The owner was fabulous! Very chatty, and we loved it! James took the time to talk to us about art, and share some of his favorite local places- like a flower farm and a chocolate farm. (Both were amazing! Thanks James!) Renee was our waitress and she did not steer us wrong! Everything we ordered was fabulous. And she made me a lovely blood orange cocktail If you want great food and some of the character, and charm, of this cute little town- then you won't be disappointed! read more

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The website claims that West Street Grill is "fine dining". That's far from the truth. It's a beat up old place where the food is ok. Skip the peasant bread - which is one slice of store bought bread with some cheese sauce on it. They should be embarrassed to charge $15 for that. Their signature pasta dish is a mishmash of ingredients smothered by red sauce. The 1/2 chicken and steak frites were good. The server was nice but it was not a "fine dining" experience by any definition. read more

This is a very low key but upscale restaurant. Understated style with full bar and top notch cuisine. Professional waitstaff provides quiet, competent service. We had the portobello egg sandwich and the Scottish salmon with an excellent French Sauvignon blanc. Both were delicious and not run of the mill fare. Expect to pay a little more for the quality you will enjoy. This is a destination restaurant. read more

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The lunch menu is heavy on sandwiches. The waiter was heavy on "I could care less." By a 1:00 searing on a Sunday, the restaurant had run out of decaf coffee and dessert. No-one came by to ask if we wanted a second glass of wine (we did). The pastas were boring. The peasant bread was delicious, but do not get it if you don't want a mountain of cheese. The interior of the place is unwelcoming and stale. Go anywhere else. read more

Ok. Just ok. Firstly - someone give this place a deep cleaning. Our table was "clean" but sticky. Thank goodness we sat at the booth by the open outdoors. The food was ok yet quite overpriced and everyone is just a bit pretentious. Like relax. This area has few choices yet the selection keeps growing with time so this place will certainly need to up its game. Overall, average food served with an aura like they are better than Daniel in NYC. A pass for me next time. read more

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Picked this for lunch since it was rated best in Litchfield. Frankly disappointed at $28 for a BLT sandwich. Did not find the referenced NYC vibe or unique menu that would justify $$$$. Just a high priced country tavern. Does have a good bar and superior service! Not special. read more

I rarely leave reviews, but I feel the need to warn fellow travelers about West Street Grill. My wife and I spent a night in Litchfield and chose this spot based on local and online recommendations--big mistake. From start to finish, the experience was a mess. The owner runs the front of house and seemed more focused on chatting with regulars and sniffing every pour of wine than actually managing service. The staff looked overwhelmed, and unfamiliar guests like us were clearly deprioritized. Tables seated after us received multiple courses before we even got our appetizer. We ordered the salmon board and two rigatoni pastas with wine, and everything was just... fine--nowhere near the quality or flavor you'd expect for the price. The atmosphere was tense, with the owner drinking and arguing with staff, and the place itself felt unkempt--sticky tables, flies buzzing around, and an overall lack of attention to detail. The kicker? As we were leaving, the owner suddenly became attentive, asking (borderline demanding) for a review after ignoring us all evening. It was awkward and disingenuous. There's clearly a management issue here. I'd skip this place if you're looking for a pleasant dining experience. Save your time and money--and grab dessert at Arethusa Farm instead; it's fantastic. read more

West Street Grill - Flies at our table, and more throughout our experience. - New American Near Me - Litchfield, Connecticut

We had lunch at West Grill meeting a friend who drove down from Massachusetts. The service was excellent. The owner is warm and attentive. Food was wonderful. We had tomato salad with salmon, a hamburger and a chicken sandwich. The chicken was cooked perfectly. It was moist and well spiced. We followed our meal with a lava cake that was perfectly prepared. Highly recommend this restaurant. read more

Another great meal in the soft jazz atmosphere of the WSG. Always attentive and friendly service, excellent cocktails, delicious soup and tasty entrees. James O'Shea has earned his stellar reputation through knowledge and hard work. A special place to meet with friends, read more

