The Oakwood Resort & Hotel

David Greenway started the hotel industry in Dartford in 1867 when he built the first summer resort west of Niagara Falls. Mr. Greenway purchased thirty-five acres of land on Oakwood Point in the town of Brooklyn in 1866 that included two thousand feet of lake frontage.

The original resort building could accommodate seventy-five guests, and the first summer brought more people than the building could accommodate. The main building was one large building with three stories, and an annex was added later. The first floor was surrounded by a large veranda and spacious walks for promenading. The dining room, kitchen, and gas plant were all located on the first floor. The second floor had an office, a barbershop, parlors, and family rooms. Guests occupied the third floor.

Cottages were added along the lakeshore that made it possible to entertain three hundred guests. At one time there was an amusement hall, a pavilion on the lake, flower and vegetable gardens, servant quarters, a laundry, and stables with excellent riding horses. The hotel produced all its own vegetables on the grounds, and the original asparagus roots are still producing fine asparagus. By 1904 around 480 guests were housed in the hotel, the annex and ten main cottages.

David Greenway operated the Oakwood until 1890 when he retired to a large house adjacent to the Oakwood grounds. He died in Dartford in 1905. David Greenway’s retirement house survived and sits on the corner of Illinois Avenue and Lake Street. Today you can book a stay at the Greenway House Bed & Breakfast and enjoy the splendors of Green Lake.

There were many operators of this fine resort through the years, until 1929, when Mr. Ivan Strauss closed the resort and razed the main building. The property was divided into small lots and many of the cottages were moved to Lake Street where some still stand today. The large Oakwood Lodge lasted until 2012, when it was decided that it was too far gone to be saved.

Heritage History of Green Lake p115
Ripon Commonwealth 01/10/2012

10791-Oakwood Hotel-Postmarked 1910
10791-Oakwood Hotel-Postmarked 1910

Exterior Views of the Oakwood

10266-View at Oakwood Hotel, Dartford, Wis.-Postmarked 1907
10266-View at Oakwood Hotel, Dartford, Wis.-Postmarked 1907
10264-Oakwood Hotel, Green Lake, Wis.-Postmarked 1909
10264-Oakwood Hotel, Green Lake, Wis.-Postmarked 1909
10267-South View of Sylvan Oakwood, Facing the Park and Lake, Green Lake, Wis.-Postmarked 1909
10267-South View of Sylvan Oakwood, Facing the Park and Lake, Green Lake, Wis.-Postmarked 1909
11209-Entrance to Oakwood, Green Lake, Wis.
11209-Entrance to Oakwood, Green Lake, Wis.
10919-East Entrance to Sylvan Oakwood, Green Lake, Wis.-Postmarked 1909
10919-East Entrance to Sylvan Oakwood, Green Lake, Wis.-Postmarked 1909
10269-"The Oakwood" Entrance, Green Lake, Wis.
10269-"The Oakwood" Entrance, Green Lake, Wis.
10871-Oakwood Hotel, Green Lake, WIS.-Postmarked 1910
10871-Oakwood Hotel, Green Lake, WIS.-Postmarked 1910
10270-The Oakwood, Green Lake Wis. P.O. Dartford, Wis. Registration card - Postmarked 1910
10270-The Oakwood, Green Lake Wis. P.O. Dartford, Wis. Registration card - Postmarked 1910
10263-Oakwood Resort - Postmarked 1911
10263-Oakwood Resort - Postmarked 1911
11273-The Oakwood Green Lake, Wis., P. O. Dartford, Wis.-Postmarked 1912
11273-The Oakwood Green Lake, Wis., P. O. Dartford, Wis.-Postmarked 1912
11123-Greetings from Oakwood J.W. Steward Extends Christmas Greetings and best wishes for a prosperous year and hopes to have the pleasure of meeting you at the Oakwood next season.
11123-Greetings from Oakwood J.W. Steward Extends Christmas Greetings.
10261-Oakwood Hotel, Green Lake, Wis.
10261-Oakwood Hotel, Green Lake, Wis.
10899-Oakwood Hotel Green Lake, WIS.
10899-Oakwood Hotel Green Lake, WIS.
10265-"The Oakwood" Entrance, Green Lake, Wis.-Dated 1945
10265-"The Oakwood" Entrance, Green Lake, Wis.-Dated 1945
10268-Oakwood Entrance, Green Lake, Wis.
10268-Oakwood Entrance, Green Lake, Wis.
10902-Oakwood Entrance, Green Lake, WIS.
10902-Oakwood Entrance, Green Lake, WIS.
11078-The Oakwood, Green Lake, Wis. Original Summer Resort of the Northwest
11078-The Oakwood, Green Lake, Wis. Original Summer Resort of the Northwest

