About This Spot

Stepping into Jessie's Diner on Winthrop Street feels like slipping into a familiar embrace—a cozy nook where the pace softens and mornings stretch out with a quiet comfort. This unassuming spot carries the warmth of a place where neighbors and travelers alike gather not just to eat, but to savor moments steeped in easy conversation and genuine smiles.

The diner hums with friendly energy, a gentle buzz that comes from the closeness of tables and the welcoming rhythm of a kitchen devoted to straightforward, honest food. The air holds a subtle mix of sizzling breakfasts and fresh coffee, inviting you to settle in and slow down. It's the kind of place where the familiar clink of silverware accompanies stories swapped over eggs gently poached to perfection or thoughtfully crafted lunch plates.

Though small, Jessie's offers a comforting variety that makes it a frequent stop for those who appreciate a well-made meal served with warmth. Whether it’s a quiet morning catching up on the day ahead or a midday pause filled with the satisfying heartiness of seafood or classic diner offerings, the atmosphere supports a sense of belonging—a reminder of how food can quietly anchor us to a place and to each other.

Behind the counter, the staff’s friendliness and attentive nature make the experience feel personal rather than transactional. This isn’t just another meal; it’s a shared moment in a place where smiles come easy and the care in cooking is matched by the care in service. It’s the kind of diner that nourishes more than appetite alone.

Though changes are on the horizon, the spirit of Jessie's Diner lingers in the memories made here—a testament to the small joys found in simple, well-loved corners of a community.

What’s Available Here

  • IconHas wheelchair-accessible car park
  • IconHas wheelchair-accessible entrance
  • IconHas wheelchair-accessible seating
  • IconOffers delivery
  • IconOffers takeaway
  • IconServes dine-in
  • IconServes great coffee
  • IconPopular for breakfast
  • IconGood for solo dining
  • IconServes coffee
  • IconServes comfort food
  • IconQuick bite
  • IconServes breakfast
  • IconServes brunch
  • IconServes lunch
  • IconServes dinner
  • IconServes dessert
  • IconHas seating
  • IconHas toilet
  • IconCasual
  • IconCosy
  • IconPopular with tourists
  • IconAccepts credit cards
  • IconAccepts debit cards
  • IconAccepts NFC mobile payments
  • IconCredit cards
  • IconGood for kids
  • IconHigh chairs available
  • IconHas kids' menu
  • IconFree of charge street parking
  • IconFree parking lot
  • IconPlenty of parking
  • IconDogs allowed outside

Location & Hours

Guest Reviews

Jason McDonnell 21 Nov 2025

We found this place a month ago. Cozy little diner offering breakfast and lunch. The breakfast menu was great, plenty of options with good tasting food and great friendly service. We went back today to find out today was their last day. They are closing the doors and sold the business. The new name is triple T's, who should open the doors real soon as it was a turn key sale. Original owners will be missed by their regulars and here's to Triple T's and hopefully great success

Trista Tate 18 Nov 2025

We have been a couple times for breakfast and it is always delicious! Such a cute spot. We just ordered the corned beef & cabbage meal for St. Patrick's day and it was absolutely phenomenal! The staff are so accommodating and friendly. Will be back soon!

Elizabeth Ellis 13 Nov 2025

Came for lunch on Friday, fish and chip for$14.99. Yum.We went back March 8th, fish and chip went up a couple bucks in price, but we opted for the seafood platter this time with two choices (fish, with 5 large sea scallops, with fries and onion rings) my hubby had fish and beer battered shrimp. $20. Very filling, fry was done very well!!! Breakfast is also very good, lots of options

Bobbi Leavens 20 Oct 2025

Truly the most beautifully cooked poached eggs! And the friendliest little place!!!

Ken L 19 Oct 2025

We stop and eat there almost weekly. Friday fish and chips and the lobster rolls are a winner. The breakfasts are always good. Friendly staff and owners.

Rosalyn Price English 03 Oct 2025

Lobster Benedict was fantastic. Great price, large portions, friendly staff. Good coffee.

Victoria smith 21 Sep 2025

Me and my bestie went this morning best chicken and waffles and home fries definitely recommend definitely will be back try more friendly polite and great portions try pancakes and hubby had omelette delicious going back for more

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