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Trouble and Sons Pizzeria, Whitefish Bay, WI

Trouble and Sons Pizzeria

4.6
4.6
384 Reviews
$30 and under
Italian
TEMPORARILY CLOSED WHILE WE WORK ON STAFFING.

From-scratch Italian fare, cocktails and wine in a rustic and welcoming atmosphere.
Reservations at troubleandsonspizzeria.com.
Our Reservation Policies:
- We do not take PATIO reservations. Patio seating is first come, first served.
- Maximum reservation/table size in our DINING ROOM is 8 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.

Permanently Closed

This restaurant is permanently closed.

Order delivery or takeout

Additional information

  • Dining style
    Casual Dining
  • Price
    $30 and under
  • 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
    Call our events and catering manager for information at 414-704-8970.
  • Private party facilities
    Call our events and catering manager for information at 414-704-8970.
  • Neighborhood
    Milwaukee
  • Cross street
    N Kent Avenue
  • Parking details
    Street Parking
  • Additional
    Bar/Lounge, Beer, Cocktails, Full Bar, Gluten-free Options, Indoor Fireplace, Patio/Outdoor Dining, Takeout, Vegan, Wheelchair Access, Wine

What 384 people are saying

Overall ratings and reviews

4.6
4.6 based on recent ratings
  • 4.5Food
  • 4.7Service
  • 4.7Ambience
  • 4.3Value

NoiseModerate

383 Reviews
  1. KeithB

    Milwaukee

    14 reviews

    vip
    5.0

    14 reviews

    Dined on June 24, 2023

    overall5food5service5ambience5
    Our MKE Classic pizza and eggplant were very tasty. Our server, Shannon, was great. And the wine 🍷 and drinks were delicious. My wife really enjoyed her grapefruit martini.

    Is this helpful?

  2. Mary

    Milwaukee

    3 reviews

    5.0

    3 reviews

    Dined on June 23, 2023

    overall5food5service5ambience5
    Food and service was great! The pizza was very tasty, the crust was great.

    Is this helpful?

  3. libby

    Milwaukee

    14 reviews

    vip
    5.0

    14 reviews

    Dined on June 23, 2023

    overall5food5service5ambience5
    food is delicious and I love that they have gluten free choices.

    Is this helpful?

  4. maria

    Milwaukee

    3 reviews

    vip
    3.0

    3 reviews

    Dined on June 10, 2023

    overall3food3service3ambience3
    The hosy was yelled at us when we sat to a wrong table-she needs traininh for her job. The food was very greasy.

    Is this helpful?

  5. candyman

    Milwaukee

    59 reviews

    vip
    5.0

    59 reviews

    Dined on June 2, 2023

    overall5food5service5ambience5
    Excellent food , service and atmosphere! Enjoy this restaurant so much!

    Is this helpful?

  6. JoyceS

    Milwaukee

    33 reviews

    vip
    4.0

    33 reviews

    Dined on May 25, 2023

    overall4food4service5ambience5
    There was no cauliflower pizza- that is our FAVORITE Waitress was great

    Is this helpful?

  7. SteveF

    Milwaukee

    29 reviews

    5.0

    29 reviews

    Dined on May 20, 2023

    overall5food5service5ambience5
    Outstanding food and service. Everyone was attentive and friendly and the pizza was excellent - the crust was top notch. Great fried eggplant too.

    Is this helpful?

  8. OpenTable Diner

    Milwaukee

    3 reviews

    5.0

    3 reviews

    Dined on May 12, 2023

    overall5food5service5ambience5
    Cute place. Seated right away. Ian was our server - very friendly and attentive. Eggplant and aioli were delicious!! Pizzas very good too. Will go back!

    Is this helpful?

  9. Steffie

    Cleveland

    4 reviews

    4.0

    4 reviews

    Dined on May 6, 2023

    overall4food4service5ambience3
    Good food, nice place. Noise level made conversation somewhat challenging.

    Is this helpful?

  10. Michael

    1 review

    4.0

    1 review

    Dined on May 6, 2023

    overall4food4service4ambience4
    Really good, will come to again..... 1. pizza is good 2. Cocktail is good 3. Spaghetti is good

    Is this helpful?

  11. SantiagoWalker

    Milwaukee

    7 reviews

    vip
    5.0

    7 reviews

    Dined on May 5, 2023

    overall5food5service5ambience4
    Always pleased with the service and the food! You have to go to find out right I am.

    Is this helpful?

  12. OpenTable Diner

    Milwaukee

    5 reviews

    vip
    4.0

    5 reviews

    Dined on May 4, 2023

    overall4food4service4ambience4
    Love the food. Prices are out of control. $24 for a cocktail is insane. I’d they can’t control costs we will not be back

    Is this helpful?

