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Restaurants in Chestertown
Best Burger in Chestertown
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Odd Duck
94
/100 (226 ratings)
Restaurants
Bar
American
Gluten Free Options
American
Bar
Vegetarian Friendly
Vegetarian Friendly
Gluten Free Options
Dinner
Salad
Wings
Duck
Calamari
Tuna
Calamares
Burger
American
Bar
Serves Alcohol
Gift Cards Available
Takeout
Television
Seating
Table Service
Wheelchair Accessible
Dinner
Mid-range
"My wife and I like trying different flavors from our local Independently owned establishments and we stumbled across the Odd Duck while driving to..."
Robert Boots
"Best meal by far during our two weeks in the Lake George area. Turned out the best meal was once again five minutes from our camp. While the menu is..."
Marci Fuller
"OMG Best meal ever. The service was better than excellent and friendly. We were very pleased with the price also. The portion and the meal were were..."
Tracy Fisher
"We both selected and thoroughly enjoyed the lobster and shrimp special, served in a delicate lemon piccata sauce. It was one of the best dinners..."
Anne Gabriel
"Fun new concept for Chestertown with several duck items on the menu. Everything I've tasted was very good. I will be..."
James Mandato
"Excellent food and exceptional service! Our server (Julia) and her assistant (Joe ) concentrated on great service, explained the menu, the family..."
Ed Enos
"We went for the first time this past Saturday after being vacant for a couple of years. I have to say Food and service was excellent. We both had..."
Gina Longhurst Casey
"Phenomenal dinner last night ... kudos to Chef Jaime & staff ! I had the Seafood Bowl- YUM, hubs had the Classic Burger he said was juicy & cooked..."
Jean Meyer DiCaprio
"Amazing meal. I would highly recommend dinner..."
Linda Famosi Kissane
"Home. Run this place is awesome service is excellent food is fantastic priceing is..."
Sharon Obal Tufaro
"Stopped at the Odd Duck thinking it may well be a lame one!!! But it turned out to be a Golden Goose � Staff was exceptional and the meal was..."
David Taylor
"The good is always fantastic. The staff is very..."
Mary Shay
"good food good drinks good service..."
Robt. M. Lange
"Well worth the drive from Luzerne, scenic ride to amazing food and service. Definitely going to be a monthly..."
Casey Hayes
"Very good food with wonderful plating. Variety of dishes within the style of cuisine made it very difficult to choose because so many sounded great,..."
Sharkeisha Splatter
"Attentive, friendly staff. Delicious food. Generous portions. Melt in your mouth short ribs. Huge pulled pork sandwich with option of coleslaw or..."
Sanne Kure-Jensen
"Great experience from beginning to end. The entire staff was friendly, helpful, great to our 2 toddlers and just overall happy! Oh, and the food..."
Eric Pooler
"Spent the weekend at Adirondack to get a break from NYC’s hustle & bustle, and found this pleasant restaurant. Loved the service, fried duck, and..."
Brittany Sales
"Always enjoy coming here when we don't feel like making dinner or want a "fancy" night after a day on the boat. Ahi salad is delicious, calamari is a..."
Alimara Cassidy
"4 1/2 stars, erring on the higher side. Another Chestertown gem. Inside, not a very big place but done really well - nice woods, simple and..."
Jay TMG
"Although restaurant seating is limited, service was friendly and efficient. My burger was delicious and the rib dinner looked very good when served..."
Ted Ayres
"The Odd Duck is hands down my favorite restaurant! I LOVE the pulled pork sandwich and my husband's favorite is the veal parm. We always order the..."
Alyson Schultz
Luisa's Cucina Italiana
91
/100 (1381 ratings)
Restaurants
Vegetarian Friendly
Pizza
Italian
Gluten Free Options
Pizza
Italian
Vegan Options
Vegetarian Friendly
Gluten Free Options
Vegan Options
Dinner
Lunch
Cheesesteak
Shrimp
Meatballs
Lasagne
Tortellini
Eggplant
Tortelloni
Salad
Crab Soup
Crab
Pesto
Scallops
Calamari
Fish
Calamares
Antipasti
Sandwiches
Burger
Tiramisu
Sit down
Italian
Pizza
Serves Alcohol
Parking Available
Highchairs Available
Full Bar
Takeout
Reservations
Seating
Table Service
Wheelchair Accessible
Lunch
Dinner
Mid-range
"Amazing service with Heather tonight. Super sweet to our son. Wonderful flavors and appreciative of no fuss in adding spinach mushrooms and tomatoes..."
