Hollowbrook Drive-In

1200 Oregon Road,
Cortlandt, NY 10567

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Additional Info

Previously operated by: Liggett-Florin Booking Service

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Hollowbrook Drive-In

The Hollowbrook Drive-In was opened on May 26, 1950 with Bob Hope in “Where There’s Life” & Susan Hayward in “Tulsa”. This outdoor theatre was located to the south of Lake Peekskill (about 30-45 miles north of NYC) that I visited in the early-mid-1970’s. Part of the Liggett & Florin chain, it closed in 1984.

Contributed by jerry kovar

Recent comments (view all 26 comments)

Mike Rogers
Mike Rogers on June 9, 2010 at 3:56 am

Both 700 cars and Bernie Brooks are correct facts.

TLSLOEWS on July 10, 2010 at 8:47 pm

Thanks Ken and Mike.

buick8 on June 5, 2013 at 2:03 pm

Saw the Movie “Frogs” there in 1972. I also remember the “FOGMAN” who used that DDT for pest control. What were they thinking? Also the movie “They came from within”. The long windy road at night was scary for a lad of 9.

DavidZornig on May 12, 2015 at 2:41 am

This Hollowbrook Drive-In sign and history were on “Antiques Roadshow” this evening. Copy & paste to view.


TobyS on April 6, 2017 at 12:09 pm

Many fond memories of going to this place with Dad. Loved visiting Carvel across the street. Saw Prom Night, The Shining, C.H.U.D., Texas Chainsaw Massacre.. Loved walking around before it started and trying to find the best sounding window speaker. Eventually it turned to radio speaker.

rsalters (Ron Salters)
rsalters (Ron Salters) on November 6, 2018 at 6:27 pm

The Hollowbrook Drive-In was mentioned once again on PBS-TV “Antiques Roadshow” on Mon Nov 5. There was a show poster signed by the folksinger Pete Seeger, who lived in the area. In 1949 there was a folk music concert at the drive-in featuring Pete Seeger and Paul Robeson. Both had reputations for being slightly on the Marxist side of the spectrum, so stones were thrown at them. Apparently, this resulted in a mini-riot, and Seeger wrote a note about it on the poster which he signed. I don’t recall the appraised value of the poster.

jwmovies on January 29, 2019 at 7:44 am

A more accurate address for this theater is 1200 Oregon Rd, Cortlandt, NY 10567. Jay Rd just east of this was the entrance road.

Please update.

davidcoppock on October 3, 2020 at 7:50 am

Opened on 26/5/1950 with “Where there’s life” and “Tulsa”. Closed in 1984. Demolished(date unknown?) The site is now housing.

DavidZornig on February 9, 2021 at 1:06 am

Hollowbrook Drive-In sign at Anne’s Anteex in Peoria Illinois. Facebook post link with image.


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