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Trouble and Sons Pizzeria, Whitefish Bay, WI

Trouble and Sons Pizzeria

4.7
4.7
333 Reviews
$30 and under
Italian
From-scratch Italian fare, cocktails and wine in a rustic and welcoming atmosphere.
Reservations at troubleandsonspizzeria.com.
Curbside to-go not currently available.
Our Reservation Policies:
- Maximum reservation/table size on our PATIO is 6 guests.
- Maximum reservation/table size in our DINING ROOM is 10 guests.
- All guests must arrive within 15 minutes of reservation time.
- Payment with one check is required.
- A 20% gratuity may be added to parties of 6 or more.

Make a reservation

2 people

7:30 PM


Booked 3 times today

Additional information

  • Dining style

    Casual Dining

  • Cuisines

    Italian, Pizzeria

  • Hours of operation

    Dinner Tue, Wed 5:00 pm–8:00 pm Thu–Sat 5:00 pm–9:00 pm

  • Phone number

    (414) 800-5015

  • Payment options

    Discover, MasterCard, Visa

  • Dress code

    Casual Dress

  • Owned/operated by

    LGBTQ+, Women

  • Executive chef

    Chef Chris Feldmann

  • Catering

    Everything on our menu is available for catered events.

  • Private party facilities

    Call our events and catering manager for information at 414-704-8970.

  • Neighborhood

    Whitefish Bay

  • Cross street

    N Kent Avenue

  • Parking details

    Street Parking

  • Additional

    Bar/Lounge, Beer, Cocktails, Full Bar, Gluten-free Options, Patio/Outdoor Dining, Takeout, Vegan, Wheelchair Access, Wine

Popular dishes

What 333 people are saying

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.7
4.7 based on recent ratings
  • 4.6Food
  • 4.8Service
  • 4.7Ambience
  • 4.5Value

NoiseModerate

Loved For

  • Wisconsin

    Good for Groups

  • Wisconsin

    Neighborhood Gem

  • Wisconsin

    Italian

  • Milwaukee

    Best Value

  • Milwaukee

    Kid Friendly

  • Milwaukee

    Good for Groups

  • Milwaukee

    Neighborhood Gem

  • Milwaukee

    Italian

Sort by

Filters

  1. z

    z726beth

    Milwaukee

    150 reviews

    vip
    5.0

    150 reviews

    Dined 5 days ago

    overall5food5service5ambience5
    Their pizza is great - absolutely is all it's cracked up to be. Also highly recommend the grilled italian wedge salad. We will go back.
  2. c

    candyman

    Milwaukee

    46 reviews

    vip
    5.0

    46 reviews

    Dined on November 19, 2022

    overall5food5service5ambience5
    Excellent food and excellent service!!
  3. JH

    JudyH

    Milwaukee

    2 reviews

    5.0

    2 reviews

    Dined on November 18, 2022

    overall5food5service5ambience5
    Had an enjoyable dinner. Service was great. Food was excellent. Would recommend eating there.
  4. JG

    JulieG

    Milwaukee

    1 review

    vip
    5.0

    1 review

    Dined on November 17, 2022

    overall5food5service5ambience5
    We, again, enjoyed our experience! So glad to have them in WFB!
  5. c

    candyman

    Milwaukee

    47 reviews

    vip
    5.0

    47 reviews

    Dined on November 16, 2022

    overall5food5service5ambience5
    Everything was excellent. A real gem!!!
  6. CM

    ClaireM

    Milwaukee

    10 reviews

    3.0

    10 reviews

    Dined on November 15, 2022

    overall3food3service3ambience4
    It took quite a while to get our order but it was so good. Loved the pizza.
  7. SL

    SarahL

    Milwaukee

    9 reviews

    5.0

    9 reviews

    Dined on November 13, 2022

    overall5food5service5ambience5
    Great food, excellent service, great ambience. We’ll definitely go again!
  8. OT

    OpenTable Diner

    1 review

    5.0

    1 review

    Dined on November 11, 2022

    overall5food5service5ambience5
    The service was amazing and so was the food. We’ll definitely be back!
  9. C

    Carrie

    1 review

    5.0

    1 review

    Dined on November 10, 2022

    overall5food5service5ambience5
    The food was amazing!! Service was friendly and swift. Very personable!!!
  10. MG

    MG123

    Milwaukee

    6 reviews

    vip
    3.0

    6 reviews

    Dined on November 4, 2022

    overall3food2service4ambience3
    Food was not as good as it used to be.
  11. MK

    MKEretiredgirl64

    Milwaukee

    12 reviews

    5.0

    12 reviews

    Dined on October 29, 2022

    overall5food5service5ambience5
    Always love going to Trouble! So glad they are open again!
  12. DB