Missy Welsh
"Went to Luisa’s for dinner on Saturday. No reservation. They fit us in, held the table for us. We had the best service I have experienced in a..."
Gayle V
"We have only gotten pizza and appetizers but it is good. The pizza has a good crust and the onion rings were good. The employees have always been..."
Laura D
"Fantastic place to grab lunch or dinner. Great atmosphere and decor. There were 3 in our party, all ordered different plates and all enjoyed their..."
Nathan Carden
"Perfect Italian gem tucked away in Chestertown! Great drinks, excellent pasta and very attentive staff. Portion sizes were large so lunch leftovers..."
BD Chaney
"We hit this by accident we were looking for "The Kitchen", restaurant and stumbled across this..... Very very happy we did, Is great Italian food..."
At Home Strength
"Great food. Great service. Tender calamari. Decent crab cake. Delicious and balanced Tiramisu. Good balance of espresso, mascarpone, and lady..."
Jonathan Hayes
"It was "prom night" and they managed our reservations beautifully. The linguini shrimp Alfredo dish was absolutely perfect. Staff were..."
Carol Kusel
Uncle Charlie's Bistro
88
/100 (537 ratings)
Restaurants
Bar
Vegetarian Friendly
American
Bar
Gluten Free Options
American
Vegetarian Friendly
Gluten Free Options
Dinner
Lunch
Jicama Slaw
House Salad
Crab Cake
Burger Special with Onion Rings
Shrimp Scampi
Cheesecake
Beer Battered Onion Rings
Ribs
Shrimp
Crab Bruschetta
Gelato
Beef
Fried Chicken Platter
Shrimp and Grits
Key Lime Pie
Crab Soup
Pork Tenderloin Sandwich
Cakes
Dumplings
Pasta
Southwestern Grilled Chicken Salad
Pesto
Salad
Chocolate Covered Strawberry Cheesecake
Fish
Crab
Peanut Butter Torte
Grilled Salmon
Oyster
Uncle Charlie's Crab Cake Sandwich
Lamb Shank
Calamari
Crispy Fried Chesapeake Bay Oysters
Tuna
Pasta & Crab
Ahi Tuna Salad with Wasabi Dressing
Calamares
Sandwiches
Diet Miller
Burger
Blue Crab Mac & Cheese
Sit down
American
Bar
Table Service
Wheelchair Accessible
Serves Alcohol
Parking Available
Free off-street parking
Highchairs Available
Full Bar
Accepts Credit Cards
Takeout
Accepts Mastercard
Accepts Visa
Accepts American Express
Reservations
Accepts Discover
Seating
Lunch
Dinner
Mid-range
"Uncle Charlie's should be classifies as one of Chestertown's Best Kept Secrets. I say this because if you are just driving by, you will try every..."
Tony Marchese
"Awesome!. The prime rib, crab cake sandwich, beer battered cod and chili rubbed sirloin were extremely yummy. the place does not look like much on..."
Facebook User
"My husband and I decided to stop here on our way through town. We were not sure what sort of place this was, but as it was lunchtime we thoght to try..."
Alicia Gibson
"Very Nice. I have ordered take out on three different weekends and everything has been great. Staff has been very helpful and the food has been..."
Ron
"Amazing Prime Rib. Went to Uncle Charlie's last night (Thursday) for prime rib. Started off with cocktails and wine for our party. Steamed shrimp and..."
Shoreshib
"I was a little concerned to go here after reading the one review but this restaurant had great service & good food. The staff were all polite &..."
Amelsing
"A great local find! We were on our way home from Dixon’s Auction at Crumpton and looking for the best local seafood spot for lunch thought this..."
