Location: Chestertown
Top Restaurants in Chestertown
Top 10 restaurants in Chestertown, United States
Chestertown is a hamlet of the Town of Chester, in Warren County, New York, United States. It is located by the junction of Route 8 and U.S. Route 9, in the Adirondack Mountains. The population was 677 at the 2010 census, which lists the community as a census-designated place.
Things to do in Chestertown
1. Cafe Adirondack
Overall Ratings
4.5 based on 222 reviews
Relocating from Myrtle Beach and specializing in Coastal Carolina Cuisine, classically trained chef/owners Tony and Ann take pride in offering wonderful food, reasonable prices, and great friendly service! We're the hottest spot in the North Country! We are thrilled to be serving you from our NEW location at 5 Olmstedville Rd. still in Pottersville- just a half mile south of the old location at the intersection of Rt. 9 and Olmstedville Rd. Still the same menu...same great staff...a little more space in an awesome Adirondack atmosphere!
Reviewed By shark4rae - Cudjoe Key, Florida
We went during a week night when Seagle Colony was showing a play - it was packed! The hostess seemed overwhelmed and a little disorganized - we were sat 25mins after our reservation time (not the 'few' she told us at arrival).
It's a nicely decorated restaurant in otherwise quiet Pottersville. The tables are real home style dining room tables and very nice. The salads were very fresh and good size. I had the soup special of Gumbo, which was flavorful and excellent. Entrees are mostly steak and seafood, but we had a chicken and pasta dishes which were done well. The wine list is very limited, but byo is welcome and I don't think they charge corkage. I'd recommend byo..
2. Main St Ice Cream Parlor
Overall Ratings
4.5 based on 200 reviews
We are a family owned business that opened in 1990. Our restaurant specializes in soups, sandwiches, salads. All food is prepared from scratch, in the summer we grow our vegetables/herbs organically in our garden. Located upstairs you will find a unique clothing boutique and gift shop. We are open 7 days a week with extended hours in the summer.
Reviewed By Table42 - Clifton Park, NY
Enjoyed a weekend lunch here, taking respite from a cold rainy day in this bustling restaurant-gift shop. The Arnold Palmer, Nantucket soup and crab cake sandwich were great and the almond joy sundae was perfect for sharing. The service was fast, friendly and efficient. I would go out of my way to return here!
3. The Lazy Moose Garden Market
Overall Ratings
4.5 based on 21 reviews
Reviewed By CSSnowshoer - New York City, New York
This is a very convenient and practical place to stop. Its a general store, a nursery, a deli and a gift shop. Something for everyone. We had sandwiches, soup and pie, served by a pleasant young woman.
4. Odd Duck
Overall Ratings
4.5 based on 40 reviews
Reviewed By Roger K - Clifton Park, NY
Certainly you’ve heard the expression, “That’s an odd duck.” It’s generally used to describe an unusual, different or strange individual. So what is it that causes this restaurant to be called the Odd Duck? Maybe it’s because it’s an unusual, different or strange restaurant?
Well, if it’s unusual, it’s because the food is unusually good. If it’s different, it’s because it’s different from anything else in Chestertown. If it’s strange, it’s strange that more people don’t know about it and aren’t beating a path to its door.
We showed up on a Saturday evening around 6 pm. Granted, it was late October and most of the leaves had already fallen off the trees so there were not a lot of people out looking to enjoy the Fall colors. And depending upon your perspective, happily or sadly, there was no snow on the hills yet calling out to the schussboomers. But with a motto posted outside saying “Eat Drink Laugh” we felt confident that we had selected the right place for dinner.
With a half dozen or more of craft beers available on draft, we were a third of our way through their motto as we enjoyed pints of Ubu ($6 each). My wife marveled at their selection of bourbon/whiskey. The bar has a comfortable homey feeling about it with a couple of high-top tables and a single standard table. Off in a separate room is the main dining area with about eight standard tables with early American style chairs and duck hunting print, window valences.
Obviously, we felt this was a place where we should try something with duck, so from the appetizer menu we ordered the Duck Wings ($9) along with a cup of their Seafood Gumbo ($4). Four large meaty duck drumsticks with a cherry BBQ glaze were really flavorful and sticky wash-your-hands-before-your-entrée good. Not super crispy because of the glaze, but that didn’t matter. The house-made Gumbo was truly full of great flavors and nice and thick. An excellent Winter-warmer if you decide to order a bowl full.
Here we were just approaching our main courses and we felt we had already accomplished two-thirds of their motto.
