Cafe Ole

I stopped by Cafe Ole for a coffee break when I was in Annapolis for work a week or two ago. I ordered a cappuccino, which was good. It is a very cute shop, with great service, but it is teeny tiny! Not a coffeeshop where you're going to hang out (has maybe three seats but in a very tight space), but a great grab and go option (I'll probably make it my go to coffee spot when I'm heading to meetings after parking at Gotts Court Garage)!

This is such a cute coffee shop. And the coffee is much better than the dunkin across the street. The coffee is always fresh and hot. The owner is always friendly. I would recommend this to anyone who wants a great cup of coffee.

Great coffee right in the heart of Annapolis! Cannot beat the barista's smile and welcoming personality.

I got a chai latte and it was pretty good! The woman working there was friendly and it was definitely one of those places that sees a lot of regulars. My only complaint would be that it was really small and they didn't have any merchandise for my coffee-adventure collection. :P

cute but wicked cramped. woman behind the counter was very nice. Looks like a great local joint.

Love this place for a latte to go. It's a cozy little hole in the wall run by a lovely local. Espresso made with love. The place is tiny, so you'll want to get it to go, but who wouldn't want to stroll around Annapolis with a cuppa. Support your local coffee shop!

Great spot right in downtown Annapolis. I go there every morning for my coffee and a warm welcome from Claudia. Make sure to stop in and say hi!

Claudia runs the best coffee shop in Annapolis. She's always "up"... very happy, friendly and engaging. Somehow she's able to remember her customer's names and drink/food choices, even though she seems to have hundreds of regular customers. Recently she went out of her way to pick up heavy whipping cream for a group of regulars that just happened to be talking about it one morning. Nobody ever specifically asked her for it, she's just a really good listener with a great memory who takes the best care of her customers. Thanks you Claudia for taking such good care of us!

One of my favorite local haunts in downtown Annapolis! This is a great place to stop in for a quick cup of coffee and pastry or sandwich to go, or a cozy rendezvous point if you like to sit and sip your morning cup over a newspaper. The cafe, which used to be called Pony Espresso, changed owners last year and is now Cafe Ole, owned by Claudia (long-time barista under the former owner), whose bubbly personality perks you up almost as much as the Seattle's Best coffee! There is a warm and comfortable feel here, the staff knows almost every customer's name, as most of the clientele are regulars, or quickly become regulars once they've discovered it.It's directly next door to Ram's Head Tavern on West Street, but is so little (I prefer "cozy") that sometimes even long-time Annapolitans have taken years to happen upon it, myself included. Delicious sandwiches and wraps are usually available for lunch, and muffins, coffee cake, bagels, yogurt bread, cookies, biscotti, yogurt, soft drinks, coffee, tea, and espresso drinks are plentiful. Also, ask for a "kiss card", a card that is stamped by a kiss-shaped stamper with each beverage. Once your card has been filled up with all 12 stamps, your 13th drink is free.A well-kept secret by locals and professionals who work downtown.

EASILY my favorite place in Annapolis to get my morning cup of coffee. It's easy to miss this gem of a coffee shop, due to it being smaller than most shops, but I highly recommend you give it a try. You really can't beat Cafe Ole's relaxed environment in the morning and Claudia is one of those people that'll put a smile on your face before you head on to work.