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Monday Food & Drink Deals in Annapolis, MD

66 deals at 38 places in Annapolis, MD on Mondays. From $1.39 at Taco Bell. 46 re-checked on the venue’s own site. Updated Oct 10.

TodaySunMonTueWedThuFri
FilterOn nowUnder $5Under $10Pickup & deliveryOpen lateVerified only
Lunch from $9.95
Shika Sushi and RamenLunch · 11am–3pm · Annapolis✓ Verified
$8 margaritas
AgaveHappy hour · 2pm–4pm · Annapolis✓ Verified
$4 drafts, $6 soups
Latitude 38 Waterfront DiningHappy hour · 3pm–7pm · Annapolis✓ Verified
$5 drinks happy hour
Dry 85Happy hour · 3pm–6pm · Annapolis✓ Verified
$2 oysters, $10 wine
SeaSaltHappy hour · 3:30pm–6pm · Annapolis✓ Verified
$2 off drinks
Annapolis Smokehouse And TavernHappy hour · 4pm–6pm · Annapolis✓ Verified
$10.99 large cheese pizza
Bella ItaliaWeekly special · 4pm–8:45pm · Annapolis✓ Verified
$7 cocktails
Leo AnnapolisHappy hour · All day · Annapolis✓ Verified
Lunch combo specials
Jack's FortuneLunch · 11am–3pm · Annapolis✓ Verified
Weekday happy hour
Buddy's Crabs & RibsHappy hour · 3pm–6pm · Annapolis✓ Verified
Happy hour
Middleton TavernHappy hour · 3pm–7pm · Annapolis✓ Verified
Half-price pizza & wings−50%
Blackwall HitchHappy hour · 3pm–6pm · Annapolis✓ Verified
$5 drinks
PhillipsHappy hour · 3pm–6pm · Annapolis✓ Verified
Weekday happy hour
Dark HorseHappy hour · 3:30pm–6:30pm · Annapolis✓ Verified
Lounge happy hour
Carrol's Creek CafeHappy hour · 4pm–8pm · Annapolis✓ Verified
Happy hour
La Michoacana FrutimasHappy hour · 4pm–6pm · Annapolis✓ Verified
Happy hour 4-7
Kitchen on West St.Happy hour · 4pm–7pm · Annapolis✓ Verified
Happy hour
Level a Small Plates LoungeHappy hour · 4pm–6pm · Annapolis✓ Verified
Weekday happy hour
TsunamiHappy hour · 4:30pm–6pm · Annapolis✓ Verified
Weeknight theme dinners
Adams Grille and TaphouseDaily special · 5pm+ · Annapolis✓ Verified
$10 burger & fries
PIT BoysDaily special · Hours vary · Annapolis✓ Verified
Weekday lunch combo
Peter ChangLunch · Hours vary · Annapolis✓ Verified
Daily featured lunch
Little Italy AnnapolisLunch · 11am–4pm · Annapolis✓ Verified
Two meatloaf dinners $30
Main & MarketDaily special · 4pm–8:30pm · Annapolis✓ Verified
Under $3 menu
McDonald'sWeekly special · All day · 257 DMV locations✓ Verified
4X points Mondays
Dunkin'App & rewards · All day · 249 DMV locations⚠ Unconfirmed
Free chips & guac
ChipotleApp & rewards · All day · 152 DMV locations⚠ Unconfirmed
50% off pizzas−50%
Domino'sLimited time · All day · 125 DMV locations✓ Verified
Items $3 or less
Taco BellWeekly special · All day · 95 DMV locations✓ Verified
$4 Biggie Bites
Wendy'sDaily special · All day · 92 DMV locations○ Not re-checked
$5 fries + soft serve
Burger KingApp & rewards · All day · 73 DMV locations✓ Verified
Kids eat free
Moe's Southwest GrillKids · All day · 12 DMV locations⚠ Unconfirmed
$3 reward for joining
Bruster's Ice CreamApp & rewards · All day · 12 DMV locations✓ Verified
Free coffee refills
StarbucksDaily special · All day · 423 DMV locations✓ Verified
$4.99 Sub of the Day
SubwayDaily special · All day · 339 DMV locations⚠ Unconfirmed
2+ pizzas $6.99 each
Papa John'sDaily special · All day · 86 DMV locations⚠ Unconfirmed
$9.99 square meal
Ledo PizzaLunch · All day · 64 DMV locations✓ Verified
App points, free treat
Rita's Italian IceApp & rewards · All day · 38 DMV locations✓ Verified

The best deals in Annapolis

  1. 1SeaSalt · $2 oysters, $10 wineMon, Tue, Wed, Thu, Fri · 3:30pm–6pm · Annapolis✓ Verified
  2. 2Dry 85 · $5 drinks happy hourMon, Tue, Wed, Thu, Fri · 3pm–6pm · Annapolis✓ Verified
  3. 3Latitude 38 Waterfront Dining · $4 drafts, $6 soupsMon, Tue, Wed, Thu, Fri · 3pm–7pm · Annapolis✓ Verified
  4. 4Annapolis Smokehouse And Tavern · $2 off drinksMon, Tue, Wed, Thu, Fri · 4pm–6pm · Annapolis✓ Verified
  5. 5Agave · $8 margaritasMon, Tue, Wed, Thu, Fri · 2pm–4pm · Annapolis✓ Verified
  6. 6Leo Annapolis · $7 cocktailsMon, Tue, Wed, Thu · All day · Annapolis✓ Verified
  7. 7Shika Sushi and Ramen · Lunch from $9.95Mon, Tue, Wed, Thu, Fri, Sat · 11am–3pm · Annapolis✓ Verified
  8. 8Blackwall Hitch · Half-price pizza & wingsMon, Tue, Wed, Thu, Fri · 3pm–6pm · Annapolis✓ Verified
  9. 9Phillips · $5 drinksMon, Tue, Wed, Thu, Fri · 3pm–6pm · Annapolis✓ Verified
  10. 10Bella Italia · $10.99 large cheese pizzaMon · 4pm–8:45pm · Annapolis✓ Verified

Good to know

Where are the best deals in Annapolis?

SeaSalt ($2 oysters, $10 wine), Dry 85 ($5 drinks happy hour), Latitude 38 Waterfront Dining ($4 drafts, $6 soups) are among the best right now, ranked by price, how often they run and whether the deal is still listed on the venue’s own website.

Which places in Annapolis have deals every day?

15 places run them every day, including Little Italy Annapolis, Starbucks, Subway.

What’s the cheapest deal in Annapolis?

Cheesy Roll Up for $1.39 at Taco Bell.

Monday Food & Drink Deals in Annapolis, MD: 66 Deals (Oct 2026) · Dealybee