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Hit the Road to Enjoy These Drive-in Movie Theaters Near Westchester

Four Brothers Drive-In / Courtesy photo

After closing due to COVID-19 restrictions, New York’s outdoor movie theaters are back. Here are the best Hudson Valley drive-ins all within a 1-hour drive of Westchester.

Ever since the Hollowbrook Drive-In in Cortlandt closed in 1984 (it’s a golf course and residential community these days), Westchester residents have had to trek up through the lower Hudson Valley for an in-car, outdoor movie experience. While many considered it a throwback novelty, drive-ins recently experienced a surprise boom as COVID-19 shuttered movie theaters and restaurants across the country.

Though they too temporarily closed, New York Governor Andrew Cuomo has allowed drive-ins to reopen as of Friday, May 15 so — as long as you can be all be responsible and keep to your own cars — we thought this would be a fine time to remind you of the fan-favorite local theaters you can hit that are only about an hour or less away from Westchester County.

Fair Oaks Drive-In Theater

Middletown, 845.361.5686
Open beginning May 22

In order to promote social distancing, Fair Oaks is limiting the number of cars permitted onsite to 120 at Screen 1 and 80 at Screen 2. Tickets run either $20 per carload or $40 for a family pack that includes a jumbo popcorn, four sodas or water, and one box of candy. No passenger vans or buses are currently allowed, and all attendees must bring masks. Visit the drive-in’s Facebook page for movie screenings and updates.

Four Brothers Drive-In

Amenia, 845.373.8178
Open daily beginning May 15

Owned by the folks who run the popular Four Brothers restaurant chain, Four Brothers is a one-stop shop for movie nostalgia. The theater is open seven nights a week, rain or shine, and runs double features that lean in the family, comedy, and drama directions. Uniquely, Four Brothers has its own EV vehicle charging stations, along with a delightful menu of concession food available for online ordering. Pets are welcome, and can take advantage of the large onsite litter box. As for additional entertainment, the venue boasts a pergola, a family swing, a mini golf course, an airstream, and a food truck.

For ticket sales during the COVID-19 pandemic, Four Brothers asks that customers purchase tickets online, then present them to the ticket booth at the venue. All children’s tickets must be purchased at the booth so the staff can verify ages.

Photo courtesy of Four Brothers Drive-In

Hyde Park Drive-In

Hyde Park, 845.229.4738
Open beginning May 22

With 12 acres and room for more than 600 cars at capacity, this Route 9 establishment has been a crowd pleaser since 1950. Discount books are available to catch all the best steals. Along with pretzels and fried dough, the concession stand sells Black Angus burgers and cappuccinos. For updates on showtimes and COVID-19 protocol, visit the drive-in’s Facebook page.

Overlook Drive-In

Poughkeepsie, 845.452.3445
Open beginning May 22

Established in 1955 — and run by the same family that owns the Hyde Park Drive-In — Overlook has a screen that’s as tall as a six-story building. As many as 750 cars can park to catch the nightly double feature — especially during peak season. For updates on showtimes and COVID-19 protocol, visit the drive-in’s Facebook page.

Warwick Drive-In

Warwick, 845.986.4440
Open beginning May 15

To ensure safe operations, Warwick Drive-In limits the number of cars onsite. It’s also working on an app to allow visitors to order concession snacks from their phones to eliminate lines. Everyone must maintain six feet of distancing and wear masks when outside vehicles. Only one person per vehicle is allowed at the concession stand at a time.

Established in 1950, the Warwick Drive-In continues to show top flicks to movie-loving Hudson Valley patrons in rain or shine.This plein-air theater runs up to six flicks on three screens, seven nights a week. What’s more, hungry patrons can order freshly prepared hot food, like popcorn chicken and nachos, along with the usual snack repertoire.