My wife decided upon the Ahi Tuna Salad ($12) for her dinner while I went with the Short Ribs ($18) entrée. The Tuna Salad presentation was very impressive. The tuna was prepared like a sushi roll by wrapping it in spinach, seaweed and panko crumbs and deep frying it. The greens, tomatoes, and the rest of the salad were placed within a circular form of mandoline sliced cucumbers. A ginger soy vinaigrette was served on the side. She really enjoyed it.
My braised beef short ribs was a very sizeable portion of meat topped with a wild mushroom demi glace and accompanied by horseradish mashed potatoes and grilled zucchini, carrots and cherry tomatoes. The rib meat was soooo tender and tasty and the demi glace had a wonderful earthy flavor. The seasonal vegetables had a nice grilled flavor that went well with the demi glace.
When our server asked if we were interested in dessert, my wife laughed and said she was stuffed. I laughed also and said, “tell me what you have and maybe you can twist my arm.” We had now fulfilled their entire motto. Hearing that they made their own Cobblers ($6), from the choice of apple, peach or cherry I chose the cherry with a scoop of vanilla ice cream. The cobblers were individual puff pastries freshly baked in a muffin tin and then served with the appropriate fruit topping dolloped inside. Adding a cup of coffee ($2.50) to go along with dessert, I not only felt that I had fulfilled their motto, but I probably also waddled out like an odd duck.
Service was excellent – friendly, attentive, helpful and welcoming. There are a few more things that we saw on the menu that we look forward to trying on another visit. And it’s my understanding that they have a nice patio area on the backside of the building.
5. Black Bear
Overall Ratings
3.5 based on 65 reviews
Breakfast Lunch Dinner /bar
Reviewed By denmiller2003 - Ocean City, Maryland
Neat decor. Very interesting and inviting. Good food and the portions were large. The menu is extensive.
The Restaurant has lots of seating including a small bar. There is a large pub attached with a large bar and tons of seating.
The staff was pleasant and very accommodating.
Be sure to read the history of this establishment prominently displayed.
We are so glad we found this gem. We will return on future visits.
6. Silver Star Restaurant
Overall Ratings
4.5 based on 59 reviews
Come join us at the Silver Star Restaurant, you will enjoy the water view. Watching the ducks, geese, loons and heron relaxes the soul. Fabulous colors can be captured as the sun sets on Faxon Pond. Warm yourself by the wood burning fireplace on cooler nights. Our eclectic menu includes large juicy burgers, 18 inch pizzas, seafood selections, pastas, pate', and pork and chicken wings. View are menu for full listings. The friendly and attentive staff look forward to your visit. Owner operated in both the kitchen and front of the house. We are open Spring, Summer, and Fall.<br><br>We can accommodate private parties for your special occasion and we do accept reservations. WiFi and take out available.<br><br>We are closed for the 2016 season. Thank you all and see you in the Spring.<br>Bridgette & Aaron
Reviewed By msj151 - Wallingford, Connecticut
We were at the Silver Star twice in the last two weeks. We enjoyed a great dinner at the restaurant and loved our seats that overlooked the pond. Fabulous burger, and very good shrimp scampi. Generous portions gave us enough for lunch the next day.
Two weeks later we had carry out dinner from Silver Star and once again we had great dinners. Not always easy to please 6 adults from various backgrounds and likes. Jambalaya, fried clams, scampi, salads and wings - all great.
Don't miss a chance to enjoy a meal here. Warm, friendly people and a talented chef - you can't ask for more!
7. The Hub
Overall Ratings
4.5 based on 18 reviews
The Hub is a cafe, bar, and bicycle shop that features locally roasted espresso, all local craft beer and cider on tap, live music, cycling events, and more!
Reviewed By Batmanwest
My wife and I try to go every weekend when we are upstate. Nice place that serves craft beers and wine. Sandwiches, salads and pizza on menu for lunch. Pretty spot overlooking the pond in center of town. The owners and staff are extremely friendly. I highly recommend
8. Jimbo's Club at the Point
Overall Ratings
4.5 based on 15 reviews
Reviewed By Travelpapi153 - Rochester, New York
I recently stayed at Jimbo's for a weekend wedding experience and had the time of my life. The family wedding could not have been better as the location, food and hotel options complimented the entire weekend. We were treated to bon fires, games, scenic views, great food and an elegant affair that will be remembered forever. By far, this was the best wedding I have ever attended and it was largely in part due to the location. Thank you for a great time and a memorable experience.
