5 Best Coffee Shops in Chestertown

Play It Again Sam Coffee & Tea • $
108 S Cross St B, Chestertown

Customers` Favorites

Bag of Rise Up Coffee
Homemade Ice Cream
Mocha Latte Small
Turkey and Swiss
Veggie Sandwich
Ham and Cheddar
Egg and Cheese
Red Eye Medium
Chicken Caesar
Chicken Salad

“Come down to Play it Again Sam for a yummy breakfast and coffee and follow us on our new page!“

4.2 Good80 Reviews
Evergrain Bread Company Cafe • $
201 High St, Chestertown

Customers` Favorites

Chicken Balon Asparagus Pie
Apricot Ginger Scone
Savory Croissant
Apple Rhubarb Pie
Cinnamon Raisin
Iced Latte
Pastries
Sun Buns
Baguette
Bakery

“Saw a long line at the Crofton farmers market Saturday and decided whatever is that good, I'm going to need to try it. Really, no lines anywhere else. I waited in line the whole time my friends were seeing the entire rest of the market. It was a bakery, so I wasn't disappointed in my choice. This morning I had a bagel. OMG, the BEST bagel I've ever had! Perfectly chewy and crisp on the outside and soft on the inside. And I'm going to say it, it was better than the bagels I had in NY. There. I said it. We also got some hybrid muffin/croissant thing that is absolutely glorious. Excited to try to cookies and focaccia bread we bought. Evergrain bread company knows what they're doing. I will definitely be back. Heading to go follow their page now 🏃‍♀️“

4.6 Superb82 Reviews
Dunkin' Coffee Shops • $
715 Washington Ave, Chestertown

Customers` Favorites

Everything Stuffed Bagel Minis
Munchkins Donut Hole Treats
Sausage Egg and Cheese
Stuffed Biscuit Bites
Bacon Egg and Cheese
Dunkin' Refreshers
2 Egg & Cheese
Butter Pecan
Iced Latte
Hash Browns

“The fastest, most efficient drive thru I've ever been through. Even when you see a line that extends into the parking lot, I never dread sitting in it as it always moves. Even service inside has always been great. This is my favorite Dunkin.“

3.7 Good58 Reviews
Starbucks Coffee Company Coffee Shops • $
504 Washington Ave, Chestertown

Customers` Favorites

Cranberry Bliss Bar

“I’ve visited this Starbucks almost everyday during the week/weekends and their service/drinks are always PERFECT! But I would love to point out that there’s a barista in this location that well deserves some recognition. This girl is absolutely the BEST barista ever - the Brazilian girl with the cute accent is always super nice, pays very close attention to detail and her drinks are always made perfectly, in fact, I’d pick her every single time to make my drinks if I could!
Keep being awesome Starbucks and don’t ever get rid of that girl!“

3.4 Good41 Reviews
McDonald's Fast Food • $
875 Washington Ave, Chestertown

Customers` Favorites

Quarter Pounder Hamburger
Sausage Mcmuffin with Egg
Chocolate Chip Cookie
World Famous Fries
Chicken Mcnuggets
Dasani Water
Cheeseburger
Apple Slices
French Fries
Filet-O-Fish

“The particulars of a McDonald’s review always hang on two factors. How well is the location run (how is the team and leadership) and is it clean?

Food is within 1% the same every time, which is why you come here right? The smile (or the scowl) of the team member that hands you the tray is a big part.

Today, things were all good with the team and food came fast. The Restaurant and the restroom were both in good shape and the dining room was in good order.

I can recommend this location. Thanks to this operator for my meal and the experience.“

3.7 Good57 Reviews

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