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Highland Restaurant

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100 Fenn St, Pittsfield, MA 01201-6230
11:00 am - 9:30 pm
Closed now
All hours
Tue - Sun 11:00 am - 9:30 pm
More Info
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30 Reviews from our TripAdvisor Community

Traveler rating
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Time of year
Showing 30: English reviews
Leiper's Fork, Tennessee
Level Contributor
46 reviews
25 restaurant reviews
common_n_restaurant_reviews_1bd8 19 helpful votes
2 of 5 stars Reviewed 3 weeks ago

Really was hoping for more. Being around since the 1930's you would think it would be better. Sadly, it was not good. Everything tasted like it was from the freezer. Nothing home cooked here. The space could use a bit of an cleaning and update. One good thing, the server was pleasant.

Thank m c
North Adams, Massachusetts
Level Contributor
45 reviews
44 restaurant reviews
2 of 5 stars Reviewed 5 weeks ago

When in Pittsfield this is a family style restaurant with down home food at good prices. But don't expect anyting special. The best bet is the scallops sandwich. It's dirt cheap and super tasty. Check it out.

Thank Gonzology
Level Contributor
4 reviews
4 restaurant reviews
5 of 5 stars Reviewed June 1, 2016

Fried scallops were awesome! Truly enjoy them. My mother always loves going there! Pat the waitress is excellent!

Thank Jody D
Lenox, Massachusetts
Level Contributor
13 reviews
7 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
4 of 5 stars Reviewed May 22, 2016

Whenever I go to the Highland I have a whiskey sour and the fried scallops (if available), otherwise I will have the veal parm. Everyone in my family loves this place, the kids are happy and so are we. It's a busy, but charming place, with a loyal local following. It's old school with service which is as established as... More 

Thank 020660
Pittsfield, Massachusetts
Level Contributor
6 reviews
4 restaurant reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
4 of 5 stars Reviewed February 12, 2016

Nice place can have a quick bite in & out at counter or take a table relax & enjoy. Great selection of Italian/American Everything from a sandwich to a full meal. Service is good & severs are pleasant. It's the kind of place that has regulars for sure

Thank timothyn612
Pittsfield, MA
Level Contributor
14 reviews
6 restaurant reviews
common_n_restaurant_reviews_1bd8 6 helpful votes
5 of 5 stars Reviewed October 19, 2015 via mobile

I have been dining at the Highland since I was a child. My mother would bring me and my grandmother into Pittsfield once a month for a girls day out. Now I take my daughters, son, and grandchildren for our special occasions. The food is excellent and you get good sized servings for low prices. I highly recommend anyone who... More 

Thank strbryshtk8k
Centennial, Colorado
Level Contributor
93 reviews
67 restaurant reviews
common_n_restaurant_reviews_1bd8 31 helpful votes
4 of 5 stars Reviewed October 15, 2015

Evidently this is a Pittsfield staple restaurant. I know why! Good home cooked meals. My veal was delicious. The dinner came with bread, salad, and a side of spaghetti. Be sure to get the house Italian salad dressing. Many of the pies are house made. I recommend the coconut cream. Yummy.

Thank COmamma
Pittsfield, Massachusetts
Level Contributor
5 reviews
4 restaurant reviews
4 of 5 stars Reviewed June 30, 2015

Very busy restaurant. Good food & friendly service. Good for a night out. Good variety of food & desserts.

Thank Marge A
Level Contributor
23 reviews
21 restaurant reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
4 of 5 stars Reviewed June 30, 2015 via mobile

The Highland serves simple and delicious Italian American classics like spaghetti and meatballs and several dinner plate options. It is always fast and fresh and consistently good for lunch or dinner.

1 Thank kay_k00
Adams, Massachusetts
Level Contributor
17 reviews
9 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed May 20, 2015

There is nothing to dislike about this place. Amazing service, great food, and great company! If you have to get anything, get anything with Veal in it, or get their chicken broth soup! Its to die for, plus there is different types of seating as well. From sitting at an old fashion lunch bar, to sitting at the bar on... More 

Thank jksm100816

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Restaurant Details

Rating summary
  • Food
    4 of 5 stars
    4.5 of 5 stars
  • Value
    4.5 of 5 stars
    3.5 of 5 stars
Italian, American
Lunch, Dinner
Restaurant features
Takeout, Seating, Waitstaff, Serves Alcohol
Good for
Dining on a budget, Families with children
Open Hours
11:00 am - 9:30 pm
11:00 am - 9:30 pm
11:00 am - 9:30 pm
11:00 am - 9:30 pm
11:00 am - 9:30 pm
11:00 am - 9:30 pm
Location and Contact Information
  • Address: 100 Fenn St, Pittsfield, MA 01201-6230
  • Location: United States  >  Massachusetts (MA)  >  Berkshires  >  Pittsfield
  • Phone Number: 413-442-2457

Questions & Answers

Questions? Get answers from Highland Restaurant staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?