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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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 Tom Sprague has run the diner since his twenties, carrying on the legacy his uncle 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 dinner.

"If you were having company over, how would you treat people?" Tom says. "I just try to do the same thing. Consistency — make the food the same way every single time."

Bacon cooked to order. Fresh ingredients, every plate. No shortcuts. That's the Bob's way.

1955
Year Founded
3
Generations of Family Ownership
70+
Years Serving Brewster
4.2★
Tripadvisor Rating

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

The diner passes to the next generation of the Sprague family, keeping the same recipes, the same warmth, and the same insistence on quality that built its reputation.

2006

Free Thanksgiving Begins

Tom Sprague launches the diner's annual free Thanksgiving dinner — open to everyone. No matter your situation, you have a seat at Bob's table on Thanksgiving Day. The tradition continues every year since.

Today

Still Standing, Still Sizzling

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

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.

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Address

27 Main Street
Brewster, NY 10509

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Transit

Steps from Brewster Metro-North Station (Harlem Line)

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Dog Friendly

Well-behaved dogs welcome outside

More than a meal

Bob's has never just been a place to eat. Since Tom took over, the diner has been woven into the fabric of Brewster — sponsoring local events, welcoming everyone through the door, and making sure that nobody in the community goes hungry during the holidays.

Every year since 2006, Bob's hosts a free Thanksgiving dinner open to anyone and everyone. No reservation required. No cost. Just good food and good company. Patrons are welcome to bring dishes to share, but it's never a requirement.

Tom puts it simply: as long as at least a couple of people show up, it's worth it. That's the spirit of Bob's Diner.

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

— Tom Sprague, Owner

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