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Happy hours in Middletown, DE

In Middletown, the lowest price on the list is $1 Clams at Augustine Tavern. Happy hour in Middletown is mostly a weekday habit. Explore 12 happy hours across 11 restaurants in Middletown, plus 89 specials at 26 restaurants. The top 6 menus are below, then 4 more from Odessa (3 miles), Chesapeake City (7 miles), Elkton (9 miles) and 1 other town.

  • 11restaurants
  • 12happy hours

Happy hours in and near Middletown

  1. Pithari

    1 W Main St
    Middletown, DE 19709

    Happy Hour

    Bar only

    • Tue–Sun · 3–7 pm

    1 more happy hour on Tue

    See on the map

    Updated Oct 10, 2026

    Food

    • Moroccan Shrimp$16.00
    • Calamari Fritti$14.00
    • White Wine Mussels$14.00
    • Beef Shawarma Tapas$10.00
    • Chicken Gyro$12.00

    and 5 more on the map

    Wine

    • Cabernet Sauvignon$7.00
    • Pinot Noir$7.00
    • Merlot$7.00
    • Chardonnay$7.00
    • Sauvignon Blanc$7.00

    and 2 more on the map

    Cocktails

    • Black Manhattan$15.00
    • Wildberry Mojito$11.00
    • Red Sea Cosmo$11.00
    • Spicy Mango Margarita$11.00
    • Bourbon & Berry$11.00

    and 6 more on the map

    Beer

    • Draft Beer$6.00

  2. Augustine Tavern

    1919 St Augustine Rd
    Middletown, DE 19709

    Happy Hour

    • Daily · 4–6 pm
    See on the map

    Updated Oct 10, 2026

    Food

    • Clams$1.00
    • Oysters$1.00
    • Tavern Wedge$10.00
    • Classic Caesar$10.00
    • French Onion Soup$10.00

    and 8 more on the map

    Cocktails

    • Cocktails50% off

    Beer

    • Beer50% off

    Wine

    • Wine50% off

  3. The Farmhouse Middletown

    416 S Ridge Ave
    Middletown, DE 19709

    Harvest Happy Hour

    Bar area only

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

    Updated Oct 10, 2026

    Wine

    • Sycamore Lane Chardonnay (glass)$5.00
    • Sycamore Lane Pinot Grigio (glass)$5.00
    • Sycamore Lane Cabernet Sauvignon (glass)$5.00
    • Sycamore Lane Merlot (glass)$5.00
    • Crane Lake Pinot Noir (glass)$5.00

    Spirits

    • Conciere Vodka$5.00
    • Conciere Gin$5.00
    • Conciere Rum$5.00
    • Conciere Tequila$5.00
    • Conciere Bourbon$5.00

    Non-alcoholic

    • Heineken 00 N/A$5.00

    Food

    • Artisan pizzas50% off

    Cocktails

    • Amador Bourbon Old Fashioned$9.00
    • Tres Agaves Blanco Margarita$9.00
    • Hanson Of Sonoma Dirty Martini$9.00

    Beer

    • Angry Orchard$5.00
    • Yuengling$5.00
    • Sam Adams Seasonal$5.00
    • Dogfish 60 Minute IPA$5.00
    • Stone Brewing Hazy IPA$5.00

    and 5 more on the map

  4. Chili's Grill & Bar

    501 Merrimac Ave
    Middletown, DE 19709

    Happy Hour

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

    Updated Oct 10, 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

  5. First State Brewing Company

    109 Patriot Dr
    Middletown, DE 19709

    Happy Hours

    • Tue–Fri · 3–5 pm
    • Sun · All day
    See on the map

    Updated Oct 10, 2026

    Cocktails

    • First State Vodkarita$7.00
    • Harvest Sangria$7.00
    • Hoppy Spring Water$7.00

    Wine

    • Carmel Road - Chardonnay$7.00
    • Carmel Road - Cabernet Sauvignon$7.00

    Beer

    • First State Hazy - Juicy IPA$4.00
    • First State IPA - West Coast IPA$4.00
    • First State Pils - American Pilsner$4.00

  6. Grotto Pizza

    309 Auto Park Dr
    Middletown, DE 19709

    Happy Hour

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

    Updated Oct 10, 2026

    Food

    • 2 Slices of Cheese Pizza$6.00

    Wine

    • House Wines$4.00

    Other drinks

    • Premium Drinks$7.00

    Beer

    • Coors Light & Miller Lite Pints$3.00

    Spirits

    • Steel Blu Vodka, Bacardi, & Well Drinks$5.00

  7. Cantwell's Tavern

    Odessa, DE · 3.3 mi away

    109 Main St
    Odessa, DE 19730

    Happy Hour

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

    Updated Oct 30, 2026

    Food

    • Small Plates$5.00 off

    Cocktails

    • All Cocktails$1.00 off
    • Cantwell's Cocktails$2.00 off

    Beer

    • Taylor's Grog$4.00
    • Coor's Light Draft$3.00

    Wine

    • Select Wines$3.00 off

  8. Schaefer's Canal House

    Chesapeake City, MD · 7.4 mi away

    208 Bank St
    Chesapeake City, MD 21915

    Happy Hour

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

    Updated Oct 10, 2026

    Beer

    • Beer$2.00 off

    Spirits

    • Mixed drinks$2.00 off

    Wine

    • Wine$2.00 off

  9. Baker's Restaurant

    Elkton, MD · 9.3 mi away

    1075 Augustine Herman Hwy
    Elkton, MD 21921

    Happy Hour

    Bar only

    • Wed · 4–6 pm
    • Thu, Fri · 3–6 pm
    See on the map

    Updated Oct 10, 2026

    Cocktails

    • House Martinis

    Beer

    • Domestics$3.00
    • Imports$3.50

    Wine

    • House Wine$5.50

    Spirits

    • Rail Drinks$5.00

    Food

    • Onion Rings$8.00
    • Fried Green Beans$8.00
    • Brussel Sprouts$8.00
    • Mozz Sticks$8.00
    • Angus Sliders$9.00

    and 6 more on the map

  10. Dolly Spanker's

    Delaware City, DE · 11.3 mi away

    30 Clinton St
    Delaware City, DE 19706

    Happy Hour

    Restaurant-wide

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

    Updated Oct 10, 2026

    Food

    • Shrimp & Crab Eggrolls$12.00
    • Rockfish Bites$12.00
    • Chicken Wings$12.00
    • Sticky Ribs$12.00
    • Drunken Mussels$12.00

    and 4 more on the map

    Beer

    • Draft beer50% off

    Wine

    • House wine by the glass50% off

    Spirits

    • Well drinks50% 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 20, 2026. Restaurants change their offers, so check with the restaurant before you go.

See all 11 happy hour menus in Middletown on the map

Friends toasting at an outdoor restaurant

Menus, times and prices

See every happy hour menu in Middletown.

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

Happy hours in Middletown: questions

When is happy hour in Middletown?

Pithari runs it Tue–Sun, 3–7 pm. Augustine Tavern runs it daily, 4–6 pm. The Farmhouse Middletown 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 Middletown?

The lowest price on the list is $1 Clams at Augustine Tavern, then $3 Bud Light 16 oz at Chili's Grill & Bar and $3 Coors Light & Miller Lite Pints at Grotto Pizza.

Where can I get happy hour food in Middletown?

Pithari, Augustine Tavern, The Farmhouse Middletown and Grotto Pizza have food on their happy hour menu.

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