  13. ShannonS

    Milwaukee

    6 reviews

    4.0

    6 reviews

    Dined on April 29, 2023

    overall4food4service5ambience5
    Sonya did a tremendous job of serving us Food was good

    Is this helpful?

  14. Travellingbadgers

    Western NC

    3 reviews

    5.0

    3 reviews

    Dined on April 26, 2023

    overall5food5service5ambience5
    Very attentive waitress, had some special birthday touches, great food. I had the lasagna special and others had pizzas including gluten free options. Would recommend!

    Is this helpful?

  15. Keith

    Milwaukee

    27 reviews

    5.0

    27 reviews

    Dined on April 26, 2023

    overall5food5service5ambience5
    We had my bday dinner at Trouble & Sons and it was great. Wonderful team making our experience great and the food was delicious.

    Is this helpful?

  16. OpenTable Diner

    Milwaukee

    32 reviews

    vip
    4.0

    32 reviews

    Dined on April 22, 2023

    overall4food3service5ambience4
    We like this restaurant and have been there a number of times. What stands out is the food and service. Our only issue is what the charge for liquor on the rocks. My husband likes Makers mark and they charge $16 per drink which translates to charging around $500 for a 1.75 liter. Other restaurants we frequent normally charge between $8 and $10.

    Is this helpful?

  17. Eastsiders

    Milwaukee

    1 review

    3.0

    1 review

    Dined on April 20, 2023

    overall3food2service3ambience3
    The pizza really wasn’t good and overall the cost of meal, and price of not so great wine was way too expensive. Very disappointed since I have frequented Moxies many times and really enjoyed the food and value of meals there. I won’t go back to this restaurant.

    Is this helpful?

  18. BJarrett

    Milwaukee

    42 reviews

    vip
    4.0

    42 reviews

    Dined on April 15, 2023

    overall4food4service4ambience3
    Excellent Margherita pizza and very good garlic bread. Both with a unique twist.

    Is this helpful?

  19. OpenTable Diner

    Denver

    2 reviews

    5.0

    2 reviews

    Dined on April 15, 2023

    overall5food5service5ambience5
    Great food, better service. Lia and Ron are great!!

    Is this helpful?

  20. Keith

    Milwaukee

    27 reviews

    5.0

    27 reviews

    Dined on April 11, 2023

    overall5food5service5ambience5
    Enjoyed their patio on a warm evening. Great food!

    Is this helpful?

  21. SHRH

    Milwaukee

    14 reviews

    vip
    4.0

    14 reviews

    Dined on April 9, 2023

    overall4food3service5ambience5
    Really enjoyed the ambiance and the staff. The food was ok. Will come back as it is a relaxing and enjoyable place to be. The bar looked very inviting!

    Is this helpful?

  22. JulieL

    Milwaukee

    1 review

    5.0

    1 review

    Dined on April 2, 2023

    overall5food5service5ambience5
    Had the last reservation of the night and they still treated us with kindness and didn’t rush us at all. The food was delicious and the server Ian was knowledgeable. Can’t wait to come back!

    Is this helpful?

  23. Mare

    Milwaukee

    15 reviews

    5.0

    15 reviews

    Dined on April 1, 2023

    overall5food5service5ambience5
    Pizza is great. The server was extra helpful with our two guests who are physically compromised. Very busy night and he wasn’t rushed with us. We just love this neighborhood gem.

    Is this helpful?

  24. MichelleG

    Milwaukee

    1 review

    5.0

    1 review

    Dined on March 31, 2023

    overall5food5service5ambience5
    Food and service was phenomenal!!! We will be back!

    Is this helpful?

  25. Kenneth

    Milwaukee

    5 reviews

    5.0

    5 reviews

    Dined on March 30, 2023

    overall5food5service5ambience5
    Trouble and Sons was once again exceptional. The food was great and the staff was friendly and efficient! We enjoyed ourselves immensely and will return in the future without a doubt!

    Is this helpful?

  26. OpenTable Diner

    Milwaukee

    3 reviews

    5.0

    3 reviews

    Dined on March 21, 2023

    overall5food5service5ambience5
    Great as always! Tried the potato pizza and it was delicious.

    Is this helpful?

  27. NikkiG

    Milwaukee

    1 review

    5.0

    1 review

    Dined on March 21, 2023

    overall5food5service5ambience5
    Very friendly, efficient and attentive staff! The ambiance was lovely. Food was amazing. I had the chicken parmigiana and ate every bite.

    Is this helpful?

  28. JohnZ

    Denver

    9 reviews

    vip
    5.0

    9 reviews

    Dined on March 17, 2023

    overall5food5service5ambience5
    We had a wonderful time!!! Excellent food, drinks and service. Very nice restaurant!!

