9 Best Cocktail Bars near Pittsfield

101 Restaurant & Bar American • $$
1 West St, Pittsfield

Customers` Favorites

Fried Chicken Sandwich
Crawfish Mac & Cheese
Smoked Pork Belly
Country Fried Pork
Shrimp and Grits
Fish and Chips
Oxtail Toast
French Fries
Caesar Salad
Pork Tacos

“I went to dinner last week with a friend and my significant other. Everything we had was delicious! Shrimp and grits were AMAZING! We also had pulled pork with the dirty rice. So good! Not to mention the drinks..... Craig served us amazing drinks!! We will be back“

4.2 Good47 Reviews
Methuselah Bar and Lounge Wine Bar • $$
391 North St, Pittsfield

Customers` Favorites

Pigs in a Blanket
Marinated Olives
Chicken Tacos
Korean Kalbi

“We were traveling and spending the night at the Hotel On North. They recommend this place for a drink and it did not disappoint. We had the cheese board with drinks and then came back after dinner. The bartenders were great! We will be back.“

4.1 Good60 Reviews
Sideline Saloon Bar • $$
434 Fenn St, Pittsfield

“I've been in search for a great old throw back feel to Brooklyn Irish pubs. The great pubs are usully Irish ones. I found sideline and I must say with in minutes I felt a level of comfort. The owner Colleen was smart and engaging , fun to talk with.The GUINESS was the highlight for my husband it was perfect. There was no food but that didn't matter. The best Irish pubs have no food and offer good conversation and,the customers were filled with good conversation. I love this place. I will return to listen to their music when they have music. First time there but not the last time there. I was beginning to lose hope in finding a good Irish pub.I can't wait until football season to catch a game. They promised us the Steallers !! LolGreat establishment.Annie“

4 Good10 Reviews
El Habanero Mexican Grill Pittsfield MA Mexican • $
685 Merrill Rd, Pittsfield

Customers` Favorites

Churros with Ice Cream
Chips and Salsa
Grande Burrito
Refried Beans
Taco Tuesday
Mexican Flan
Rice & Beans
Chimichanga
Tamales

“I ordered online, I wasn't sure what to expect but when I walked in I loved the way the place looked. On top of that it was clean and the lady who served me was very nice. What was even better was when I got home and ate the food, OMG ? it was so good I can't explain enough how much I enjoyed it!“

3.6 Good64 Reviews
Cello Restaurant American • $$$
37 Church St, Lenox - 6.49 miles

Customers` Favorites

Pâté

“Run, don’t walk to Cello! Truly a gem in the dining scene of The Berkshires! Small, intimate and cozy with food that is so fresh and innovative! Amanda, Cody and the two incredible chefs have worked together as a team for quite some time and it shows through the energy, vibe and level of service at the restaurant. The menu changes nightly and it truly highlights the talents of the two chefs! To better sample the menu I had 3 starters as my meal, the kale caesar, the big eye tuna tartar and the clam croquettes. A perfect trifecta! Thank you guys for such a special evening!!“

4.8 Superb51 Reviews
Norte Azul Cantina Mexican • $$
15952 NY-22, Stephentown - 8.97 miles

Customers` Favorites

Roasted Veggie Tacos
Coconut Shrimp Tacos
Chips and Guacamole
Fried Cheese Curds
Nachos with Chicken
Chicken Enchiladas
Tres Leches Cake
Chips and Salsa
Black Bean Soup
Cowboy Burrito

“We came on a Saturday night and were seated within 5 minutes. Signs on the front door directed us to enter through a side door. It looks like in warmer weather they have seating outside which looks fun! The staff was friendly and the restaurant was fun, busy and we enjoyed the live music. The kids loved the chicken fingers and fries and the black bean soup. The Birria quesadilla was crispy and I liked the flavor. I didn't actually care for the Birria sauce (tasted like it had cinnamon in it) so I was glad they brought that on the side. We liked the tacos, too. I would pass on the Elote bites, they were too sweet with too much breading. The chips and salsa were good but overpriced. Overall would recommend.“

4.4 Superb91 Reviews
1894 Fireside Bistro & Bar Fine Dining • $$$
55 Lee Rd, Lenox - 7.58 miles

“This restaurant is amazing! The food is glorious - every bite is flavorful - whether you are dipping into a side dot of a "gelee" or eating your carrots. Every morsel is prepared so beautifully - even if you previously weren't a fan of a particular flavor or ingredient, this chef makes it sing. The menu is carefully put together to feature local ingredients and the Fruita and vegetables are meticulously chosen for the perfect ripeness. Every person in my party has very different preferences in their food and all of us were delighted with our choices. While the food is wonderful, what makes this restaurant a "must visit" on your list is the team- I have chosen this restaurant 3 times for recent special occasions and have gotten to see everyone work in concert with one another so that our service was flawless- at no time did we ever have an empty glass or wonder about an ingredient without having someone seamlessly pop by to ask - and they always knew the answer. I would specifically call out Jenny and Jamaica. They remembered us on a repeat visit and both genuinely welcomed us back making us feel very special. The restaurant, while elegant and beautifully furnished also gives the vibe of feeling warm and cozy - as you can tell, this restaurant is tops of my list. Every step of the visit was outstanding- what a difference to the visits of the past.“

4.1 Good26 Reviews
1894: A Miraval Experience Fine Dining
55 Lee Rd, Lenox - 7.58 miles

“This restaurant is amazing! The food is glorious - every bite is flavorful - whether you are dipping into a side dot of a "gelee" or eating your carrots. Every morsel is prepared so beautifully - even if you previously weren't a fan of a particular flavor or ingredient, this chef makes it sing. The menu is carefully put together to feature local ingredients and the Fruita and vegetables are meticulously chosen for the perfect ripeness. Every person in my party has very different preferences in their food and all of us were delighted with our choices. While the food is wonderful, what makes this restaurant a "must visit" on your list is the team- I have chosen this restaurant 3 times for recent special occasions and have gotten to see everyone work in concert with one another so that our service was flawless- at no time did we ever have an empty glass or wonder about an ingredient without having someone seamlessly pop by to ask - and they always knew the answer. I would specifically call out Jenny and Jamaica. They remembered us on a repeat visit and both genuinely welcomed us back making us feel very special. The restaurant, while elegant and beautifully furnished also gives the vibe of feeling warm and cozy - as you can tell, this restaurant is tops of my list. Every step of the visit was outstanding- what a difference to the visits of the past.“

4.1 Good28 Reviews
110 Grill American • $$
489 Pittsfield Rd, Lenox - 3.06 miles

Customers` Favorites

Fig and Prosciutto Flatbread
Crispy Fried Pickle Chips
Bang Bang Cauliflower
BBQ Chicken Flatbread
Pulled Pork Sandwich
Hot Honey Chicken
Mashed Potatoes
Caesar Salad
French Fries
Steak Salad

“I went here for the first time with a party of four, and it was a good experience. The food was very good, flavors, portion, and seasoning were all spot on. I ordered the apricot shrimp risotto and it was really good, also a creative dish. Our waitress, I believe her name was Shannon was great as well, very attentive, and helpful.“

3.8 Good72 Reviews
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