First let me start with the food was fabulous!! We had the burrata special to start then various salads and the soup social. So kudos to the chef!! What made me leave the 2 star rating was due to the 2 waiters (male) who were surely and less than helpful. When asked what the soup of the day was we got a one liner ... squash, with no descriptor whether it was creamed based or other. Our entrees were delivered before the appetizer plates were cleared and had our waiter come back I would have loved a second glass of wine with my entree, their loss of revenue. Likewise refilling out water glasses was also a battle. Will not go back. read more

We called to make a reservation for a Sunday dinner and were informed they didn't take reservations passed 6:45pm on Sunday's as they close early. They only require your first name for a reservation. The service was nothing exceptional from the reservation call to the actual dine in experience. The food was also just alright. I ordered the portobello entree which wasn't too bad. I also tried a bite of my husbands pasta dish which was just ok. The good thing is that they had a handful of vegan options which was very cool. Their guacamole was good. We were seated in a partial booth type of table which looked like it could use a little cleaning. The seat was black so it was a little more obvious to see between the edge sidings. read more

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Excellent Summertime experience. We were able to sit outside and enjoy a delicious pasta dinner. Burgers are also delicious and strongly recommend. Service was first rate too read more

I live in LA but when I visit my sister in the Berkshires, we make a regular pilgrimage to West Street Grill. Everything there is delicious, especially the peasant bread and their summer salads... I've never had a bad meal there, and the wait staff is also delightful. My strongest possible recommendation! read more

Do not eat here I was a dishwasher here and it took me 4 hours to clean the potato press meaning it was not cleaned in years I literally had to take my razor knife and scrape it clean not to mention I had to scrub pans that were used as drawers that were filled with rat fecies read more

I have never felt the need to write a negative review before, but after my recent experience at this restaurant, I felt it was necessary to share my disappointment. At the end of July, we chose West Street Grill to celebrate my birthday with my husband and two dear friends, but unfortunately, it turned out to be a regrettable decision. We arrived eight minutes before our reservation and waited at the host area to be greeted and shown to our table. Despite most of the tables being empty, we waited for ten minutes before being acknowledged. When we were finally greeted by the owner, he asked for our reservation name and then simply pointed to a table, saying, "You can go sit over there." Our waiter did not introduce himself when he approached our table and was not welcoming at all. We ordered a cocktail to start, the Grey Goose Cosmo was the one highlight of my dinner - it was perfect. Sadly, the rest of the experience went downhill from there. For starters, we each ordered the Local Heirloom Tomato Salad from Tara Farm, priced at $19, and added the Burrata for an additional $7. For $26, we received what looked like a small white ball and red diced mush. After giving our dinner order, our waiter disappeared and did not return to take further drink orders. Our husbands had the short ribs, which were overcooked and dried out. My salmon was overcooked and swimming in something that looked like tomato soup. My friend asked our waiter for a recommendation between the two salmon dishes, and he suggested the one with pasta, which also turned out to be a disappointment. When our waiter finally returned with a glass of wine for my husband, he had already finished what he could of his dinner. Throughout the evening, we felt ignored as we watched a young server smile, set tables, and bring out orders, while the owner chatted, laughed, and sat down with obvious locals. At one point, after conversing with a table next to ours, the owner arrogantly said what did you think of the tomatoes and continued on how great their salad was and their attention to detail, without giving us a chance to respond. I do not mind spending money on an enjoyable dining experience, especially on my birthday, but this experience was anything but enjoyable. We had two starters, four entrees, a cosmo, two old fashions, and two glass of wine. The drinks were the only thing we enjoyed besides each other's company. I can't believe we paid $400 for a terrible birthday dining experience, and will NEVER go back. read more

Ambiance is NYC bistro- cozy and comfortable. Food is always excellent- great selection. Nice wine selection. My sisters and I have been coming for lunch every year since 2022. Service is fast and reliable. read more

We had the most amazing lunch! The service was first rate and the ambiance was perfect for entertaining our out of town guests! The owner came our table to chat with us and was incredibly gracious! This restaurant is our favorite in Litchfield! read more