    Is this helpful?

  29. JenniferA

    Minneapolis

    1 review

    4.0

    1 review

    Dined on March 11, 2023

    overall4food5service5ambience5
    Sonya was very welcoming and a wonderful server even though end of night! Bartender made great drinks. Food was yummy!

    Is this helpful?

  30. ARB1968

    Milwaukee

    132 reviews

    vip
    3.0

    132 reviews

    Dined on March 8, 2023

    overall3food3service4ambience4
    Second time here. Seemed pricey. We ordered the lasagna and lambrusco special, lasagna seemed watery, chicken parmesan, breading was bitter tasting, and eggplant parmesan.

    Is this helpful?

  31. LindaH

    Milwaukee

    2 reviews

    5.0

    2 reviews

    Dined on March 7, 2023

    overall5food5service5ambience5
    had great service and great food. Fun time with friends on a Tuesday night! Would recommend! Very attentive staff right from the hostess to the server and bartender, even the owner! Thank you

    Is this helpful?

  32. OpenTable Diner

    Milwaukee

    1 review

    4.0

    1 review

    Dined on March 3, 2023

    overall4food4service5ambience5
    Fish fry good but vey chintzy on coleslaw. Was served in a tiny ketchup cup! Why bother!

    Is this helpful?

  33. AmandaG

    Milwaukee

    1 review

    5.0

    1 review

    Dined on March 3, 2023

    overall5food5service5ambience5
    The fish fry was outstanding. I could have eaten more than one portion of the Italian-inspired coleslaw.

    Is this helpful?

  34. Mitch

    Milwaukee

    3 reviews

    5.0

    3 reviews

    Dined on February 25, 2023

    overall5food5service5ambience5
    The food is very good, the service is friendly, and the drinks are delicious. Great for a fancier pizza might or a date!

    Is this helpful?

  35. Connie

    Milwaukee

    17 reviews

    5.0

    17 reviews

    Dined on February 19, 2023

    overall5food5service5ambience4
    Food was very good. Everyone was satisfied with their meals. Restaurant was busy, but we had a large table to accommodate our group. Service was excellent and we had a lovely evening. Not the quietest, but tolerable.

    Is this helpful?

  36. OpenTable Diner

    Jackson Hole

    1 review

    5.0

    1 review

    Dined on February 18, 2023

    overall5food5service5ambience5
    It’s awesome and bartenders Ron and Mike keep us coming back.

    Is this helpful?

  37. ElizabethG

    Milwaukee

    1 review

    5.0

    1 review

    Dined on February 16, 2023

    overall5food5service5ambience5
    Food was delicious and beautifully presented. Everything was fresh and seasoned to perfection.

    Is this helpful?

  38. Lana

    Milwaukee

    37 reviews

    vip
    4.0

    37 reviews

    Dined on February 15, 2023

    overall4food5service4ambience4
    The food was excellent-we had deep-fried eggplant (it came with a white sauce that we didn’t care for. Next time, we will ask for marinara) and a pizza. The service was very good. The cocktails were so over-priced. Nice place. We will definitely return.

    Is this helpful?

  39. MollyL

    Washington DC

    25 reviews

    vip
    5.0

    25 reviews

    Dined on February 12, 2023

    overall5food5service5ambience5
    Delicious food. Attentive service. Always a good time!

    Is this helpful?

  40. SarahL

    Milwaukee

    11 reviews

    5.0

    11 reviews

    Dined on February 12, 2023

    overall5food5service5ambience5
    The food was excellent and the service was great. I had the Family Roots Entree, which is sautéd vegetables, pasta and a sun dried tomato pesto sauce. Everything was cooked perfectly. I highly recommend Trouble and Sons and the Family Roots Entree.

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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 4.6 stars by 384 OpenTable diners.

Permanently Closed

This restaurant is permanently closed.

Order delivery or takeout

Google Map for Trouble and Sons Pizzeria

133 E Silver Spring Dr, Whitefish Bay, WI 53217

Additional information

  • Cross street
    N Kent Avenue
  • Neighborhood
    Milwaukee
  • Hours of operation
    Dinner Tue, Wed 5:00 pm–8:00 pm Thu–Sat 5:00 pm–9:00 pm
  • Price
    $30 and under
  • 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, Indoor Fireplace, Patio/Outdoor Dining, Takeout, Vegan, Wheelchair Access, Wine
  • Phone number
    (414) 800-5015
  • Catering
    Call our events and catering manager for information at 414-704-8970.
  • Private party facilities
    Call our events and catering manager for information at 414-704-8970.
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