Pittsfield · Berkshire County, MA
Where to take visiting family in Pittsfield
Scout analyzed 49 Pittsfield places and surfaced the ones that actually fit visiting family.
Places analyzed
49
Matches
24
Typical spend
—
Typical visit
1.3 hr
Scout-verified spots
Food & Drink
RARE 297 Steakhouse
Food & Drink
Proprietor's Lodge
Food & Drink
Chocolate Springs Cafe
Food & Drink
Otto's Kitchen & Comfort
Hearty American breakfast, lunch & dinner served in a relaxed dining room with big front windows.
Lenox
Haven
Upscale American breakfast & lunch cafe with an in-house bakery & patio seating.
Food & Drink
No. Six Depot Roastery & Cafe
House-roasted coffee & simple fare served in a rustic-chic cafe with a gallery of local art.
Food & Drink
District Kitchen & Bar
Intimate tavern featuring seasonal American fare in a modern setting, plus craft brews & cocktails.
Food & Drink
La Fogata | Colombian • Latin
Informal eatery offering traditional Colombian & Latin American platters & a global beer list.
Food & Drink
RJ'S RESTAURANT SEAFOOD/CHOPS/PASTA
Food & Drink
Sibaritas Restaurant Inc
Outdoors
Mount Greylock State Reservation
With hiking & a summit road in season, the highest point in the state offers 60- to 90-mile views.
Food & Drink
Patrick's Pub
Irish-style bar offering hearty American pub eats & brews on tap in a cozy, wood-&-brick setting.
Food & Drink
Roasted Garlic
Quaint family-owned eatery dishing up wood-fired pizzas, burgers, pastas & sandwiches.
Food & Drink
99 Restaurants
Kid-friendly pub chain offering classic fare like burgers, wings & salads in informal surrounds.
Food & Drink
Zucchini's | Italian
Comfy restaurant offering American & Italian bites such wood-fired pizza, veal marsala & hamburgers.
Food & Drink
Dottie's Coffee Lounge
Upbeat coffee shop offering espresso drinks, light breakfast/lunch fare & jazz brunch on Sundays.
Arts & Culture
The Mount, Edith Wharton Cultural Center
Author Edith Wharton's turn-of-the-century estate offers tours & hosts frequent cultural events.
Food & Drink
Mazzeo's Ristorante
Buzzy, family-owned Italian mainstay known for its housemade ingredients and extensive wine list.
Nightlife
Methuselah Bar and Lounge
Rustic-chic eatery & lounge serving organic wines & craft beer paired with local New American fare.
Food & Drink
Applebee's Grill + Bar
Full-service chain bar & grill providing hearty American eats in an informal setting.
Sports & Recreation
Wyndhurst Golf & Club
High-end rooms & suites on 380 acres, plus numerous sports facilities & dining options.
Food & Drink
BB's Hot Spot at The Lantern Bar
Nightlife
Antimony Brewing - Craft Brewery & Kitchen
Nightlife
Hangar Pub and Grill of Pittsfield
No reservation needed
Walk in tonight.
Book ahead
Book tours and tickets in Pittsfield
Lock in the parts of the plan that sell out — tours, tastings and timed-entry tickets across Pittsfield.
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Make it a night out
Staying over in Pittsfield?
Hotels, resorts and vacation rentals across Pittsfield — book the stay and make a full weekend of it.
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