Ben Kishimoto
"Had a wonderful time eating here while visiting the Eastern Shore. Great burger, and the ribs were fantastic. My partner loved the onion rings. We..."
Douglas Souza
"Second visit. Great once again! I had the pasta special and my husband the steak. We shared the crab spinach dip, very good Smokey flavor. Chandra..."
Sandy Outten
"We loved Uncle Charlie's Bistro! Everything in the Cioppino was cooked to perfection and the cream of crab soup was tasty and included plenty of..."
Jean Witmer
"What a treasurer Uncle Charlie’s is! We came here after visiting the farmers market in Chestertown. Just a short 3 minute drive up the road from..."
Paula G
"Service was great, dining environment was stellar & the key lime pie was out of this world! The soft shell crab sandwich was pretty good..."
Bryan Cruz
"One of the few "go to" places in Chestertown for an upscale sit down full service meal. Friday and Saturday specials and a full menu. Good food but..."
Jane A
The Kitchen At The Imperial
87
/100 (442 ratings)
Restaurants
Bar
Vegetarian Friendly
Seafood
American
Bar
American
Gluten Free Options
Vegetarian Friendly
Gluten Free Options
Brunch
Drinks
Dinner
Lunch
Tapas
Swordfish
Shrimp
Surf And Turf
Beef
Crab Soup
Cakes
Lamb
Fish
Salad
Pork
Crab
Scallops
Risotto
Salmon
Burger
Crab Cake
Sit down
American
Bar
Buffet
Serves Alcohol
Gift Cards Available
Highchairs Available
Full Bar
Free Wifi
Outdoor Seating
Takeout
Private Dining
Street Parking
Reservations
Seating
Table Service
Lunch
Drinks
Brunch
Dinner
Mid-range
"The three of us food snobs all had terrific entrees .... perfectly grilled salmon ... awesome ham, mac and cheese casserole, and broiled scallops..."
Richard Keaveney
"They can make a sandwich and the simplest of salads taste like heaven. Their lavender lemonade is equally delicious! Highly recommended it, we..."
Carol Zuhars
"We had a delightful family dinner here last night. The chef came out to talk about putting together a special dinner that I could eat because of..."
Eileen Bogel
"The best! Especially on Thursday... the chef made me a signature pasta..."
Jamie Kirkpatrick
"Treated myself! Got some reading in; enjoyed a cup of hot coffee to some wonderful jazz tunes, and topped it off with an exceptional creme brûlée...."
Lynden Alexandra
"Beef Wellington was out of this world. Great location to catch up with old friends. Great..."
Bernadette Grove
"The best brunch my husband and I had today for Fathers Day along with our Shih Tzu, Nikki. Food was..."
Janette Pokorski
"Wow....what monica and steve have done with the restaurant. The warm colors the brick...the service.....amazing!!!!!! You must eat here! !! The food..."
Angie Irwin
"This was a terrific find for our brunch today. Amazing food and people! We will be returning every..."
Vicki Beall
"Excellent . Crab cakes were delicious. Waiter was very prompt and attentive. Will be returning on our next visit to..."
Justin Smart
"Blown away by the quality of service and food! The host referred to me by name throughout the entire evening and the waitress was so very attentive..."
Sarah Kintner
"We had reserved at this restaurant well ahead of New Years Eve....before we saw some of the comments about service. These comments concerned us..but..."
Keith Williamson
"I am not one to usually order Surf and Turf, but damn, it was fantastic! The beef was a divine medium rare and the crab cake was dazzling my taste..."
Jil Winburn
"We were in the area looking for something to eat and found The Kitchen. This place was great. We walked in and grabbed a table near the bar and were..."
James Grayson
"The catering service offered by The Kitchen at the Imperial was just what our family needed after the funeral! The dishes were delicious and well..."
Wade Foraker
"Loved this little spot on Main street. The staff was friendly and attentive and you can tell it's popular with the locals- especially the lamb! Will..."
