Cancel

    Open app

    Search

    The Freeze

    3.9 (37 reviews)
    Closed 11:00 am - 9:00 pm
    Updated 1 month ago

    The Freeze Photos

    THE FREEZE ATMOSPHERE

    What's the vibe?
    Quiet
    Divey
    Good for kids
    Outdoor seating

    You might also consider

    More like The Freeze

    Recommended Reviews - The Freeze

    Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.
    Yelp app icon
    Browse more easily on the app
    Review Feed Illustration

    Reviews With Photos

    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

    See all

    3 years ago

    Helpful 3
    Thanks 3
    Love this 4
    Oh no 0

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Torrey C.
    354
    37
    48

    2 years ago

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

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

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

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Rick B.
    7
    16
    10

    3 years ago

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

    Helpful 1
    Thanks 1
    Love this 1
    Oh no 2
    Photo of Josh G.
    468
    990
    12311

    9 years ago

    Helpful 9
    Thanks 0
    Love this 11
    Oh no 0

    4 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Pat C.
    0
    66
    2

    3 years ago

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

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of K W.
    0
    12
    7

    4 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

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

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 years ago

    Helpful 4
    Thanks 0
    Love this 4
    Oh no 0

    6 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    6 years ago

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

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    15 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    4 years ago

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

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 years ago

    Helpful 4
    Thanks 0
    Love this 1
    Oh no 0

    5 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Roy D.
    104
    4
    4

    5 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 1

    6 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    5 years ago

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

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 1
    Photo of Mike L.
    1
    165
    14

    8 years ago

    Helpful 3
    Thanks 0
    Love this 1
    Oh no 0

    8 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    5 years ago

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

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Anne S.
    109
    33
    0

    10 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Deanna S.
    64
    27
    12

    8 years ago

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

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Ken N.
    0
    16
    2

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    12 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    13 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    10 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    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.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    10 years ago

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

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    10 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    13 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    Ask the Community - The Freeze

    Review Highlights - The Freeze

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

    Mentioned in 2 reviews

    Read more highlights

    Verify this business for free

    People searched for Fast Food 119 times last month within 15 miles of this business.

    Verify this business

    The Retriever Bar and Oysters - The House Burger

    The Retriever Bar and Oysters

    4.3(37 reviews)
    1.1 mi

    The Retriever Oyster House in Chestertown left us with a mixed impression, one that deserves a fair…read moreand constructive take. We had just come from a college football game and, on the fly, decided to grab dinner here based on the recommendation of the one local in our group. There were seven of us, and most went for the double smash burgers with fries, which were excellent. Kim, our server, was outstanding, prompt, accurate, and attentive throughout the evening. The bartender also added to the positive side of the experience, making sure everything at the table ran smoothly. The issue came at the door. We had tried to call ahead to let them know we were on the way, not realizing that OpenTable was their preferred system. When we arrived, the host made this clear, but in a way that was unnecessarily sharp and cold. It set the wrong tone for the night. In a town where friendliness is the norm, the contrast was striking. The experience began under a haze that was difficult to shake, even though the food and drinks were excellent once we sat down. To be constructive, this is less about policy and more about hospitality. A host sets the tone, and a welcoming explanation could have changed everything. Something as simple as, "We usually use OpenTable to handle groups this size, but I'm glad you're here, let's get you taken care of," would have gone a long way. Instead of frustration, it could have created a positive first impression and likely earned a loyal group of returning guests for years to come. Inside, the atmosphere was lively, with locals enjoying themselves in a loud and fun environment. Our group of longtime friends who have been convening in Chestertown for two decades fit right in once we were seated. However, the bad first impression lingered, and as a result we only had one round with food before deciding to leave a lot earlier than our normal rhythm for an evening out. We ended up taking our bar bill to another venue. Great food and excellent table service carried the night, but the host made sure we will not be returning as part of our annual tradition. This is a restaurant with strong potential, and it could go from good to exceptional with just a little more attention to how guests are greeted.

