch the activities on
Main Street and take in the fresh mountain air. In the 1920’s,
under the direction of the Inn’s new owners, Mr. and Mrs. John deBois
Wack, the character of “Over the Way” changed and the first floor was
converted for use as an antique and linen shop and a brokerage office;
the second floor accommodations remained unchanged.
Meanwhile, the Westport Inn was also receiving
major alterations, with the old parlors being made into a dining room
and kitchen with rooms above. By now, steamboat, train and
automobile transportation had made Westport easily accessible, and when
the Inn opened each summer, many visitors came to enjoy the
exceptionally beautiful gardens, beach, golf links, tennis courts and
croquet greens. At its height, the Inn was able to house 150
guests and it developed a worldwide reputation for excellence.
“Social Notes from The Westport Inn” was a regular feature in the New
York Times and also the Boston papers. Located at the heart of the
village, the four-story Inn, with its wide verandahs, festive awnings,
large fireplace chimneys and extraordinary garden surroundings, made it
a most distinctive and beautiful landmark.
From the 1940’s on, successive owners had a
difficult time keeping the Inn functioning due to the adverse effects of
World War II on tourism and, in the summer of 1966, the Westport Inn was
torn down. As Raymond C. Clark has noted, “every trace of the old
foundations has completely gone and only time can rid the mind of the
hazy structural outlines one fancies he still may see in passing this
unbelievably vacant spot.”
In 1979, the Inn on the Library Lawn, originally
called “Over the Way,” resumed operation and now functions as a bed and
breakfast inn, continuing to fill a need once met by the historic
Westport Inn.
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