1
District Kitchen & Bar
American restaurant
Intimate tavern featuring seasonal American fare in a modern setting, plus craft brews & cocktails.
$$ $$
4.60 (466 reviews)
2
Five Guys
Fast food restaurant
Fast-food chain with made-to-order burgers, fries & hot dogs, plus free peanuts while you wait.
$$ $$
4.50 (898 reviews)
3
Highland
American restaurant
Unpretentious, veteran outpost for familiar Italian & American dishes like spaghetti & pot roast.
$ $$$
4.50 (386 reviews)
4
101 Restaurant & Bar
American restaurant
👍👍 I am staying at the Holiday Inn in Pittsfield and decided to get some dinner from 101 Restaurant and Bar. I'm glad I did because it was a great experience. They had live music too! The waitress was very attentive and the food was delicious. I ordered some wine and fish and chips and it was absolutel...
$$ $$
4.50 (83 reviews)
5
Soda Chef
American restaurant
👍👍 The food is absolutely amazing! I ordered the Greek Eggs and I loved them! One bite and I was hooked! Not to mention everyone there was very friendly!
4.40 (96 reviews)
6
99 Restaurants
New England restaurant
Kid-friendly pub chain offering classic fare like burgers, wings & salads in informal surrounds.
$$ $$
4.30 (1.4K reviews)
7
Otto's Kitchen & Comfort
Brunch restaurant
Hearty American breakfast, lunch & dinner served in a relaxed dining room with big front windows.
$$ $$
4.30 (1.1K reviews)
8
Hot Dog Ranch
Restaurant
👍👍 I found this joint on Google maps and originally came because I thought the name was hilarious. I fully expected this to be a hot dog stand but it was sooooo much more. I essentially showed up ironically and then proceeded to have one of the best meals I’ve had in Massachusetts! 🤤 The broccoli baco...
$ $$$
4.30 (1K reviews)
9
Hangar Pub and Grill of Pittsfield
Bar & grill
👍👍 Love this place. Great wings! Huge burgers! The waffle fries were seasoned well and crispy. Next time I'll get the tater tots cuz they looked amazing. Super friendly staff. Plenty of parking at this location. Great prices too.
$$ $$
4.20 (754 reviews)
10
Friendly's
American restaurant
Informal chain serving signature ice cream treats alongside American classics like burgers & melts.
$ $$$
4.00 (939 reviews)
11
Applebee's Grill + Bar
Restaurant
Full-service chain bar & grill providing hearty American eats in an informal setting.
$$ $$
3.90 (1.1K reviews)
12
Chili's Grill & Bar
Restaurant
Family-friendly chain serving classic Tex-Mex & American fare in a Southwestern-style setting.
$$ $$
3.80 (558 reviews)