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Happy hours in Oconomowoc, WI

In Oconomowoc, the lowest price on the list is $3 Frickle Chips at Crafty Cow. Happy hour in Oconomowoc is mostly a weekday habit. Explore 9 happy hours across 9 restaurants in Oconomowoc, plus 69 specials at 26 restaurants. The top 4 menus are below, then 6 more from Delafield (5 miles), Pewaukee (10 miles) and Waukesha (12 miles).

  • 9restaurants
  • 9happy hours

Happy hours in and near Oconomowoc

  1. Crafty Cow

    153 E Wisconsin Ave
    Oconomowoc, WI 53066

    3-6-9 Happy Hour

    • Daily · 2–5 pm
    • Tue · All day
    See on the map

    Updated Oct 30, 2026

    Food

    • Frickle Chips$3.00
    • Crispy Fries$3.00
    • Sweet Potato Fries$3.00
    • Chips n Dip$3.00
    • Cheese Curds$6.00

    and 6 more on the map

    Wine

    • All Wine Pours$6.00

    Cocktails

    • Draft Old Fashioned$6.00
    • Draft Margaritas$6.00

    Beer

    • Domestics$3.00
    • Third Space Happy Place$3.00
    • Yuengling$3.00
    • Pacifico$3.00

  2. Johnny Pizzas & Pastaria

    1288 N Summit Ave
    Oconomowoc, WI 53066

    Happy Hours

    Bar only

    • Mon–Thu · 3–6 pm
    • Fri–Sun · 11 am–4 pm
    See on the map

    Updated Oct 30, 2026

    Food

    • Apps50% off

    Beer

    • Tappers50% off

    Cocktails

    • Well Cocktails$1.00 off

    Wine

    • House Wine$5.00

  3. Chili's

    1229 Corporate Center Dr.
    Oconomowoc, WI 53066

    Happy Hour

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

    Updated Oct 30, 2026

    Beer

    • Bud Light 16 oz$3.00
    • Miller Lite 16 oz$3.00
    • Coors Light 16 oz$3.00
    • Bud Light 22 oz$4.00
    • Modelo 16 oz$4.00

    and 5 more on the map

    Cocktails

    • Margarita of the Month$6.00
    • Tequila Classic Marg$7.00

    Wine

    • House Red & White Wine$5.00

  4. Ruben's Cocktail Lounge

    203d E Wisconsin Ave
    Oconomowoc, WI 53066

    Happy Hour

    • Tue–Fri · 4–7 pm
    See on the map

    Updated Oct 30, 2026

    Beer

    • Domestic beers$3.50

    Spirits

    • Rail drinks$5.00

    Wine

    • Glass of wine$5.00

  5. Il Mito Cafe

    Delafield, WI · 4.7 mi away

    515 Wells St
    Delafield, WI 53018

    Happy Hour

    • Mon–Thu · 4:30–6 pm
    See on the map

    Updated Oct 30, 2026

    Food

    • Appetizers25% off

    Beer

    • Beer25% off

    Cocktails

    • Cocktails25% off

    Wine

    • Wine25% off

  6. Delafield Brewhaus

    Delafield, WI · 7.3 mi away

    3832 Hillside Dr
    Delafield, WI 53018

    Happy Hour

    • Mon–Thu · 2–5 pm
    See on the map

    Updated Oct 30, 2026

    Food

    • Asiago Artichoke Dip25% off
    • Stuffed Mushrooms25% off
    • Fried Green Beans25% off
    • Loaded Tots25% off
    • Chips & Dip25% off
    • Pretzels25% off

    Cocktails

    • House Margarita$5.00

    Beer

    • Year Round Brews, pint$5.00

    Wine

    • Glass of House Wine$5.00
    • Sangria$5.00

  7. Carlee's Bar & Grill

    Pewaukee, WI · 10.3 mi away

    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

  8. Didi's Supper Club

    Pewaukee, WI · 10.9 mi away

    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

  9. Hop Harvest and Vine

    Pewaukee, WI · 11.6 mi away

    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

  10. Rox Bar & Grille

    Waukesha, WI · 11.9 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

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 9 happy hour menus in Oconomowoc on the map

Friends toasting at an outdoor restaurant

Menus, times and prices

See every happy hour menu in Oconomowoc.

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

Happy hours in Oconomowoc: questions

When is happy hour in Oconomowoc?

Crafty Cow runs it daily, 2–5 pm and Tue, all day. Johnny Pizzas & Pastaria runs it Mon–Thu, 3–6 pm and Fri–Sun, 11 am–4 pm. Chili's runs it Mon–Fri, 3–6 pm. Choose Now on the map for the ones on right now.

What is the cheapest happy hour deal in Oconomowoc?

The lowest price on the list is $3 Frickle Chips at Crafty Cow, then $3 Bud Light 16 oz at Chili's and $3.50 Domestic beers at Ruben's Cocktail Lounge.

Where can I get happy hour food in Oconomowoc?

Crafty Cow and Johnny Pizzas & Pastaria have food on their happy hour menu.

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