UPCOMING EVENTS (67)

events happening in the next 30 days

Bunny Bungalow
Annapolis Towne Centre

Hop into Spring at Annapolis Town Center’s Bunny Bungalow. Beginning March 26, you’ll be able to bring your little ones to meet th ...

Donna The Buffalo
Rams Head On Stage

Donna The Buffalo is not just a band, rather one might say that Donna The Buffalo has become a lifestyle for its members and audiences. The ...

General Writers Retreat
Gibson's Lodgings of Annapolis

Join us April 2-5, 2020 for the 3rd Annual Genuine Writer's Retreat! Includes 4 Days, 3 Nights at the Gibson's Lodging Inn of Annapolis. All ...

Bunny Bungalow
Annapolis Towne Centre

Hop into Spring at Annapolis Town Center’s Bunny Bungalow. Beginning March 26, you’ll be able to bring your little ones to meet th ...

General Writers Retreat
Gibson's Lodgings of Annapolis

Join us April 2-5, 2020 for the 3rd Annual Genuine Writer's Retreat! Includes 4 Days, 3 Nights at the Gibson's Lodging Inn of Annapolis. All ...

Air Supply
The Hall at Live!

Free Parking For All EventsThis Event Is 21+ Graham Russell & Russell Hitchcock met on May 12, 1975, the first day of rehearsals for "Je ...

Freaky Friday, the musical
Colonial Players of Annapolis

It's a busy day in the Blake household... the day of both Katherine's rehearsal dinner and her daughter Ellie's chance to take part in the s ...

The Jacks
Rams Head On Stage

When it comes to playing rock & roll, The Jacks simply don't have a choice. "It's what we listen to, it's what we play," bassist Scott S ...

Bunny Bungalow
Annapolis Towne Centre

Hop into Spring at Annapolis Town Center’s Bunny Bungalow. Beginning March 26, you’ll be able to bring your little ones to meet th ...

General Writers Retreat
Gibson's Lodgings of Annapolis

Join us April 2-5, 2020 for the 3rd Annual Genuine Writer's Retreat! Includes 4 Days, 3 Nights at the Gibson's Lodging Inn of Annapolis. All ...

Afternoon Tea with Alice
Annapolis Towne Centre

“Why, sometime I’ve believed as many as six impossible things before breakfast! Experience the impossible during Afternoon Tea wit ...

Biondi Family Band **All Ages Matinee**
Rams Head On Stage

Biondi Family Band is home grown here in Annapolis and has been playing together for 20 years. A style spanning across reggae, blues, rock a ...

Peter Yarrow of Peter, Paul & Mary
Rams Head On Stage

Peter Yarrow’s talents as a creative artist—both with the legendary trio Peter, Paul & Mary and as a solo performer—are f ...

Surprisingly Fresh and Original, a Donnafugata Tasting
Wine Cellars of Annapolis

Donnafugata was founded in Sicily by an enterprising family with 160 years’ experience in premium wines. Giacomo Rallo and wife Gabriel ...

Bunny Bungalow
Annapolis Towne Centre

Hop into Spring at Annapolis Town Center’s Bunny Bungalow. Beginning March 26, you’ll be able to bring your little ones to meet th ...

General Writers Retreat
Gibson's Lodgings of Annapolis

Join us April 2-5, 2020 for the 3rd Annual Genuine Writer's Retreat! Includes 4 Days, 3 Nights at the Gibson's Lodging Inn of Annapolis. All ...

Felix Cavaliere's Rascals
Rams Head On Stage

The message has always been to stand for peace, love, and happiness. For legendary singer songwriter, FELIX CAVALIERE, making people feel go ...

Freaky Friday, the musical
Colonial Players of Annapolis

It's a busy day in the Blake household... the day of both Katherine's rehearsal dinner and her daughter Ellie's chance to take part in the s ...

Bunny Bungalow
Annapolis Towne Centre

Hop into Spring at Annapolis Town Center’s Bunny Bungalow. Beginning March 26, you’ll be able to bring your little ones to meet th ...