    DuaneB

    Milwaukee

    5 reviews

    vip
    5.0

    5 reviews

    Dined on October 29, 2022

    overall5food5service5ambience5
    Best pizza in the Milwaukee area. I highly recommend it.
  13. d

    doccheesehead

    Milwaukee

    40 reviews

    vip
    5.0

    40 reviews

    Dined on October 29, 2022

    overall5food5service5ambience5
    First time back with new menu. Same welcoming vibe. Pallini Di pasta app (bread, cheese, olive oil) is outstanding. Double trouble pizza still awesome. Tuscan salmon has great flavors with very tasty pasta. Waitstaff, including Shannon and Tonieh are fantastic as always!
  14. SL

    SarahL

    Milwaukee

    10 reviews

    5.0

    10 reviews

    Dined on October 15, 2022

    overall5food5service5ambience5
    Excellent menu, food, service, and ambiance. We will definitely go again.
  15. T

    Trudy

    Milwaukee

    182 reviews

    vip
    5.0

    182 reviews

    Dined on October 15, 2022

    overall5food5service5ambience5
    Food was fabulous and so was the service! Ann Marie even greeted me when I got there and I hope I am spelling her name correctly! I totally enjoy this restaurant as well as her other place, Moxie! I was glad to see how busy it was, and I wish it was open later than 9 o’clock, but I am grateful that the restaurant is there for everyone to enjoy! I will definitely continue going there and eating their exceptional food!
  16. FD

    FineDiner

    Milwaukee

    13 reviews

    vip
    5.0

    13 reviews

    Dined on October 8, 2022

    overall5food5service5ambience5
    We have dined at Moxie several times, the waitress mentioned about Trouble and Sons and told us both restaurants are the same owners. We went there for dinner one night and love the food, service is excellent and will definitely go back again.
  17. c

    candyman

    Milwaukee

    47 reviews

    vip
    5.0

    47 reviews

    Dined on October 8, 2022

    overall5food5service5ambience5
    Everything was excellent!!!
  18. SW

    SusanW

    Washington DC

    3 reviews

    5.0

    3 reviews

    Dined on October 8, 2022

    overall5food5service5ambience5
    Second time here in two weeks - food, service and atmosphere are outstanding! The calamari, bread and arancini starters are delicious. Calamari is perfectly cooked and tender. Enjoyed the double trouble pizza (with cauliflower crust - amazing!). Second visit had salmon with pasta - again, all wonderful and cooked perfectly. The staff are terrific. Great cocktails too. Such a gem of a place and so glad they are open again!
  19. MB

    MatthewB

    Milwaukee

    15 reviews

    5.0

    15 reviews

    Dined on October 7, 2022

    overall5food5service5ambience5
    A great dining experience as always. So happy they’ve reopened. It was very busy last night and that was wonderful to see.
  20. MB

    MarkB

    Milwaukee

    2 reviews

    vip
    5.0

    2 reviews

    Dined on September 30, 2022

    overall5food5service5ambience5
    So great to have this restaurant back.
  21. MS

    MaryS

    Milwaukee

    14 reviews

    2.0

    14 reviews

    Dined on July 30, 2022

    overall2food2service1ambience1
    Sorry the entire menu wasn’t available due to chef illness. But, we greatly admired how the staff adjusted and carried on. Good thoughts for his recovery.
  22. FD

    FineDiner

    Milwaukee

    13 reviews

    vip
    5.0

    13 reviews

    Dined on July 30, 2022

    overall5food5service5ambience5
    It was our first timer to have dinner at Trouble and sons Pizzeria, it was too bad that they didn't have the Chef, so they couldn't serve Entrees. As I don't eat meat so I ordered the Veggie Pizza which is delicious. Can't wait going back there again and try the other items on the menu.
  23. OT

    OpenTable Diner

    Milwaukee

    1 review

    5.0

    1 review

    Dined on July 13, 2022

    overall5food5service5ambience5
    Wonderful dinner with friends. We miss the “Moxi” pizza but the new offerings were wonderful.
  24. ML

    MollyL

    Washington DC

    22 reviews

    vip
    5.0

    22 reviews

    Dined on July 9, 2022

    overall5food5service5ambience5
    Always fantastic service and food!
  25. F

    Fred

    1 review

    2.0

    1 review

    Dined on July 9, 2022

    overall2food2service2ambience2
    Took 1.75 hrs to receive dinner. Pasta was flavorless. Kitchen staff put our orders after delivery orders. Wasn't waitresses fault at all. Food was nothing exciting.
  26. RK

    RobertK

    Milwaukee

    5 reviews

    5.0

    5 reviews

    Dined on July 7, 2022

    overall5food5service5ambience5
    The service was great. Our pizzas were delicious. Dinner outdoors was so enjoyable.
  27. T

    Trudy

    Milwaukee

    182 reviews

    vip
    5.0

    182 reviews

    Dined on June 24, 2022

    overall5food5service5ambience5
    Love trouble and sons and the food was fabulous! Dined with four other friends a couple of days prior to my birthday to celebrate and we had a great time. Service was Wonderful! I will be back!
  28. OT

    OpenTable Diner

    Milwaukee

    6 reviews

    5.0

    6 reviews

    Dined on June 19, 2022

    overall5food5service5ambience5
    Trouble and Sons never disappoints! The food, service, and ambiance are always top notch.
  29. OT

