21 Best Bars near Lenox

The Olde Heritage Tavern Bar • $$
12 Housatonic St # 201, Lenox

Customers` Favorites

Loaded Chicken Quesadilla
Spinach and Artichoke Dip
New England Clam Chowder
Philly Steak and Cheese
Buffalo Chicken Salad
Heritage Clam Chowder
Soft Baked Pretzel
Basket of Pub Fries
French Onion Soup
Fish and Chips

“We never go wrong when we head to the Olde Heritage Tavern. Great food & drinks, great service, great atmosphere!“

4.4 Superb129 Reviews
The Ostrich Room Bar • $$
10 Richmond Mountain Rd, Lenox

Customers` Favorites

Crispy Chicken Schnitzel
Burger and Fries
Side of Fries
Charcuterie
Arayes

“I love The Ostrich Room. We were lucky enough to sit on the comfy sofa in front of a roaring fireplace eating our delicious meals. The place is small, intimate, nicely spaced tables. I had filet mignon, which was unarguably one of the best cooked meats I've ever eaten. Prosecco was top notch. Staff is too. And one of the best things about this place is the musical entertainment - low key, lovely.“

3.8 Good38 Reviews
3

Brava

Brava Wine Bar • $$
65 Church St, Lenox

Customers` Favorites

Kale Salad Roasted Tomato Carrot Cheese
Grilled Lamb Chops with Minted Sauce
Swiss Chard Pine Nuts Black Garlic
Arugula Prosciutto Fontina Onion
Parmesan Truffle Fries
Crispy Chicken Wings
Tomato & Basil Soup
Patatas Bravas
Meatballs
Peppers

“My wife and I stopped in for Valentine’s Day last night and were reminded why Brava is the best restaurant in the Berkshires. We have been three times and every time we go we are impressed. Initially we were hesitant, thinking it would be over priced but it is always less expensive than we expected. Pizzas, wings, and the bread pudding were the favorites this time. 10/10.“

4.6 Superb89 Reviews
Antimony Brewing - Craft Brewery & Kitchen Brewpubs • $$
55 Pittsfield Rd, Lenox

Customers` Favorites

Antimony Burger and Truffle Fries
Nashville Hot Chicken Sandwich
Fig Salad with Grilled Chicken
Beer-Battered Fish and Chips
Antimony Burger and Fries
Balsamic Fig Pizza
Sweet Potato Fries
Spent Grain Pretzel
Patty Melt Burger
BBQ Brisket Pizza

“The food was great and the service was even better. Jake went out of his way to make us feel welcomed and comfortable. He offered advice on food selection and was attentive to our every need. He is the kind of person that you want as the example of the kind of staff that you hire. We'll be back again. Thanks Jake, and all the staff at Antimony.“

4.4 Superb312 Reviews
Common or Garden Pub Bar • $$
425 Park St, Great Barrington - 8.18 miles

Customers` Favorites

Smash Burger
Fish&Chips

“Stellar service, amazing smash burgers ❤️“

4.7 Superb44 Reviews
Moe's Tavern Bar • $
10 Railroad St, Lee - 3.93 miles

“It's a nice place, but just be warned that it's a Beer & Whiskey bar. They have very limited mixers, so very limited cocktail options. If you're a Beer and/or Whiskey fan, you'll enjoy it. They had one option each for Red & White wine in case there's a wine drinker in your group.“

4.6 Superb50 Reviews
Methuselah Bar and Lounge Wine Bar • $$
391 North St, Pittsfield - 6.95 miles

Customers` Favorites

Flourless Chocolate Cake
Sea Salt Caramel Gelato
BBQ Chicken & Onion
Pigs in a Blanket
Family Taco Night
Lavender Infused
Marinated Olives
Mushroom Tarts
Chicken Tacos
Burrata Salad

“We don't get out much so when we do, we make it count. Methuselah has fantastic food (everything is good, but the BBQ sauces they use are beyond amazing) delicious, creative drinks, and immaculate atmosphere. There are plenty of vegan, gluten free, and vegetarian options for people with specific dietary needs. The staff is just the right amount of attentive. As a bonus, they have games to play and live music! It definitely adds something special to Pittsfield.“

4.4 Superb101 Reviews
Thistle & Mirth Bar • $
46 West St, Pittsfield - 6.56 miles

Customers` Favorites

Chashu Pork Belly Ramen
Mushroom Banh MI
Marinated Egg

“Great friendly staff. Love the cocktails. Nice cozy spot. Now they have pizza. Every one I tried is wonderful. My favorite stop when I am in Pittsfield.“

4.5 Superb46 Reviews
Locker Room Sports Pub Bar • $
232 Main St, Lee - 3.68 miles

Customers` Favorites

Ruben Melt and Sweet Potato Fries
Chicken Wings with Fries
Buffalo Chicken Tenders
Big M Burger Classic
Garlic Cheese Bread
Chicken Sandwich
Half Pound Burger
Grilled Chicken
Onion Rings
Burger Combo

“Sherry was great she made great drinks“

4.2 Good95 Reviews
Bucky's Tavern Bar • $
25 Frank P, Consolati Way, Lee - 3.95 miles

“Great staff! Good times! Love the place !“

4.5 Superb14 Reviews
Italian-American Club Bar • $$
203 Newell St, Pittsfield - 6.9 miles

“nice little hole in the wall bar“

4.5 Superb11 Reviews
M & M's Tap & Tavern Bar • $$
501 US-20, New Lebanon - 9.43 miles

Customers` Favorites

Side of Whiskey Battered Onion Rings
Cowboy Burger and Sweet Potato Fries
Invisible Pizza Doesnt Fill You Up
Personal Cheese Pizza with a Drink
Cowboy Burger with Onion Rings
Wood Fired Baked Mac & Cheese
Wood Pro Twice Baked Wings
Mushroom and Swiss Burger
Chili Cheese Dog Pizza
Loaded Macaroni Cheese