Mrs. McCorry
O P Frederick's
85
/100 (297 ratings)
Restaurants
Bar
American
American
Bar
Dinner
Pasta with Chicken and Tomatoes
Shrimp
Crab Cake Sandwich
Boylans Black Cherry Soda
Pasta
Duck Burrito
Fettuccine Aleredo
Salad
Chefs Salad with Bacon
Duck
Lemongrass Potstickers
Salmon
Seafood Portobello Mushroom
Burrito
Kids Mac N Cheese and Fries
Prime rib
Rolls
House Salad Comes with Meal
Brie
Potato Skins
Chicken Fingers and Fries
Bang Bang Shrimp
Burger
Fish and Chips
Chicken Wings
Tortellini
French Onion Soup
Sit down
American
Bar
Serves Alcohol
Parking Available
Highchairs Available
Full Bar
Takeout
Reservations
Seating
Table Service
Wheelchair Accessible
Dinner
Mid-range
"I have eaten here for years and is always great food. I love the cedar plank salmon dish. The cedar adds a nice touch of flavor. The sauce they put..."
Neil Sutter
"Always good at OP's. Very simple country atmosphere with better than average food. We travel from Saratoga to eat there three or four times a..."
Bridget Brizzell
"Food is delicious. Service is very good and the staff is friendly and..."
Jennifer Cook
"I enjoyed my chicken dish but liked companion's stuffed pork loin and mashed potstoes even more. Everyone was walking the covid safety line. The..."
Diane Taylor
"Excellent food. Had the prime rib and was delicious. Many choices on the menu. Wanted to try the Jambalaya or the Cajun pasta, will have to go..."
Glenn Dysart
"Stopped in after hiking. Nice selection on tap, menu was extensive. Settled on spinach salad, duck burritos. Food was delicious. Service was..."
Andrew Bean
"Excellent dining experience. Following CDC protocol- thank you!! Spotless! Delicious food, great service and..."
T S
"Been going here since the 70's, always..."
Janice Jeremias
Silver Star Restaurant
84
/100 (126 ratings)
Restaurants
Wine Bar
Seafood
Seafood
American
Wine Bar
Gluten Free Options
American
Gluten Free Options
Dinner
Breakfast
Pasta
Meatloaf
Salad
Wings
Calamari
Mussels
Calamares
Salmon
Burger
Jambalaya
Pesto
Shrimp
Sit down
Seafood
American
Wine Bar
Accepts Mastercard
Accepts Visa
Reservations
Accepts American Express
Accepts Discover
Seating
Table Service
Wheelchair Accessible
Serves Alcohol
Wine and Beer
Parking Available
Free off-street parking
Free Wifi
Accepts Credit Cards
Takeout
Breakfast
Dinner
Mid-range
"I have been to this restaurant five times and all visits have been wonderful! The mussels with Thai curry excellent. The Pate a treat. Service is..."
Gwen Marcelonis
"The restaurant with the giant chicken in the parking lot is the Silver Star. My family got together from all over the United States to visit my..."
Chloe (Artemis)
"This is a wonderful, cozy place with attentive and friendly staff. The food was delicious and expertly prepared. It came out nice and hot, with..."
Ken Zalewski
"Food made to order..had the Thai Chili wings and really tasty pizza with fresh basil on top.. Service is better than expected in most small town..."
AJ McGuire
"I give them 4 stars because the food was good but even more than that, being out of town-ers, we didn't know that reservations were preferred. On a..."
Scott Lawrence
"Always a good meal here. Home cooking flavor indeed. Friendly service. Never seems too busy or loud. The sun room by the pond is our..."
Eric Potter
"Cute place, great food and beautiful view from the dining room. Owner was very friendly and talked with us for a bit at our..."
Jennifer Shah
The Bullhouse
82
/100 (798 ratings)
Restaurants
Latin
Steakhouse
Latin
Vegetarian Friendly
Seafood
American
Bar
Steakhouse
Gluten Free Options
American
Bar
Vegetarian Friendly
Gluten Free Options
Dinner
Ribs
Shrimp
Beef
Pesto
Fish
Pasta
Pork
Salad
Wings
Chili
Oyster
Calamari
Tuna
Calamares
Burger
Salmon
Sit down
American
Bar
Steakhouse
Latin
Serves Alcohol
Gift Cards Available
Highchairs Available
Parking Available
Full Bar
Free Wifi
Accepts Credit Cards
Takeout
Television
Accepts Mastercard
Accepts Visa
Accepts American Express
Reservations
Street Parking
Accepts Discover
Seating
Table Service
Wheelchair Accessible
Dinner
Mid-range
"Feeling like a little spice? In the mood for a chef that likes to add flair to her dishes? The Bullhouse is an oasis for locals and visitors who..."