    Fantastic dinner experience at The Retriever Bar during our Chestertown getaway! We popped in while…read morestaying at Brampton 1860 and loved it. The House Burger was cooked exactly to perfection. We also tried the shrimp & grits, which arrived beautifully plated. We couldn't resist splitting the apple strudel for dessert, topped with locally made ice cream from Stams. Special shoutout to our server Kassie, who went above and beyond with her hospitality and gave us some great tips for things to do around Chestertown. The bar area has a great atmosphere too. We'll definitely be back on our next visit to Brampton to try more.

    Photos
    The Retriever Bar and Oysters - The bar

    The bar

    The Retriever Bar and Oysters - Apple strudel

    Apple strudel

    The Retriever Bar and Oysters - Shrimp & Grits

    See all

    Shrimp & Grits

    Bad Alfred's Distilling - Two pizzas on menu

    Bad Alfred's Distilling

    4.2(44 reviews)
    1.1 mi

    We stopped here while exploring the amazing Arts District. We were looking for some good beer and a…read morelate lunch after spending the morning at the farmer's market. The building is really cool, and there were already quite a few people dining in the main room. We prefer to sit at the bar, so we saddled up and were greeted by a friendly bartender. I'd give them a higher rating, but the beer selection was a bit limited. (It's technically a distillery, but they also brew beer.) The beer I had was decent, and my wife really enjoyed her seasonal cocktail. Now comes the really good part--the food. The menu was interesting, and there were several things we wanted to try. We settled on the pepperoni wood-fired pizza, and it was phenomenal. A lot of places get part of a pizza right but miss on others. Alfred didn't miss a thing: the crust was perfect, the sauce was spot-on, the toppings were generous, and there was so much cheese. We thoroughly enjoyed it. Another highlight was getting to meet Alfred and hearing the history of the company. It's obvious he has a passion for his business and customers, and it's clear he's well-liked in the community. We will definitely be back the next time we're in town.

    One of the few places to eat in the area, so I was quite nervous about whether the food would be…read moregood or not. I was pleasantly surprised and can say the food was quite tasty. I had the High Street pizza and a Chestertown Moscow Mule...a pretty perfect dinner. There was the right amount of cheese on the pizza, and a good crispy crust. My son and his and both had cheeseburgers and tater tots and they both enjoyed their burgers. Service was good and everyone was very friendly.

    Photos
    Bad Alfred's Distilling - Berry Peach Cider

    Berry Peach Cider

    Bad Alfred's Distilling - Raspberry Blonde Ale

    Raspberry Blonde Ale

    Bad Alfred's Distilling - High Street

    See all

    High Street

    Arby's

    Arby's

    2.1(7 reviews)
    0.1 mi
    $

    I came to Arby's wanting to try their food for the first time. I come in and this teenage girl…read morecomes in from the side door and asks if I need something. I tell her I want to order something and she laughs and says something like "okay then why don't you tell me what you want?" Really awkward. As I tell her my order, she looks like she's having a bad day which makes me feel more uncomfortable. My food comes out a few minutes later and the food was a 3/10. I got the cheese pit beef sandwich and fries. I couldn't taste the cheese on the sandwich and the fries were decent. Overall, i probably won't come here again. If you're an Arby's fan, be aware of this kind of service

    Being a Sunday night, and nothing else in Chestertown open, i was surprised it was pretty clean,…read moreorder filled quick and the food well prepared. Portions seemed a bit small, the Pecan chicken sandwich had a small plop in the middle, not visible around the edges of the bread, not at all like the picture on the poster Sauce dispensers were out of the pepper sauce. My slider buns were soft however, so that was good ! Staff was super pleasant, and no pushback when I asked for extra Horsey Sauce packs. I noticed the drive through clock was averaging 240 seconds , which is not bad for an Arby's . I almost rang the "great service" bell, but figured they probably are tired of hearing it. I just thanked them the old fashioned way , verbally and sincerely .

    Photos
    Arby's
    Arby's
    Arby's

    See all

    The Freeze - hotdogs - Updated May 2026

    Loading...
    Loading...
    Loading...