20 Best American Restaurants in Pittsfield

District Kitchen & Bar American • $$
40 West St, Pittsfield

Customers` Favorites

Cheese Board and Charcuterie Board
Side of Parm-Crusted Asparagus
Bacon Burger and Fries
Pan Roasted Salmon
Truffle Fries
Steak Frites
Public Salad
Pei Mussels
Brie Burger

“Reliably consistent quality food with great service. Very attentive to food allergies and/or celiac disease. Menu changes with the season. Better than any restaurant in Lenox.“

4.3 Superb132 Reviews
Roasted Garlic American • $$
483 W Housatonic St, Pittsfield

Customers` Favorites

Whole Roasted Garlic Head
Chicken Bacon Ranch Pizza
Cypress Eggplant Sandwich
Buffalo Chicken Sandwich
The Roasted Garlic Pizza
Stuffed Banana Peppers
The Roasted Garlic
Chicken Parmesan
Chicken Francese
Big Daddy Burger

“The Roasted Garlic is my family's favorite pizza while visiting the Berkshires. The menu offers something for everyone...pizza, pasta, sandwiches, salads, appetizers, desserts, beverages. All made fresh!! Definitely a place to not miss.“

4.4 Superb164 Reviews
Soda Chef American • $
161 North St, Pittsfield

Customers` Favorites

Greek Eggs Full Order
Blueberry Pancakes
Cheese Omelet
Home Fries
Hamburger
Bacon
Toast

“Serving the area for over 50 years!!!“

4.5 Superb33 Reviews
Highland American • $
100 Fenn St, Pittsfield

Customers` Favorites

Large Order of Spaghetti and Meatballs with Salad
Veal Cutlet Parmigiana with Spaghetti and Salad
Southern Fried Chicken with Spaghetti and Salad
Eggplant Parmigiana with Spaghetti and Salad
Veal Cutlet with Spaghetti and Salad
Spaghetti with Meatballs
Chicken Cutlet Sandwich
Hot Veal Parm Sandwich
Chicken Parm Sandwich
Prime Rib Queen Cut

“Family of 5 , 3 adults and 2 children ate tonight. Everything was outstanding. A hidden gem we encourage all in the area to experience!“

4.4 Superb69 Reviews
BB's Hot Spot at The Lantern Bar American • $
455 North St, Pittsfield

Customers` Favorites

Burger

“The food is amazing ! Best Caribbean food in town. The goat curry and oxtail were delicious! The owner is very nice and they have a superb bartender! The Caribbean punch is sooo good. Don’t forget to try the homemade ginger beer and sorrel, combined it’s even better!“

4.2 Good67 Reviews
Hot Dog Ranch American • $
114 W Housatonic St, Pittsfield

Customers` Favorites

Hot Dogs Made Out of 100 Percent Sausage Dog
Tater Tots Made Out of 100 Percent Taters
Broccoli Bacon Cheddar Bites
Our Famous Baby Hot Dogs
Fried Chicken Sandwich
Buffalo Mac & Cheese
Fried Cheese Curds
Chili Cheese Tots
Mac \u0026 Cheese
French Onion Soup

“My boyfriend and I visited the Hot Dog Ranch last night. He had to go back after having the Special, Porterhouse steak last week. He thought the steak was amazing! They were not serving the Porterhouse last night so he ordered the Delmonico Steak. He really enjoyed that one as well!! He was a very happy man. Still talking about it this morning :) I had the Stone Bridge Chicken. I substituted provolone cheese for feta. It was excellent.“

4.2 Good125 Reviews
99 Restaurants American • $$
609 Merrill Rd, Pittsfield

Customers` Favorites

Country Fried Chicken Family Meal Deal
Towering Midnight Fudge Cake
Crunchy Pickle BBQ Burger
Homestyle Chicken Pot Pie
Vermont Cheddar Burger
Colossal Lobster Roll
Lunch Fish N Chips
Chicken Parmigiana
Mozzarella Moons
Chicken Tenders

