Est. October 15, 1955  ·  Brewster, New York

Bob's
Diner

27 Main Street  ·  Three Generations

Fresh food, made to order, served with heart — since Eisenhower was president.

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About Us

A corner of Brewster that never changes

Walk into Bob's and you'll know immediately this isn't a chain — it's a living piece of Putnam County history. The same booths, the same counter stools, the same sizzle off the grill that locals have been waking up to for seven decades.

Owner Thomas Sprague has run the diner since his late teens, carrying on the legacy his family built. He knows his regulars by name, jokes with the commuters rushing for the Metro-North, and treats every stranger like a neighbor just arrived for breakfast.

"Our diner is a home away from home, where every guest is greeted with care and warmth, just as we would at our own table."

Everything is made with care: real butter on the grill, beef tallow in the deep fryer, Erica's sourdough bread, organic maple syrup, and organic jam. Fresh ingredients, every plate. No shortcuts.

1955
Year Founded
3
Generations of Family Ownership
70+
Years Serving Brewster
4.7★
Google Rating
Charcoal portrait of Bob Sprague, who founded Bob's Diner in 1955
Bob Sprague
Founder · 1st Generation
Charcoal portrait of Jimmy Sprague, second-generation owner
Jimmy Sprague
2nd Generation
Charcoal portrait of Thomas Sprague, third-generation owner
Thomas Sprague
Owner · 3rd Generation

Meet the Owner

Thomas Sprague

Charcoal portrait of Thomas Sprague, third-generation owner of Bob's Diner

I began working at the diner in my early teens, waited tables a few years later, and by my late teens, I was running the place. As a third-generation owner, I dedicated my life to the diner, carrying forward a tradition I grew up with.

It's also where I met my wife—she joined me in running it, and together we have two young children, continuing this family legacy.

Thomas Sprague · Third-Generation Owner

Our Story

Seven decades on Main Street

1955

The Doors Open

Bob Sprague opens the diner on October 15th at 27 Main Street in Brewster. A stamp costs three cents. Eisenhower is in the White House. The grill fires up for the first time.

1960s–70s

A Village Institution

Bob's becomes the heartbeat of Brewster's Main Street — a gathering spot for locals, commuters catching the train, and anyone who knows that a great breakfast is the best start to a day.

1980s

Second Generation

Jimmy Sprague carries on the family legacy, keeping the same recipes, the same warmth, and the same insistence on quality that Bob built his reputation on.

2006–2024

The Free Thanksgiving Dinner

Thomas Sprague launches the diner's annual free Thanksgiving dinner — open to everyone, no reservation and no cost. It runs every November through 2024, feeding anyone in Brewster who wanted a seat at the table.

2025

New York State Senate Empire Award

Bob's Diner is honored with the New York State Senate Empire Award and a NYS Senate Commendation — recognition of seven decades of service to the Brewster community.

Today

Still Standing, Still Sizzling

Three generations in, Bob's Diner remains one of Brewster's most beloved businesses — where breakfast is served all day, faces are recognized, and the grill never cools down.

Recognition

Awards & Honors

🏆
NY State Senate Empire Award
New York State Senate · 2025
Recognizing outstanding community service and dedication to Brewster.
📜
NYS Senate Commendation
New York State Senate
Honoring seven decades of family ownership and service to Putnam County.

Find Us

Hours & Location

Monday7:00 AM – 2:00 PM
Tuesday7:00 AM – 2:00 PM
Wednesday7:00 AM – 2:00 PM
Thursday7:00 AM – 2:00 PM
Friday7:00 AM – 2:00 PM
Saturday7:00 AM – 2:00 PM
Sunday7:00 AM – 2:00 PM

Hours may vary on holidays. Call ahead to confirm.

🅿️ Parking: Street parking is available on Main Street and surrounding side streets. The Brewster Metro-North station parking lot is also nearby — Bob's is just a short walk from the platform.
📍

Address

27 Main Street
Brewster, NY 10509

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🚆

Transit

Steps from Brewster Metro-North Station (Harlem Line)

🐾

Dog Friendly

Well-behaved dogs welcome outside

📍 Open in Google Maps → Get Directions

Good to Know

Accessibility

Bob's Diner is a historic building that has been part of Brewster since 1955. As with many buildings of its era, the diner does not have a wheelchair ramp or fully accessible restroom facilities. We want to be upfront about this so every guest can plan their visit accordingly.

We welcome everyone and will always do our best to make you feel at home. If you have questions about your visit or specific needs, please don't hesitate to call us ahead of time — we're happy to help however we can.

📞 Questions? Call us at (845) 278-2478 and we'll do our best to accommodate your needs.

Community

More than a meal

Bob's has never just been a place to eat. Since Thomas took over, the diner has been woven into the fabric of Brewster — sponsoring local events, welcoming everyone through the door, and looking out for its neighbors.

From 2006 through 2024, that meant Thanksgiving. Bob's served a free Thanksgiving dinner open to anyone and everyone — no reservation, no cost, just good food and good company. Patrons were welcome to bring a dish to share, but it was never a requirement.

That tradition has since come to a close, but the spirit behind it hasn't. As Thomas saw it, if even a couple of people showed up, it was worth it — and that's still how everyone who walks through the door is treated.

If you were having company over, how would you treat people? I just try to do the same thing.

— Thomas Sprague, Owner

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