    OpenTable Diner

    Milwaukee

    13 reviews

    5.0

    13 reviews

    Dined on June 17, 2022

    overall5food5service5ambience5
    Great food! And great service! It was our first time here but I'm sure it won't it be our last!
  30. F

    Foodie

    Milwaukee

    5 reviews

    5.0

    5 reviews

    Dined on June 4, 2022

    overall5food5service5ambience5
    Food and drinks were outstanding - garlic bread is a must have! The waitresses and waiters were exceptional, possibly the best service we’ve had!
  31. OT

    OpenTable Diner

    Philadelphia

    2 reviews

    vip
    5.0

    2 reviews

    Dined on June 3, 2022

    overall5food5service5ambience5
    We ate outside it was great. Good wine list.
  32. SF

    SteveF

    Milwaukee

    24 reviews

    5.0

    24 reviews

    Dined on June 2, 2022

    overall5food4service5ambience5
    Great service as always
  33. n

    nancym

    Milwaukee

    1 review

    5.0

    1 review

    Dined on May 31, 2022

    overall5food5service4ambience4
    The pizza was absolutely DELICIOUS but your glass of wine price was OUTRAGEOUS. I enjoyed going out for dinner and relaxing with a glass of wine, but next time I will think twice after paying $13.00 for one glass. That’s unacceptable.
  34. J

    Jenny

    1 review

    5.0

    1 review

    Dined on May 28, 2022

    overall5food5service5ambience5
    It was a very nice place we had multiple staff for our party of 8.
  35. OT

    OpenTable Diner

    Philadelphia

    3 reviews

    vip
    5.0

    3 reviews

    Dined on May 28, 2022

    overall5food5service5ambience5
    Great atmosphere, food and service. Love the owners.
  36. c

    candyman

    Milwaukee

    47 reviews

    vip
    5.0

    47 reviews

    Dined on May 27, 2022

    overall5food5service5ambience5
    Excellent food, service!
  37. k

    kimm

    1 review

    3.0

    1 review

    Dined on May 26, 2022

    overall3food1service4ambience4
    Very disappointed. Last time I went to restaurant it was prior to the pandemic and the food was good. Yesterday, I had a pizza and it was not good. The salad didn't enough dressing but the mozzarella stick was very good. I will not go back. 😞
  38. KS

    KimberlyS

    1 review

    5.0

    1 review

    Dined on May 20, 2022

    overall5food5service4ambience5
    Delicious! It was it first visit and won’t be the last. Garlic bread was absolutely amazing and worth the cost. Margarita pizza was very good, interesting with the pesto. Spaghetti and meatballs also good
  39. CG

    ClaudiaG

    Milwaukee

    42 reviews

    vip
    5.0

    42 reviews

    Dined on May 18, 2022

    overall5food5service5ambience5
    A group of us celebrated a family birthday. It was a wonderful event! The service was excellent! We ordered pizzas, salads and tiramisu. Everything was outstanding. We will definitely return!
  40. P

    Prontomac

    Washington DC

    408 reviews

    vip
    4.0

    408 reviews

    Dined on May 14, 2022

    overall4food4service4ambience5
    Large party well served by staff. Pizza very tasty. Garlic bread outstanding. Well managed restaurant

Safety precautions

  • Cleaning & sanitizing

    • Surfaces sanitized between seatings
    • Digital, disposable or sanitized menu provided
    • Sealed or wrapped utensils used
    • Common areas deep-cleaned daily
  • Physical distancing

    • Limited number of seated diners
    • Distancing maintained in common areas
    • Extra space between tables
  • Screening

    • Sick staff prohibited in the workplace

FAQs

Trouble and Sons Pizzeria offers takeout which you can order by calling the restaurant at (414) 800-5015.

Trouble and Sons Pizzeria is rated 4.7 stars by 333 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

Make a reservation

2 people

7:30 PM


Booked 3 times today
Google Map for Trouble and Sons Pizzeria

133 E Silver Spring Dr, Whitefish Bay, WI 53217

Additional information

  • Cross street

    N Kent Avenue

  • Neighborhood

    Whitefish Bay

  • Hours of operation

    Dinner Tue, Wed 5:00 pm–8:00 pm Thu–Sat 5:00 pm–9:00 pm

  • Cuisines

    Italian, Pizzeria

  • Dining style

    Casual Dining

  • Dress code

    Casual Dress

  • Parking details

    Street Parking

  • Payment options

    Discover, MasterCard, Visa

  • Owned/operated by

    LGBTQ+, Women

  • Executive chef

    Chef Chris Feldmann

  • Additional

    Bar/Lounge, Beer, Cocktails, Full Bar, Gluten-free Options, Patio/Outdoor Dining, Takeout, Vegan, Wheelchair Access, Wine

  • Phone number

    (414) 800-5015

  • Catering

    Everything on our menu is available for catered events.

  • Private party facilities

    Call our events and catering manager for information at 414-704-8970.

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