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Happy hours in Pewaukee, WI

In Pewaukee, the lowest price on the list is $5 Highballs at Didi's Supper Club. Happy hour in Pewaukee is mostly a weekday habit. Explore 7 happy hours across 6 restaurants in Pewaukee, plus 81 specials at 19 restaurants. The top 3 menus are below, then 7 more from Waukesha (2 miles) and Brookfield (5 miles).

  • 6restaurants
  • 7happy hours

Happy hours in and near Pewaukee

  1. Didi's Supper Club

    2810 Golf Rd
    Pewaukee, WI 53072

    Didi's Happy Hour

    • Mon–Thu · 4–6 pm
    See on the map

    Updated Oct 30, 2026

    Food

    • Spinach Artichoke Dip$9.00
    • MKE Big Pretzel$11.00
    • Cheese Curds$8.00
    • Nachos$10.00
    • Wings$9.00

    and 2 more on the map

    Cocktails

    • Highballs$5.00

    Beer

    • Draft Beer$5.00

  2. Hop Harvest and Vine

    2205 Silvernail Rd
    Pewaukee, WI 53072

    No Wine-ing Happy Hour

    • Thu · 4–8 pm

    1 more happy hour on Wed, Thu

    See on the map

    Updated Oct 30, 2026

    Wine

    • Tapped wine$2.00 off
    • Corking fee on bottles of wine100% off

    Beer

    • Local beer$2.00 off

  3. Carlee's Bar & Grill

    702 Glacier Rd
    Pewaukee, WI 53072

    Happy Hour

    • Mon–Fri · 4–6 pm
    See on the map

    Updated Oct 30, 2026

    Beer

    • Taps$1.00 off
    • Bottles$1.00 off

    Spirits

    • Mixers$1.00 off

  4. Rox Bar & Grille

    Waukesha, WI · 1.8 mi away

    2820 N Grandview Blvd
    Waukesha, WI 53072

    Happy Hour Specials

    • Mon–Fri · 2–6 pm

    1 more happy hour on Mon

    See on the map

    Updated Oct 30, 2026

    Beer

    • Taps on Draft$4.00

    Spirits

    • Rail Highballs$4.00

    Wine

    • Glasses of House Wine$4.00

  5. BLVD Kitchen and Bar

    Waukesha, WI · 2.4 mi away

    W231N1600 Corporate Ct
    Waukesha, WI 53186

    Happy Hour Menu

    • Mon–Fri · 5–6 pm
    See on the map

    Updated Oct 30, 2026

    Food

    • Tortilla chips with house salsa$4.00
    • Honey spiced snack mix$4.00
    • Spiced buttered popcorn$4.00
    • Truffle fries$4.00
    • Cheese curds$5.00

    and 5 more on the map

    Spirits

    • New Amsterdam Vodka — Regular$5.00
    • New Amsterdam Vodka — Lemon$5.00
    • New Amsterdam Vodka — Pineapple$5.00
    • New Amsterdam Vodka — Berry$5.00

    Cocktails

    • Cocktails of the week$6.00

    Beer

    • Seasonal tap beer$4.00

    Wine

    • Canyon Road Wine — Cabernet$6.00
    • Canyon Road Wine — Merlot$6.00
    • Canyon Road Wine — Chardonnay$6.00
    • Canyon Road Wine — White Zinfandel$6.00
    • Canyon Road Wine — Sauvignon Blanc$6.00
    • Canyon Road Wine — Pinot Grigio$6.00

  6. House of Guinness

    Waukesha, WI · 4.1 mi away

    354 W Main St
    Waukesha, WI 53186

    Happy Hour

    • Mon–Sat · Opening–6 pm
    See on the map

    Updated Oct 30, 2026

    Cocktails

    • House cocktails$7.00

    Wine

    • House wines$6.00

    Beer

    • Tap beers$5.00

  7. People's Park

    Waukesha, WI · 4.1 mi away

    337 W Main St
    Waukesha, WI 53186

    Happy Hour

    • Mon–Fri · 2–6 pm

    1 more happy hour on Fri, Sat

    See on the map

    Updated Oct 30, 2026

    Beer

    • Tap beers$2.00 off

    Spirits

    • Call mixers$2.00 off

    Wine

    • House wines$2.00 off

  8. Wissota Chophouse - Waukesha

    Waukesha, WI · 4.2 mi away

    704 N Grand Ave
    Waukesha, WI 53186

    Happy Hour

    • Daily · 4–6 pm
    See on the map

    Updated Oct 30, 2026

    Beer

    • Tap beer50% off

    Wine

    • Wine by the glass50% off

    Cocktails

    • The Daily Tonic$4.50
    • Midnight Sour$5.00

  9. La Estacion

    Waukesha, WI · 4.4 mi away

    319 Williams St
    Waukesha, WI 53186

    Happy Hour

    • Mon–Fri · 3–6 pm
    See on the map

    Updated Oct 30, 2026

    Beer

    • Domestic Bottle Beer$4.25
    • Draft Beer$4.00

    Cocktails

    • House Margarita$6.50

  10. Grimaldi's Pizzeria

    Brookfield, WI · 5.0 mi away

    20119 Lord St
    Brookfield, WI 53045

    Stoking Social Hour

    • Daily · 3–5 pm
    See on the map

    Updated Oct 30, 2026

    Food

    • Starters & Salads$3.00 off

    Cocktails

    • Signature Cocktails$10.00
    • Spritzes$2.00 off

    Non-alcoholic

    • Mocktails$2.00 off

    Beer

    • Beer$2.00 off

    Wine

    • Wine$2.00 off
    • Sangria$2.00 off
    • Bottles of Wine$10.00 off

We read each restaurant’s own website for its happy hours and specials, usually about once a month; this page was last updated October 30, 2026. Restaurants change their offers, so check with the restaurant before you go.

See all 6 happy hour menus in Pewaukee on the map

Friends toasting at an outdoor restaurant

Menus, times and prices

See every happy hour menu in Pewaukee.

Every happy hour in Pewaukee, with its menu, times and prices, on one map.

Happy hours in Pewaukee: questions

When is happy hour in Pewaukee?

Didi's Supper Club runs it Mon–Thu, 4–6 pm. Hop Harvest and Vine runs it Thu, 4–8 pm. Carlee's Bar & Grill runs it Mon–Fri, 4–6 pm. Choose Now on the map for the ones on right now.

What is the cheapest happy hour deal in Pewaukee?

The lowest price on the list is $5 Highballs at Didi's Supper Club.

Where can I get happy hour food in Pewaukee?

Didi's Supper Club has food on its happy hour menu.

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