Unveiling the Enchanting Filming Locations of "The Holdovers" - T-Tees - Your Answers Await, Life's Questions Unraveled

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“The Holdovers” is a captivating film that premiered at the esteemed Telluride Film Festival in the fall of 2023. Since its release, this dramedy has garnered immense success, earning a remarkable 97% score on Rotten Tomatoes, with the audience rating it at an impressive 91%. Nominated for multiple Academy Awards, the film takes viewers on a journey with a New England prep school instructor who finds himself stuck on campus during Christmas break. This R-rated holiday film is a must-watch for those who enjoy stories that weave unexpected connections between unlikely characters.

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Directed by Alexander Payne, “The Holdovers” tells the tale of three individuals who form an organic bond under less-than-ideal circumstances. Paul Giamatti, Dominic Sessa, and Da’Vine Joy Randolph bring these characters, Paul Hunham, Angus Tully, and Mary Lamb, respectively, to life in this 1970s-styled holiday film.

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While the film showcases stark and isolating environments, the real-life filming locations are welcoming and breathtaking. Travelers who are fans of the movie can immerse themselves in the same surroundings that catalyzed significant change in the characters’ lives. Interestingly, the entire film was shot in just one U.S. state, offering the opportunity to experience the world of the New England boarding school in a single trip. Let’s explore the main filming destinations of “The Holdovers” and discover some recommendations for visiting.

Groton, Massachusetts

Key Scenes: Barton Academy and surrounding environment
Best Time to Visit: Between December and February for winter holiday fun
Transportation Options: The Fitchburg Line train or taxi

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Groton, Massachusetts, is a significant filming location for the movie. Located northwest of Boston, this suburban town can be reached by train or car. After a short hour-long drive from central Boston, travelers can immerse themselves in the extensive hiking trails, serene rivers, and picturesque valleys of Groton. Various parts of the film were shot here, primarily to capture the different angles of the school and add depth to the fictional academy. Film enthusiasts can visit the Groton School Boathouse, Groton School Chapel, and the Northfield Mount Hermon School to get a sense of the Barton Academy’s world. These locations hosted both exterior and interior shots, showcasing stunning stained-glass windows in the chapel and picturesque views of the Nashua River. Although official film tours are not yet available, the buzz is sure to grow if the film wins any of its many award nominations.

Things to Do: Explore Groton by visiting the Groton History Center, canoeing on the Nashua River, or dining at local favorites such as the Dream Diner and Gibbet Hill Grill, known for their delicious American cuisine.

Where to Stay: The Groton Inn is a historic boutique hotel that offers breakfast and is conveniently located near ski areas. It is the top choice among tourists due to its proximity to the highway, on-site restaurant, and affordable prices (with room rates starting at around $168 per night).

Fairhaven, Massachusetts

Key Scenes: The classroom and the piano scene
Best Time to Visit: December to March for snowy landscapes
Transportation Options: The local bus shuttle Southeastern Regional Transit Authority (SRTA) operates in Fairhaven

Fairhaven, a historically significant town in Massachusetts, is situated on the southern coast. It is approximately an hour’s drive from Boston. Fairhaven High School serves as the main filming location in this town, featuring scenes set in the classroom and auditorium. A visit to Fairhaven offers viewers a deeper understanding of the Barton Academy student experience. In addition to the high school, tourists can explore other attractions such as Fort Phoenix State Reservation, local petting zoos, and learn about Captain Joshua Slocum, who was the first to circumnavigate the globe alone. Fairhaven is also home to vibrant marketplaces and exciting walking tours.

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Things to Do: Enjoy the Phoenix bike trail, marvel at the gothic-style Unitarian Memorial Church, or unwind at West Island State Reservation.

Where to Eat: Savor delicious meals at local favorites like The Black Whale, Turk’s Seafood Restaurant, and Brick Pizzeria Napoletana.

Where to Stay: The Hampton Inn New Bedford/Fairhaven is a comfortable and centrally located accommodation option, offering rooms for around $110 per night, including free breakfast, and situated just two miles from the beach.

Southborough, Massachusetts

Key Scenes: The school’s dining hall, kitchen, gym, and headmaster’s office
Best Time to Visit: December to February for an enchanting snowy experience
Transportation Options: Public bus shuttles are available

Considered one of the best places to live in Massachusetts, Southborough offers a rural charm and plenty of attractions. St. Mark’s School, established in 1865, served as the filming location for the boarding school scenes in “The Holdovers,” lending authenticity to the film’s period setting. Greater Southborough has much to offer as well, including the Southborough Center Historic District, the sprawling Sudbury Reservoir Trail, and the picturesque Chestnut Hill Farm, one of the last functioning farms in the area.

Things to Do: Explore the 90-acre Breakneck Hill Conservation Area, renowned for its wildflower-filled recreational land and lovely trails at Callahan State Park, perfect for hiking, skiing, and horseback riding.

Where to Stay: Choose from various affordable accommodation options, including the Sheraton Hotel and Hilton Doubletree, available from around $130 per night.

Where to Eat: Satisfy your taste buds at local favorites like J&M Diner, Firefly’s BBQ, and Jack’s Abby.

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Deerfield, Massachusetts

Key Scenes: Barton Academy campus
Best Time to Visit: December to January for snow sports
Transportation Options: Most tourists travel by bus

Deerfield, Massachusetts, offers visitors a spacious suburban destination with a rich history. Just two hours away from Boston, this town is renowned for its heritage tourism. The historic parts of Deerfield have been designated as a National Historic Landmark District. Fans of “The Holdovers” will recognize scenes featuring the academy students boarding buses for the holiday break, filmed outside the snow-covered Deerfield Academy Campus. Visitors can explore the iconic Magic Wings Butterfly Conservatory, learn about local history at the Deerfield History Museum, or dine at popular establishments like Champney’s Restaurant and Tavern or Gianni Fig’s Ristorante.

Things to Do: Immerse yourself in the mesmerizing Magic Wings Butterfly Conservatory and delve into the rich history at the Deerfield History Museum.

Where to Eat: Experience exceptional dining at Champney’s Restaurant and Tavern or Gianni Fig’s Ristorante, both popular choices in central Deerfield.

Where to Stay: The centrally located Deerfield Inn, with rates starting around $260 per night, offers a comfortable and convenient stay, including a complimentary breakfast and access to the renowned Champney’s Restaurant and Tavern.

Embark on an extraordinary journey to explore the enchanting filming locations of “The Holdovers.” From Groton to Fairhaven, Southborough to Deerfield, each destination offers a unique experience, immersing visitors in the captivating world of this acclaimed holiday film. Whether you’re a die-hard movie fan looking to relive the magic or simply seeking a delightful vacation, these locations promise unforgettable moments and picturesque settings.

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