“I had lunch with the family today. We had a waiter named Jerome. He was very friendly I believe he should get a raise or something“

4.2 Good150 Reviews
101 Restaurant & Bar American • $$
1 West St, Pittsfield

Customers` Favorites

Fried Chicken Sandwich
Catfish Andouille Ragu
Chicken and Dumplings
Crawfish Mac & Cheese
Cajun Rubbed Salmon
Loaded Baked Potato
Smoked Pork Belly
Country Fried Pork
Shrimp and Grits
Fish and Chips

“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“

4.1 Good68 Reviews
Zucchini's Italian • $$
1331 North St, Pittsfield

Customers` Favorites

Red Wine Braised Beef Short Ribs
Prince Edward Island Mussels
Chicken Marsala Meal
Create Your Pizza 10
Seafood Fra Diavalo
Chicken Parmigiana
Margherita Pizza
Seafood Risotto
Fried Zucchini
Eggplant Stack

“Great service nice size portions and reasonable prices.“

4.5 Superb130 Reviews
O'Laughlin's Pub Pubs • $
342 Merrill Rd, Pittsfield

Customers` Favorites

Fish Fry

“Great prime rib and fish fry dinner. Ist time there last Friday, will go again. Danielle was the bartender and not only served drinks, but waited on tables. She was awesome. Nothing fancy, a local place, with great dood and service!“

4.6 Superb37 Reviews
Cim's Tavern Sports Bar • $
429 Fenn St, Pittsfield

Customers` Favorites

Peanut Butter and Jelly
Grilled Ham and Cheese
Buffalo Chicken Wings
Mozzarella Sticks
Jalapeno Poppers
Chicken Tenders
Fried Scallops
Beer and Wings
Grilled Cheese
Steak Sandwich

“Cims is like my Cheers. Yes, when I go there a lot of people do know my name. But I can go by myself and strike up a conversation with anyone from anywhere and have fun. It is really nice to get to know people from the area, as well as out of town who have never experienced the Berkshires. I highly recommend all of their food, but some of my favorites are the Brandy wings bone in or boneless, I think they call them Cims Wings. The lobster roll is delicious as are the fried scallops and the Fried chicken basket. It is usually on the special board. It is a very sweet better and totally delicious. I have never in 15 years been disappointed with any food I get from there. They also have a great beverage selection as well as many TVs to watch a variety of sporting events including the weather channel“

4.5 Superb42 Reviews
Applebee's Grill + Bar American • $$
Berkshire Crossing Shopping Center, 555 Hubbard Ave, Pittsfield

Customers` Favorites

Four Cheese Mac & Cheese with Honey Pepper Chicken Tenders
Four-Cheese Mac & Cheese with Honey Pepper Chicken Tenders
Bacon Cheddar Grilled Chicken Sandwich
Potatoes with Shrimps and Chicken
Honey-Chipotle Crispers & Waffles
Bourbon Street Chicken & Shrimp
Bourbon Chicken and Shrimp
Chicken Broccoli Alfredo
Spinach & Artichoke Dip
Garlic Mashed Potatoes

“Jess is an exceptional server! Always smiling and never forgets the ranch.“

3.7 Good138 Reviews
Hudpucker's Pub & Grill Sports Bar • $
101 Wahconah St, Pittsfield

Customers` Favorites

Hudpucker Signature Burger
Hudpucker Pretzel Sticks
Grilled Steak Sandwich
Basket Regular Fries
Build Your Own Burger
Fried Fish Sandwich
Mozzarella Sticks
Wahconah Wings 10
Hudpucker Tenders
Nachos

“Love this place! Servers and bartenders are wonderful and they have great food!!!! Shout out to Hillary and Carrie(spelling may be wrong)“

4.4 Superb82 Reviews
Krispy Krunchy Chicken Fast Food • $
524 North St A, Pittsfield

“Great to have A-Mart back!!! Store looks amazing and the deli rocks!!! Missed those breakfast sandwiches and deviled eggs!!!!! Staff is great and always helpful.“