“Great food but everything costs extra. Bought $67 worth of food which included 3lbs of wings for about $30-$32. Only comes with two sauces. The ranch wasn’t filled and didn’t go as far as it needed to. I will not pay $1 extra for more when you can get a bottle for about that.“

4.1 Good122 Reviews
Gallup Inn Bar • $
4 County Rte 5A, New Lebanon - 9.41 miles
4 Good3 Reviews
Sideline Saloon Bar • $
434 Fenn St, Pittsfield - 6.71 miles

“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“

3.8 Good12 Reviews
51 Park Restaurant & Tavern American • $$
51 Park St, Lee - 4.08 miles

Customers` Favorites

Beer Batter Pretzel with Mustard
Arugula Salad with Goat Cheese
Clam Chowder with Bread Bowl
Hot Honey Chicken Sandwich
Bourbon Glazed Steak Tips
Lobster Roll Sandwich
Short Rib Stromboli
Jalapeño Poppers
Burger with Fries
Brussels Sprouts

“Stopped here for lunch on the way back to Amsterdam NY, from Boston. We sat at the bar as we usually do everywhere. The service was excellent, the food came out fast and it was delicious. Will go back for sure.“

4.5 Superb274 Reviews
The Lion's Den Bar • $$
The Red Lion Inn, 30 Main St, Stockbridge - 5.33 miles

Customers` Favorites

Corn Chowder
Clam Chowder

“Good food, very friendly staff, neat rustic country inn vibe. A lovely meal all the way around. Just make sure they don't seat you outside the dining room where they have a few tables that are essentially in the busy (and loud) lobby area.“

3.9 Good516 Reviews
The Dream Away Lodge Bar & Grill • $$
1342 County Rd, Becket - 7.63 miles

Customers` Favorites

Peruvian Chicken and Rice
Chicken Tinga Tacos
Cannellini Bean Dip
Mushroom Dumplings
Quinoa Falafel Bowl
Wedge Salad
Macaroni
Momma

“First time to the Dream Away Lodge and it did not disappoint. Food was great, wait staff was very attentive, music was a good time. Highly recommend to anyone pass through the Berkshires. Can’t wait to go back!!“

4.4 Superb73 Reviews
18

Teo's

Teo's Hot Dogs • $
1410 East St, Pittsfield - 7.56 miles

Customers` Favorites

2 Hot Dogs with Sauce and Cheese Cheese Tater Tots
Hot Dog and Hot Sausage Sandwich
Hot Sausage Patty Sandwich
Hot Dog with Meat Sauce
French Fries Tater Tots
Everything Burger
Grilled Cheese
Teo's Hot Dogs
3 Way Hot Dog
Cheeseburger

“Had a fantastic stop at Teo's Hot Dogs in Pittsfield! Their famous mini hot dogs are perfection—custom-sized buns, snappy little wieners, and a chili topping that really pulls everything together. Service was quick and friendly. The space is casual and nostalgic—great for a local bite or fun stop-by.
One note: the décor could use a refresh, but honestly that didn’t matter when the food delivered so well. If you're in the area and craving hot dogs, this is a must-visit.“

4.5 Superb112 Reviews
Mazzeo's Ristorante Italian • $$
1015 South St, Pittsfield - 4.04 miles

Customers` Favorites

Chocolate Lava Cake with Vanilla Ice Cream
Prime Rib Meatballs Stuffed with Cheese
Chocolate Piano with Raspberry Mousse
Chicken Parmigiana with Cavatelli
Vanilla Bean Creme Brulee
Filet Mignon Oscar 8 Oz
Linguini Zuppa Di Pesce
Parmesan Encrusted Cod
House Made Tiramisu
Fettuccini Alfredo

“We were there in June. Food was great. Very friendly the owners gave us a jar of their spaghetti sauce. Delicious.“

4.3 Superb174 Reviews
Barrington Brewery & Restaurant American • $$
420 Stockbridge Rd Unit 4, Great Barrington - 10.33 miles

Customers` Favorites

Beer Battered Onion Rings
Cajun Chicken Sandwich
Chocolate Stout Cake
Great Beer and Food
BBQ Brisket Sandwich
Beer Battered Fries
Cheddar Ale Soup
Chocolate Cake
Fish and Chips
BBQ Brisket

“On our way home from drone daughter off at camp we stopped in. I got the brisket and rib combo. My wife got the burger. We got a pretzel and Mediterranean snack. It was all delicious. Friendly staff and nice atmosphere. I will go again.“

4.2 Good139 Reviews
Jae's 7 Winter American • $$
7 Winter St, Pittsfield - 7.15 miles

Customers` Favorites

Country Style Mashed Potatoes
Chicken Shrimp Pad Thai
Fried Chicken Wings
Broccoli Stir Fry
Crab Rangoon
Pork Gyoza
Hot Pot

“The new addition of Shabu (hot pot) is a refreshing option to the mundane offerings of most Pittsfield restaurants. Delicious and huge portions! Will be going again soon! I recommend to everyone!“

4.2 Good59 Reviews

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