Best Restaurants for Date Night in Pittsfield, Massachusetts · Page 2

Guest praise · Pittsfield, Massachusetts

More places guests recommend.

Best for Romantic Dates · Pittsfield, Massachusetts

Best for Romantic Dates · Places 26–50

Illustrative image: Close-up of a bright coastal restaurant dish
#26

Jae's 7 Winter

Pittsfield, Massachusetts

69.8
View Restaurant
Illustrative image: Moody restaurant interior with polished service
#27

Friendly's

Pittsfield, Massachusetts

67.4
View Restaurant
Illustrative image: Chef-led tasting counter framed in warm wood
#28

Tito's Mexican Bar & Grill

Pittsfield, Massachusetts

73.8
View Restaurant
Illustrative image: High-end plated dish
#29

Just Kickin It Bar B Que

Pittsfield, Massachusetts

56.9
View Restaurant
Illustrative image: Refined sushi or chef counter interior
#30

Port Smitt's

Pittsfield, Massachusetts

13.6
View Restaurant
Illustrative image: Destination dining room
#31

Madison Cafe

Pittsfield, Massachusetts

57.4
View Restaurant
Illustrative image: Close-up of a bright coastal restaurant dish
#32

Samel's Deli and Catering

Pittsfield, Massachusetts

65.5
View Restaurant
Illustrative image: Moody restaurant interior with polished service
#33

Sen Sushi

Pittsfield, Massachusetts

13.5
View Restaurant
Illustrative image: Chef-led tasting counter framed in warm wood
#34

Krispy Krunchy Chicken

Pittsfield, Massachusetts

72.0
View Restaurant
Illustrative image: High-end plated dish
#35

Ramunto's Pizza Express

Pittsfield, Massachusetts

52.9
View Restaurant
Illustrative image: Refined sushi or chef counter interior
#36

Applebee's Grill + Bar

Pittsfield, Massachusetts

78.6
View Restaurant
Illustrative image: Destination dining room
#37

99 Restaurants

Pittsfield, Massachusetts

69.6
View Restaurant
Illustrative image: Close-up of a bright coastal restaurant dish
#38

Sol's Mediterranean Grill

Pittsfield, Massachusetts

13.5
View Restaurant
Illustrative image: Moody restaurant interior with polished service
#39

Doc's Deli

Pittsfield, Massachusetts

61.7
View Restaurant
Illustrative image: Chef-led tasting counter framed in warm wood
#40

Mezzie's Variety

Pittsfield, Massachusetts

13.9
View Restaurant
Illustrative image: High-end plated dish
#41

Roman's Restaurant & Cuchifritos

Pittsfield, Massachusetts

14.3
View Restaurant
Illustrative image: Refined sushi or chef counter interior
#42

SOFRA TURKISH MEDITERRANEAN GRILL

Pittsfield, Massachusetts

73.7
View Restaurant
Illustrative image: Destination dining room
#43

Hangar Pub and Grill of Pittsfield

Pittsfield, Massachusetts

68.3
View Restaurant
Illustrative image: Close-up of a bright coastal restaurant dish
#44

Just Kickin' It Bar-B-Que, pittsield

Pittsfield, Massachusetts

63.6
View Restaurant
Illustrative image: Moody restaurant interior with polished service
#45

Williams Street Market & Deli

Pittsfield, Massachusetts

62.5
View Restaurant
Illustrative image: Chef-led tasting counter framed in warm wood
#46

House of India

Pittsfield, Massachusetts

69.1
View Restaurant
Illustrative image: High-end plated dish
#47

Subway

Pittsfield, Massachusetts

56.9
View Restaurant
Illustrative image: Refined sushi or chef counter interior
#48

Subway

Pittsfield, Massachusetts

55.1
View Restaurant
Illustrative image: Destination dining room
#49

Lulu's Tiny Grocery

Pittsfield, Massachusetts

13.9
View Restaurant
Illustrative image: Close-up of a bright coastal restaurant dish
#50

Crown Fried Chicken & Grill

Pittsfield, Massachusetts

46.9
View Restaurant