Anthony Batson
"Seriously, one of the top three dinners ever!!! From the jalapenos that I could have eaten as an entree to the paprika chicken that put my whole..."
Gina Tucci Link
"My husband and I went there for our first meal as man and wife. The food was amazing and we received great service! We had wine and tapas ar the bar..."
LaShannon Cintron
"I went for dinner with friends the other night, before going dancing at Rum Runners. The prime rib special was delicious and our server, Lianna, was..."
Jonathon Benton
"The best meal I've had in a restaurant in years!!! Great service as..."
Maria Lynn Major
"---- 11/21/2015 ----We were truly impressed by our first visit to the Bullhouse that such a high level of quality could be found in this..."
Roger K
"Aged steaks and a Latin flare. Lots of aged Black Angus steaks, ceviche, and a killer guacamole, freshly prepared at tableside. Nice list of modestly..."
North Country Rambler
"I was pleasantly surprised by the menu, more Latin leaning then Mexican, with a good selection of aged steaks and not a cimichanga in sight. Choices..."
North Country Rambler
"Wowed! 🤩 As a vegan on a roadtrip adventure, the mountains can be a tricky place to have a delicious and unique dining experience! My husband and..."
Cher B
"What a gem! The menu is unbelievable and very interesting! I have lived in several urban areas and this restaurant ranks among the very best! Make..."
lynn cole
"Lovely service. The food was good and the wines they have are nice as well. I wish I had tried their margaritas, but I didn't realize they had them..."
Lena Zwarg
"Tonight I neglected to tell Jeff, our waiter, how very delicious the fish special was. It was cooked absolutely perfect, and was so flavorful...."
Kathleen Rivers
"Just an amazing steakhouse, even more so if you order their latin-fusion items - I gladly drive 30+ minutes out of my way to eat here when I'm in the..."
Daniel Eig
"Cute little restaurant in Chestertown, NY. I ordered chicken and my significant other ordered steak. It was great. Service was wonderful. I would..."
Holly Campbell (Holls)
"Nice upscale restaurant to have dinner within The Blue Line. Casey was our server and she was born knowledgeable about the menu and attentive. We..."
StephenJ W
Main Street Ice Cream Parlor Inc.
82
/100 (1338 ratings)
Dessert
Gluten Free Options
Soups
Vegan Options
American
Cafe
American
Soups
Vegetarian Friendly
Vegetarian Friendly
Gluten Free Options
Vegan Options
Brunch
Breakfast
Lunch
Salad
Tuna
BLT
Sandwiches
Ice Cream
Burger
Café
American
Soups
Seating
Table Service
Wheelchair Accessible
Gift Cards Available
Parking Available
Highchairs Available
Takeout
Lunch
Brunch
Breakfast
Mid-range
"Fantastic spot for locals and visitors. Breakfast and lunch are great. Tasty and inexpensive fare set in a historic turn of the century schoolhouse,..."
Joey Messina
"Anniversary breakfast was AMAZING!!! We have literally never had anything less than a fantastic meal here. Totally worth the 45 minute trip to get..."
C Chelsea
"We love the ice cream parlor! It’s like cheers of the ADK’s! Everytime we go in, we see the same smiling faces to help us, and the food is..."
Molly McCarthy
"What a great find on our trip! Excellent food and service. Would highly recommend stopping by if you are in the area! Also, make sure to get, The..."
Thomas Hubert
"Delicious home cooking! Stopped by for lunch and the food was yummy, service very friendly and they even had a cute gift shop. Will definitely be..."
Donna Grudier
"Great food & desserts!! Fashion shop upstairs is great? The pretty young lady clerk was amazing even called to book a great dinner restaurant for..."