4.1 Good14 Reviews
Flo's Diner Diner • $
1245 W Housatonic St, Pittsfield

Customers` Favorites

Two Eggs Scrambled with Sausage Links and San Francisco Sourdough Toast
Scrambled Egg Home Fries Toast Bacon
Eggs Home Fries and Toast Breakfast
It Was a Breakfast Platter
Blueberry Pancakes 3
Bacon and Home Fries
Philly Cheesesteak
Seafood Salad on A
Raspberry Pancakes
Blueberry Muffin

“the food was alright but for such a simple order they got it wrong. There were only 2 tables that were occupied. I wouldnt think it would be hard to remember toast home fries and eggs“

4.2 Good114 Reviews
Proprietor's Lodge American • $$
22 Waubeek Rd, Pittsfield

Customers` Favorites

Delmonico Steak with Crispy Onion Straws & Mashed Potatoes
Sweet Baby James Pulled BBQ Pork
Fried Haddock and French Fries
Philly Cheese Steak Sliders
Mediterranean Salad
King Cut Prime Rib
Seared Ahi Tuna
Berkshire Board
Mac and Cheese
Chicken Wings

“Unfortunately, after stopping by Saturday April 9 2026, it appears this wonderful restaurant is no longer serving lunch and dinner to the general public on a walk-in basis. They have transformed to a 90% catering only facility with the exception of their Sunday brunch (according to their website)

You know a good thing when you find it. This was excellent! From the service to the quality of the food. Add an amazing landscape overlooking a quiet lake on a sunny day, that's a total win. We had the Delmonico steaks and they were cooked perfectly, tender and seasoned lightly with salt and pepper. the steaks were served with fresh creamy mashed potatoes and topped with lite and crispy onion straws. The side of carrots and green beans tasted super fresh not from a bag of frozen veggies. What a nice surprise.

Definitely going back.

Also the venue space looked wonderful, kind of peaked in the window and I would say it looks like a nice place to have an event.

The menu has something on there for everyone and was very reasonable.“

4.2 Good136 Reviews
Friendly's Ice Cream & Frozen Yogurt • $
841 Dalton Ave, Pittsfield

Customers` Favorites

Build Your Own - Medium Sundae
Hunka Chunka PB Fudge Sundae
Lil' Scoop Cheese Quesadilla
Impossible Burger and Fries
Strawberry Shortcake Sundae
Kids Build Your Own Sundae
Mini Mozzarella Sticks
Hunk a PB Fudge Sundae
Kids Cone Head Sundae
Grilled Chicken Salad

“Love 💗 there “Super Melts, Delicious 😋 Clam Chowder and There Ice 🧊 Cream 🍦🍨” is Out of This World!! Very Very Delicious 😋 for Friendly’s!!“

4.2 Good163 Reviews
Otto's Kitchen & Comfort Brunch • $
95 East St, Pittsfield

Customers` Favorites

Kenleighs Belgian Waffle w Strawberries
2 Eggs Ham Home Fries and Toast
Texas Style French Toast
Biscuit French Toast
Blueberry Pancakes
Berry Berry Salad
Breakfast Burrito
Chicken & Waffles
The Deli Platter
Brisket Omelette

“JUST a BLT? Not from Otto's. That bad boy was loaded, and the bacon was crisped to sandwich perfection. chef's kiss, with consent of course. Don't know who the chef was, this is a gamble. Why do we have to kiss the chef when we like the food...?“

4.2 Good215 Reviews
Tavern At The A Bar & Grill • $
303 Crane Ave, Pittsfield

Customers` Favorites

Dine in: Yes Takeout: Yes

“Jim and everyone who works there are wonderful“

4 Good36 Reviews
Krispy Krunchy Chicken Fast Food • $
730 East St, Pittsfield

Customers` Favorites

Traditional Wings
Fried Chicken
Family Fries
PC Chicken
Sandwich
Breast
Tenders

“Best Chicken in the World 😋😋😋😋 seasoning is perfect and chicken always fresh daily.“

4 Good41 Reviews

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