9. Buttino's Italian Bistro
Overall Ratings
4.5 based on 46 reviews
Our Italian Bistro will sure to delight you. Try one of our delicious Entrees, Panini, Wrap, Fresh Salad, or a specialty Pizza. Enjoy our cozy family friendly atmosphere and our friendly staff.
Reviewed By Batmanwest
Had six people coming north for weekend and did not wish to cook. Decided to give Buttino's a try. Stopped by in afternoon and spoke to Nick who was very helpful. I ordered a tray of chicken parm, spaghetti, bread, sautéed broccoli and some cannolies...MoreWe are so happy to hear that you and your guests enjoyed their food and you enjoyed the experience. We look forward to seeing you and helping with your future needs. But really, only 4 stars :)
10. The Bullhouse
Overall Ratings
4 based on 137 reviews
The Bullhouse has the delicious Latin American comfort food that you crave in an upscale, yet casual environment in the heart of Chestertown. Our wide range of entree choices include steaks ranging from a 22 oz. prime strip steak, to a Black Angus prime sirloin. We have seafood, soups, and salads as well. Join us for tapas and starters such as the Beef Empanadas. Pumpkin Raviolis, or Smoked Mozzarella. While you're at it, our full bar has an impressive selection of craft beers and fine wine to go along with your unforgettable meal. Looking for a quick bite in the late afternoon? Join us for happy hour every day from 5 - 6PM where you can check out our buy one, get one free special on draft beer, domestic bottles, house wines and spirits! If you're interested in a friendly competition with your friends, stop by on Thursday nights for Trivia Night. At The Bullhouse, we have a passion for quality food that encompasses far-reaching varieties of flavor that we're confident will exceed your standards of what Latin American cuisine can be. We're located in the historical Remington Building which will create a classical charm to go along with your dining experience. Whether you're a Chestertown local or someone from out of town, we're looking forward to you joining us here at the Bullhouse.
Reviewed By patsjag28 - Naples, Florida
Since we recently moved to Chestertown for the summer, we were eager to find some restaurants and began asking around. The Bullhouse came up a couple of times so we decided to give it a try last night. After checking out the menu and searching for reviews on TripAdvisor we called for a 7 pm reservation, then took the short drive over from Loon Lake.
We arrived about 10 minutes late and were greeted warmly and seated immediately. It was fairly crowded mostly with families with small children. I certainly don't mind children but I mention it because if you are looking for an adult evening evening out it would have been difficult to carry on a quiet conversation. I imagine since this is the start of the season, we will see a lot of that.
When we were brought to the table, the menus were already placed and water glasses filled....like they were expecting us....nice touch. Our server Sharon came over to take our drink orders, my husband ordered a Sam Seasonal ($5) and I, a glass of Ca'Donini Montepulciano ($7). Deep ruby red color with hints of berry. It was quite good considering it can be purchased for less than $10. Warm and crispy homemade chips and salsa were brought to the table....another nice touch.
My husband ordered a Caesar salad ($8) which Sharon told us was large enough for two if we wanted to split it. Since she brought over settings for both of us, we did. It was quite unusual since it is grilled baby artisan greens, so it is served warm with flaked grana padano and homemade in-house creamy Caesar dressing. The presentation was very nice, as pictured below.
For entrees, I was looking forward to a new item which was a pan seared salmon with a cranberry honey mustard walnut glaze ($21). I opted for the sweet potato puree, which is really mashed potatoes. I love sweet potatoes but something in the preparation made them a bit too sweet tasting for me. My husband chose the Twin Petite Filet ($21). These are two 3 oz medallions, requested medium rare which is the way they arrived, however he stated they were not as tender as he would have liked. He ordered the baked potato and both entrees were served with green beans and a square of cornbread. We don't usually use salt but we each found ourselves salting the beans a couple of times.
Upon Sharon checking up with us, my husband added a glass of Babor Cabernet ($8) to his meal. Sharon was an excellent server, attentive but not intrusive.
My rating is less than best mostly because it literally took 45 mins to get our meals, the not-so-tender filets and my salmon had a couple of bones in it. If I found them toward the end of the meal, not as big a deal, but when it's at the beginning, you spend the rest of your meal continually searching for more.
The total bill for the dinner and drinks came to $74.70 with tax. With the standard 20% tip, tack on an additional $15.
They have specialty nights such as Tuesdays are Burger nights and Wednesday are Mexican nights. We are both unsure of whether we will return at this point but I think everyone deserves a second chance, perhaps on one of the Special nights.