Ronald Neal
"Kinda like The Silo and Papa's Diner. Great food, and fancy casual atmosphere with a gift..."
Amy Behnke
Blue Bird Tavern
70
/100 (468 ratings)
Restaurants
Bar
Pub
American
Bar
Pub
American
Dinner
Lunch
Salad
Burger
Sit down
Bar
Pub
American
Seating
Serves Alcohol
Takeout
Dinner
Lunch
Cheap Eats
"The Guide Burger is by far the best and the shoestring fries are awesome! Love this place, small town local bar..."
Taylor Ann Butterworth
"The best food and fair price in chestrtown egg sandwich. And cheesesegg are the best in town. My wife and i go every week.i might add chestrtown s a..."
Robert Walsh
"I would give the Blue Bird 6 stars if I could just for the longevity and consistency of the crab cake recipe! Everyone is welcome and everyone gets..."
Pamela Yerkes Sautter
"The best old time bar in America with by far the best Crab Cake in..."
John T. Warrington
"I like the ppl and the bartender and the Cook ..."
Michelle Boyles Timms
"Haven't bee there! But... here good things.... Added them to the GoPlayPool App directory as well!..."
Ramin Bakhtiari
"Great little place o hang out. We go there every time we are in..."
Rick Baker
"Rockfish sandwich and a cold beer...can't beat it with a..."
Davis H. Jefferson
"Great food and great staff!!!!! Good old fashion country bar feel! Stop by and see the bartenders I promise you will not regret..."
Justin Parsons
"Great local tavern amazing food and a great atmosphere ,lovely..."
William Claudie Reed III
"Love the Bird. Bring back Buckshot Creek Band soon..."
Kay Blunt Melvin
"Trish is the absolute..."
Brett Lysinger
"Inexpensive solid food. They have 2 really good bar pool tables. No credit cards excepted - cash or Venmo..."
Nick T
"Love the blue bird , quality food at a affordable price and a nice place to cool off from the heat at lunch time. Awesome staff and perfect pool..."
Christine Ward
"Wonderful perfectly cooked food and awesome cold drinks. Friendly fun nice staff! Thanks for a pleasant..."
Joyce Nicholson
"Absolutely unpretentious street bar with easy food choices. Really nice wait staff. Jalapeño poppers..."
Catherine McMichael
"Had to try the Chesapeake burger, it was amazing. I like my burger cooked medium well and it was exactly as I like..."
matthew zerbe
O'connor's Pub
70
/100 (251 ratings)
Restaurants
Bar
Pub
Irish
American
Dinner
Lunch
Late Night
Crab
Fish & Chips
Burger
"Best Guinness in the United States. Frank, Me Ma and Frankie are amazing. Truly make you feel like you are at..."
CJ Porter
"Nice people. Excellent service. Even for 14 hungry men!!! ..."
Jeff Richter
"Wonderful friendly place. Food is delicious and a huge selection of drinks. Love..."
Elizabeth Bonass
"Always enjoyed going there every time I was in..."
Daryl Quinn
"Sound bunch a lads! Tá suil agam, go bhfuil sibh go-maith..."
James Purcell
"Best Pub In Maryland Great Staff And Wonderful..."
Brett Lysinger
"Great..."
Bernie Brennan
"Bartender (possibly owner?) was a great guy and quite accommodating to our small group of four. No one else was sitting outside on the patio with us,..."
Collin Bartoldus
"Went around 11:30 on a Friday morning, found it to be quiet. Sat at the bar and had great service from the bartender behind it. Philly cheesesteak..."
CaitlÃn Keller
"This is a great place to eat. The food is homemade and fresh. I have never had a bad meal. The bangers and mashed are delicious. The sandwiches..."
Barbara Bixby
"An absolute must visit. Especially on a Wednesday! Or Wingsday as us locals call it. The most friendly service around and GREAT..."
Dan Franklin
"It's a cool place to chill with you friends may be a little dingy but when you're in a town this small you can't be..."
Ben Masclans
"Quaint little place with good service and all you can eat wings on..."
En Den
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