Porches, Parlors, and Dining Rooms

10732-A Restful Place "The Oakwood" Green Lake, WIS.-Postmarked 1920
10732-A Restful Place "The Oakwood" Green Lake, WIS.-Postmarked 1920
10933-A Veranda View, "The Oakwood" Green Lake, Wis.
10933-A Veranda View, "The Oakwood" Green Lake, Wis.
10453-Oakwood Parlor, Green Lake, WIS
10453-Oakwood Parlor, Green Lake, WIS
10847-The Oakwood, Dining Room
10847-The Oakwood, Dining Room

Cottages & Summer Homes on the Property

11124-Cottages at the Oakwood, Green Lake, WIS.-Postmarked 1913
11124-Cottages at the Oakwood, Green Lake, WIS.-Postmarked 1913
11008-Two Oakwood Cottages, Green Lake, WIS.
11008-Two Oakwood Cottages, Green Lake, WIS.
11039-An Oakwood Cottage Green Lake, WIS., -Postmarked 1915
11039-An Oakwood Cottage Green Lake, WIS., -Postmarked 1915
11009-A Summer Home, "The Oakwood", Green Lake, WIS.
11009-A Summer Home, "The Oakwood", Green Lake, WIS.
10465-A Summer Home "Oakwood" Green Lake, WIs
10465-A Summer Home "Oakwood" Green Lake, WIs
11003-Historic Oakwood Lodge located on the North shore of Green Lake - 100 years of majestic splendor - Green Lake, Wisconsin
11003-Historic Oakwood Lodge located on the North shore of Green Lake - 100 years of majestic splendor - Green Lake, Wisconsin
11002-Historic Oakwood Lodge Located on the North shore of Green Lake - 100 Years of Majestic Splendor - Green Lake, Wisconsin
11002-Historic Oakwood Lodge Located on the North shore of Green Lake - 100 Years of Majestic Splendor - Green Lake, Wisconsin

Lakeshore, Surrounding area, and the ground from the air

10527-View of the lake, Dartford, WIs. (Green Lake)-Postmarked 1904
10527-View of the lake, Dartford, WIs. (Green Lake)-Postmarked 1904
11352-View of the lake, Dartford, WIs from The Oakwood Green Lake Wis.-Postmarked 1907
11352-View of the lake, Dartford, WIs from The Oakwood Green Lake Wis.-Postmarked 1907
10436-View from Oakwood Hotel Green Lake, Wis.
10436-View from Oakwood Hotel Green Lake, Wis.
11041-View of Green Lake from "Oakwood" Grounds Green Lake, WIS-Postmarked 1915
11041-View of Green Lake from "Oakwood" Grounds Green Lake, WIS-Postmarked 1915
11055-Oakwood Point, Green Lake, WIS.,
11055-Oakwood Point, Green Lake, WIS.,
11091-Oak Wood Landing, Green Lake, Wis.-Postmarked 1919
11091-Oak Wood Landing, Green Lake, Wis.-Postmarked 1919
10912-"The Oakwood" Landing, Green Lake, WIs.-Postmarked 1923
10912-"The Oakwood" Landing, Green Lake, WIs.-Postmarked 1923
10901-View of the lake from Oakwood Grounds, Green Lake, WIS.
10901-View of the lake from Oakwood Grounds, Green Lake, WIS.
11344-Lover's Lane from Oakwood to the Village, Green Lake WIS-Postmarked 1917
11344-Lover's Lane from Oakwood to the Village, Green Lake WIS-Postmarked 1917
10463 - Oakwood Resort Aerial View - Canceled 1910
10463 - Oakwood Resort Aerial View - Canceled 1910
11092-Bird's-eye View of "The Oakwood," Green Lake, Wis.-Postmarked 1923
11092-Bird's-eye View of "The Oakwood," Green Lake, Wis.-Postmarked 1923

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