There is no better place to have a fine lunch in middle Connecticut than the West Street Grill in Litchfield. The restaurant is cozy and well planned both for the food and the ambiance. The tables are well spaced so you will never feel crowded or sharing a conversation with strangers at the next table because the decibel level is so loud so people have to shout over music to be heard. But come for the food not the furniture. There are multiple choices of traditional favorites (burgers, chicken, salads) or unexpected culinary highlights you might expect in higher priced restaurants. The peasant bread is a good way to start. Our waiter was competent and service was very attentive. Our food was delivered promptly and cooked to order. In all, we will definitely be back. read more

We love this restaurant and the owner, James, is great! They have incredible food! Especially their corned beef (Reuben) sandwich! We came here twice to enjoy it since it is only on the menu during St. Patrick's day. Their peasant bread, burrata and desserts (Limoncello & cheesecake) are awesome as well! We look forward to returning! read more

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Highly recommend! Dinner was amazing. The short ribs were absolute perfection. Both the service and food exceeded expectations.

Don't get it twisted and think just because James is Irish and owns West Street Grill in swanky Litchfield, CT that you'll get boring bar food. And it isn't your raucous night spot either. The yellow wall tones, the seating and that bar area (even if it's stool-less) gives West S. a cozy and inviting feel- in a graceful dining space. West Street G. happened by chance and without a reservation, we were welcomed just fine after a busy morning buying vintage items. Have no doubt, our dishes were all very nice. From my delicate Cauliflower Tempura (needed salt to make them pop), to hubs Caesar to my Fish & Chips to hubs' bun-less burger- we enjoyed it all. Despite our server being a bit aloof about what a Bellini was, she was pleasant. Service from James though topped it, he was so warm and hospitable- and man...does he have jokes. read more

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This is hands-down our favorite restaurant in Litchfield County. The food is absolutely delicious. The restaurant is charming and cozy and service is excellent. Top notch for dinner for two and for groups. Everyone loves it. read more

We didn't eat at the restaurant, but we had an AWFUL experience w one of the waiters in the parking lot that was horrible! For some reason, he parked in the spot reserved for EVs even though he doesn't have an EV. We were fortunate to find him and asked him to move his vehicle. Not only did he not apologize for the inconvenience, he said "he didn't care" and was extremely rude. Wow. I was shocked. We were visiting from out of town and were very disappointed by this attitude. We will definitely NOT visit this establishment. read more

Consistently wonderful food and great service! we alway stop here when in Litchfield and will continue to do so! Overall two derail experience. read more

returned year after year for fine food, fresh, creative and satisfying had a vegan chocolate mousse that was incredible this restaurant would be a winner anywhere MJK read more

Wonderful experience for a light afternoon lunch. Service and ambiance unmatched. James chatted and gave us some great recommendations for our visit! read more

Food was delicious, I'd recommend the salmon starter, the short ribs and curry! Everything we had was delicious but those were my favorites in particular! Great dirty martinis by Ryan as well :) It's always good to see James, the owner, too!! read more

Impressed with the food and the sauces. Everything was delicious. Service was very good too. Menu is on the higher end, although the restaurant has a casual vibe. See my pics. Will go back for sure. read more

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Not sure why the good reviews for this place. Over priced and staff not friendly. Our waitress was friendly until we got our food and then never came to check on us. The person who brought our appetizer just kind of dropped it on our table with a disgusted look on his face. Tried to make small talk with the owner and he acted like he couldn't bother. We got the Peasant Bread for the appetizer. It was overcooked on one side. Our entrees were the Black Angus Hamburger and the Freshly Made Cheese Ravioli. The hamburger was decent enough but the ravioli was a HUGE disappointment. Not sure what they mean by "freshly made" but it was like the frozen ravioli you can make at home. Seven pieces of ravioli with generic tomato sauce for $29 and you don't even get bread with it. A coke was $6! This place is not worth your time or money. read more

