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The Freeze

4.0 (38 reviews)
Closed 11:00 am - 7:00 pm

The Freeze Photos

THE FREEZE ATMOSPHERE

What's the vibe?
Divey
Quiet
Dogs allowed
Good for kids

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Frozen logo and such.
Josh G.

Feeling hot? Then The Freeze is for you. Well, it's for you if you enjoy ice cream and fast food and a feeling almost like some kind of small town spot from the 1950's or something out of a tv show about middle America. "Hey, wanna go down to The Freeze?" Sure, let's head on over! This Chestertown staple holds no place to actually sit as it's more of an indoor counter area where you'll order up and then eat outside (or in your car). You can't miss the place driving by. Between the giant frozen lettered logo and a life size replica of Mater from "Cars", you'll know you've found it. I've been here twice and both times it was for the same thing: a milkshake. Let's just say the second trip was due to the first. My girlfriend and I were here for round 1 a year ago in June and then again earlier this month. We entered post-dinner time and wanted dessert, choosing one of their many milkshake flavors. Peanut butter was the winner for us both and it did the trick with a vanilla base and plenty of what seemed to taste like Reese's as the PB. Don't like peanut butter? (Who are you!?) There's plenty of other options with more than fifteen milkshakes to choose from. Beyond that, you'll find a menu of fried food favorites and ice cream with tons of toppings, because it is called The Freeze, right? Right. Overall, The Freeze kinda feels like a place frozen in time from its old school looks and classic setup. It's no destination spot, but if you do find yourself in Chestertown on a hot summer day, get cool in here.

Swirled waffle cone

Visited from DE. Saw this nearby and wanted to try it out. My friend got a grilled cheese and that took little too long for them to make but i got ice cream and it was soooo good! Very old timey feel inside too! Something straight out of a movie lol.

the sign on the roof of the store
Hannah H.

The Freeze, which was once known as Downey's, is an old-school diner-esque carry-out place, serving up burgers, subs, ice cream, sundaes, and milkshakes. The hubs and I came here while we were in the area, and we ordered the following: an Oreo milkshake (this was not too thick and not too thin, had a good amount of Oreo within, and made with softserve; it was pretty good), a Butterscotch milkshake (I was not a fan of this, as it had no butterscotch taste to it; the vanilla soft serve also seemed to have been tainted with the butterscotch syrup that was supposedly used), and The Big Freeze (this was a Big Mac-esque type of a burger; a sesame seed bun filled with two juicy patties and all of the works, including Thousand Island dressing; this was really delicious! Since it was hot off the griddle, it was super hot and juicy; all of the condiments inside also made this burger pretty good - the relish, the ketchup, the mustard, the cheese, the onions, etc. It gets a little sloppy, but it's worth it!). Just note that there are a couple of benches to wait for your order to be ready, but it's strictly a carry-out place. The staff here are no-nonsense, but friendly. There's a $10 minimum, and plenty of parking in their private lot. +The Big Freeze! :D +Oreo milkshake +carry-out only +free parking

11/03/11

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Photo of Jess H.
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1 month ago

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3 years ago

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3 years ago

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Photo of Torrey C.
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2 years ago

Great service awesome ice cream and huge portions!!! I got a milkshake & loved every second of it

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2 years ago

Wonderful local place. Old school ice cream, cold beverage, and food. Friendly and helpful. Patient with the "newbie"

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Photo of Rick B.
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3 years ago

Average icecream basic two flavors. Not much to talk about. Staff is polite and friendly.

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9 years ago

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4 years ago

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3 years ago

Retro place with all your favorites! Twist cones, banana splits, milkshakes and burgers!! Check out how clean the flat top is!

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4 years ago

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10 years ago

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3 years ago

Amazing food and friendly service! I would recommend this place to anyone new in the area!

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6 years ago

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15 years ago

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6 years ago

Love it. Best soft serve ever. So creamy and the hot fudge is perfect. They give you huge portions too.

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4 years ago

There is no place to sit inside or out. The staff seemed inexperienced. The ice cream was nothing special.

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5 years ago

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7 years ago

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5 years ago

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7 years ago

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5 years ago

Cute little place but No table & chairs to sit & eat, not even outside. And WHERES MATER??????????

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Photo of Mike L.
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8 years ago

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9 years ago

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5 years ago

Always friendly and the best fries, burgers, and shakes! Their Ice cream cones are always a treat!

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Photo of Anne S.
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10 years ago

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Photo of Deanna S.
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8 years ago

Big freeze is the ultimate burger. Service isn't fast and not dine in but everything is fresh

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Photo of Ken N.
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9 years ago

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12 years ago

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13 years ago

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9 years ago

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9 years ago

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10 years ago

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10 years ago

Stopped in for a wedding and got three milkshakes. They were three of the best milkshakes I've ever consumed. They are to die for.

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10 years ago

Love grabbing subs here, or a quick sweet treat. Chicken philly is great. Legit milkshakes

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8 years ago

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11 years ago

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10 years ago

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13 years ago

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Review Highlights - The Freeze

We got a delicious sundae with hot fudge and a waffle cone with soft serve.

Mentioned in 2 reviews

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The Freeze - hotdogs - Updated July 2026

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