Lots of options. Lots of sweets...ice cream,…read moreDoughnuts, cake pops, cookies stuffed with ice cream, smith island cake, dirty soda and more. Which you may not know is they have a small breakfast menu, and crepes for anytime of the day. Good service. Indoor and outdoor seating, And a nice location.

We saw this spot as we were driving by. The outside painting caught our attention. It was nicely…read moredecorated and had a cute outdoor sitting area. We only ordered the apple pie ice cream which was okay, not bad but also not the best I've had. The staff wasn't too welcoming which is why I gave it 3 stars but maybe they were having a bad day but not a place I would try again.

Love the blue, green, and pink color scheme. Since Dairy Queen shut down I thought we'd never have…read moreanother ice cream spot to take its place. Thankfully Chilly Billy's isn't far off from where DQ was. I wish they had an eat in area but considering the small size of the building that used to be Laura's pretty paws it's understandable, plus I'm used to it since DQ didn't have one either. The people who served the ice cream were quite friendly and lively. While I'm sure people may complain a bit bout prices, for the high quality, delicious taste, and decent serving sizes, it's worth it. I went there at noon today and tried a birthday cake flavored ice cream on a waffle cone and a large cup of their peanut butter brownie (so good) and cookies and cream ice cream. For $18.02 it's pretty good and worth the money. Will definitely be going there more often!

Hits the spot when you are craving ice cream in the ole' traditional way! The nicest, hometown…read morecustomer service, BIG portions, and delicious. They even have sugar-free options and sorbet. Perfect location and plenty of parking to just swoop in. So swoop!

Just got my first banana split of the season. Good service and all was great except the peanut…read moretopping was really stale...put a small damper on the flavor of the sundae...

Yummy, not a bad price for what we got, and we got to keep the glass…read moreCup, the pup cup was a hit with my puppers

In the summer, I never say no to ice cream. Sugar Doodles Sweet Shops features both Hersey ice…read morecream and Vanderwendes ice cream (a personal favorite). While the workers weren't very attentive, the store was clean and open with lots of seating. The coconut ice cream with chocolate sauce was delicious. Street parking was available right outside. While my family and I tasted a lot of samples, you can never go wrong with chocolate or vanilla. Some honorable ice cream flavor mentions that aren't pictured are apple pie, blackberry, and cookie dough. The small is a very generous scoop and leaves you feeling satisfied. The prices are fair, especially for a small town. We appreciate an ice cream store that is open every day, as it is always nice to support a business every day of the week.

Stopped by for some late night ice cream and this definitely hit the spot. The apple pie ice cream…read morehad just the right amount of flavor without overdoing it. Staff was friendly and let me try samples too.

Fun spot found on the main street going through Chestertown that has solid eats. Can't miss their…read moresign. It's an independent burger joint/ice cream shop, and I love to support spots like these. Had a good burger with wonderful, crispy onion rings and a huge, tasty vanilla shake. All made in front of me. It's a throwback place with reliable cooking, quick service, and personable staff. Keep it up, Freeze. I'll be back.

Cute little mom and pop shop with something for everyone. Just some good, greasy food with homemade…read moretouches. So sweet and polite we got great service. Prices are very fair. Quick service. Ice cream and milk shakes are delicious. I wanted to try everything! Def a must when in chestertown!

I've always liked this spot and have been begging t for them to get vegan options. Finally, after…read morethe merge, they offer vegan ice cream here. It's strawberry and it's good, kinda wish they offered another flavor like the other always shops but a victory is a victory. The service was okay, you could tell the kids didn't really want to help, but then again, the service is always a bit better for other customers, but I digress. The place is always clean and either has a long line or is empty, if you arrive during the "sweet time". Would've been 5 stars if I didn't feel like I was an inconvenience to the staff.

Great soft serve - it feels like i'm at the beach with a classic ice cream place! nice flavor…read moreselection and staff is always friendly. speciality ice cream cakes are SWEEET! Get the strawberry shortcake!

The ice cream was awesome and definitely recommend it. I only got one scoop but they gave me a…read moregiant one

When we walked in, I was met with so many milkshake and ice cream options I didn't know what to do…read morewith myself. The kind people behind the counter let me sample a few before I chose mint chocolate chip and cookie dough. My ice cream was MASSIVE. I recommend getting one scoop. With that said I ate it all. My boyfriend got a strawberry flavor and really enjoyed it! And we got the corgis a small vanilla, which they destroyed quickly. They highly recommend Justine's too!

Touted as "The Best Ice Cream in the Nation" in their Main Street window, I honestly could not…read moreresist, and I am so glad that we did, because...We Believe! It was sensational. Cool interior, fun items on the walls, and they back up their hype impeccably well. Thankful for staffer Monica, who was as great as their ice cream. She steered us to a pair of sensational options, Brown Butter Cookie Dough and Oreo Cheesecake! Phenomenal service, and even made a great lunch recommendation! I LOVE ice cream, and this was amazing. Wish I could visit again!

It's the "in" creamery on Main Street these days, but with 50 flavors, the ice cream can be hit or…read moremiss. HITS: Vanilla Brownie Batter. Coconut chocolate chip. MISS: Vanilla Heath Bar -- where's the Heath Bar?

I was confused when I arrived because all the reviews mentioned homemade ice cream, but it had a…read moreHershey's ice cream ad out front. Upon entering, the young woman showed us 2 cases of Hershey's ice cream, and one of fresh homemade ice cream, just made in-house. She also showed me another freezer chest with pints and quarts of other homemade flavors. I was definitely all about the homemade stuff. Got two scoops, Oreo and Peach! I had checked their social media to see posts about the fresh peaches they just got for the ice cream, it was really good! They post regularly, so check that out for their latest flavors! Loved the Oreo too... that was my toddler's favorite. Huge portions! I could not finish it all. My toddler liked the pictures on the walls, especially the posters of a kitten and a giraffe eating ice cream. Cheesy but adorable touch! The young woman who helped us was so kind and sweet... explained all the flavors and said we could sample if we weren't sure. She was in the middle of talking to us when some male employee appeared, took over in an authoritarian way, with no discussion with the woman, and just gave our total, like "where's the money" all brusque and pushy. That young woman was personable and deserves 10 stars; the guy was obnoxious. I wanted to tip the young woman but they don't let you do it with c-card, and I had no cash. So bring cash for tips! I didn't see Mommom... is she fictional or real? Or a spirit watching over us? Any which way, I'm happy I stopped, and will definitely visit again! Tip-- if you want lunch or dinner, stop at the Little Grocer nextdoor. They too have great reviews!

I can't speak too much on the atmosphere as my eyes went straight to the ice cream when I walked…read morein. I was able to try some of their unique flavors. I settled on two scoops (absolutely huge scoops) a scoop of coffee Oreo and a scoop of monster (the blue at the top). I'm an ice cream lover and this did not disappoint. Can't wait to get more this summer.

Customer Service is good, the ambiance was relaxed and enjoyable. The food has changed and is not…read moresalty, I ordered the chicken tenders and tater tots, it was flavorful and cooked well. Hubby ordered fish sandwich with tatter tots, he enjoyed the sandwich too. We were impressed with the quality and taste of the food. I was happy to see they have sift serve ice cream and it was delicious. We enjoyed our dinner!

My husband and I used to visit here a lot more than we do now because it isn't as close to home…read more The food and beer is spectacular! Their burgers and drunken tots are delicious. They have significantly expanded over the years to incorporate a cocktail bar and some other sections. They fill up quick during rush hour times so you want to plan ahead.