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This is my new favorite restaurant. I went for Litchfield's 2023 restaurant week, and can't understand how I passed it before so frequently and never knew how amazing the food was inside. The interior is bright, clean, and cozy. Lots of animals photos adorn the walls, and there is definitely a horse focus. The seating is a mix of booths and tables with chairs. I was invited to try two types of complimentary bread - regular and "burnt" (don't be put off, it was just crispy!). The latter was definitely superior, with more taste and texture. Also, apparently better for you! Now the peasant bread - eat it when it gets to the table, it's best eaten hot! There's an amazing layer almost Alfredo-like between the cheese and the bread. My appetizer was grilled asparagus, which had the perfect amount of bite. The pan roasted trout had a crispy skin, even with the delicious sauce on top of it. There were surprise mashed potatoes, which were so creamy, I saved them as the last perfect bite. Dessert was a rich chocolate mousse cake, and pure chocolate excellence. Between the great food (which aren't even my favorite foods, they're just GREAT foods) and great service, I can't wait to go back! read more

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Went this weekend, the waiter was rude. My burger was supposed to be cooked well done, it came bloody. I had to get up and approach him and he then sent the host to deal with it. The host was great, but both times we've gone the male waiters aren't friendly, they seem uninterested in their jobs. Find another job as you are in the customer service industry. The burger was good but $24....we won't be going back. read more

Enjoyed my anniversary dinner with my hubby on a sunday night with the locals and the proprietor who gave us special drinks and great conversation. Classy, friendly and tasty bistro been around forever and is what makes Litchfield special. read more

West Street Grill is always a great dining experience to cap off a day of showing our out of town guests around. The food is delicious and the atmosphere is perfectly relaxing. httpas://www.instagram.com/weststreetgrill_ct/ read more

Stopped in for a quick bite with my sister in law and we were immediately pleased by the atmosphere and attention of the staff. We started with the guacamole-tasted freshly made we loved it. I got the salmon burger it was delicious! They were accompanied by great fries! My sister in law loved her burger. I will definitely return! read more

It is rare to find a lovely restaurant with delicious food, AND amazing service. The owner is such a kind, sweet man- he takes the time to talk with all of his customers. You can tell that this is a business built out of love and I'm so glad we stumbled upon it. The food is fabulous! Highly recommend the mussels and vegan Cesar salad! read more

I was there with six other women for lunch last week. The food was good but not a great selection of lunch options. Our waiter was the worst I've had in 25 years!! He was SO rude & not the least bit accommodating. He kept snapping back answers & wasn't the least bit helpful!! After all that he made a mistake in our bill & in correcting it he double charged us!! It's taken a week to sort that out!! After several calls to them they suggested it would be easier if we corrected it on our end!! Easier for whom? All in all a very unpleasant experience!! read more

We had lunch today (10/25/2025) at the West Street Grill and it was wonderful. We had a 12:30 reservation and the restaurant was packed. They had a table ready for us but we opted for a 10 minute wait for a larger table (the wait was less than 10 minutes.) Despite the crowd, the service was excellent and the food very high quality, delicious. The crowd clearly had many regulars in it (no wonder because of the service and food quality) and the wait staff was friendly and accommodating. My wife and I would not pass on an opportunity to eat here again. read more

To start, I never write reviews good or bad. I felt I needed to in this case. The server were great.very friendly and kept checking on us. However, we learned more about the owner, his partner and his drinking habits before the salad came. A word to the wise, as an owner you probably should spend more time with the chef instead of enjoying your bar. The shortrib was crunchy, dried out. Our meal consisted of a salad we split, shortrib,fish, ice tea and 1 cosmo.$150.00 I don't mind spending the money if it's good. Another word to the wise, as an owner you should keep your politics to yourself. At least know who you are talking to.its Also not very becoming to stand in front of your shop and tell people they can't parking in the general parking area. Safe to say you lost more than two customers. read more

Me and my wife made a reservation here and the owner/host was super personable, friendly and funny. We were greeted and remembered from our reservation and treated very nicely. We were then sat and served the best ravioli's that we'd ever had. We were also about to leave when the owner found out it was my wife's birthday and quickly ran to the back to grab us a lemon cake to celebrate. Overall the ambiance and environment was very welcoming and nice, would definitely recommend! read more

Delicious food- a cozy atmosphere and great place to eat dinner!!! We came here after a full day of hiking and enjoyed everything we ate. Peasant bread was SO GOOD. Salads, fish and pastas- so tasty! read more