Bunny Bungalow
Annapolis Towne Centre

Hop into Spring at Annapolis Town Center’s Bunny Bungalow. Beginning March 26, you’ll be able to bring your little ones to meet th ...

The Music of Cream – Disraeli Gears Tour
Rams Head On Stage

Fifty years since their earth-shaking debut album, the bloodlines of that hallowed trilogy come together to pay tribute to Cream's legendary ...

Bunny Bungalow
Annapolis Towne Centre

Hop into Spring at Annapolis Town Center’s Bunny Bungalow. Beginning March 26, you’ll be able to bring your little ones to meet th ...

Marc Broussard
Rams Head On Stage

Marc Broussard is an artist with a unique gift of channeling the spirits of classic R&B, rock and soul into contemporary terms. This gif ...

Bunny Bungalow
Annapolis Towne Centre

Hop into Spring at Annapolis Town Center’s Bunny Bungalow. Beginning March 26, you’ll be able to bring your little ones to meet th ...

Marc Broussard
Rams Head On Stage

Marc Broussard is an artist with a unique gift of channeling the spirits of classic R&B, rock and soul into contemporary terms. This gif ...

Bunny Bungalow
Annapolis Towne Centre

Hop into Spring at Annapolis Town Center’s Bunny Bungalow. Beginning March 26, you’ll be able to bring your little ones to meet th ...

Bernard Allison
Rams Head On Stage

Aside from being the son of blues legend Luther Allison, Bernard is a highly accomplished and critically acclaimed bluesman in his own right ...

Bunny Bungalow
Annapolis Towne Centre

Hop into Spring at Annapolis Town Center’s Bunny Bungalow. Beginning March 26, you’ll be able to bring your little ones to meet th ...

Straight Up with Stassi Live
The Hall at Live!

Free Parking For All EventsThis Event Is 21+ Everyone’s favorite authority on basic, Stassi Schroeder, is taking her hit podcast STRA ...

Freaky Friday, the musical
Colonial Players of Annapolis

It's a busy day in the Blake household... the day of both Katherine's rehearsal dinner and her daughter Ellie's chance to take part in the s ...

Easter Sunday Brunch Buffet
Knoxie's Table

Join us on Sunday, April 12th for Knoxie's Table Easter Sunday Grand Buffet. Seatings available at 10:00am, 12:30pm and 3:00pm. For reservat ...

Netherfriends **All Ages Matinee**
Rams Head On Stage

Netherfriends is the creatively ambitious and artistically daring project of Los Angeles-based producer, songwriter and artist Shawn Rosenbl ...

Rare Earth
Rams Head On Stage

These individuals guarantee the audience an evening of the greatest musicianship and singing ever to be heard! Needless to say, everyone wal ...

Frank Marino
Rams Head On Stage

He was born Francesco Antonio Marino on November 20, 1954 in Montreal, Canada. Half Italian and half Arabic, Frank is one of five children a ...

Jon Reep (6:30 Show)
Rams Head On Stage

Jon Reep is a nationally touring comedian whose contemporary country point of view has won over legions of fans in comedy clubs, on TV and i ...

Jon Reep (9:00 Show)
Rams Head On Stage

Jon Reep is a nationally touring comedian whose contemporary country point of view has won over legions of fans in comedy clubs, on TV and i ...

Average White Band
Rams Head On Stage

AWB are widely regarded as one of the best soul and funk bands in the history of music. Though perhaps best known for their timeless instrum ...

Josh Groban
The Hall at Live!

Free Parking For All EventsThis Event Is 21+ Possessing one of the most outstanding and instantly recognizable voices in music, GRAMMY Award ...

Marshall Crenshaw w/ The Bottle Rockets
Rams Head On Stage

"One of the fundamental things about the project was that I set out to not make an album,” Marshall Crenshaw notes. “So I did this ...

37th Annual St. John’s vs. USNA Croquet Match
St. John's College

The “Johnnies” and the “Mids” vie for the coveted Annapolis Cup during this annual rite of spring. The croquet match bri ...

Charles Willson Peale Walking Tour
Hammond-Harwood House

A tour of Annapolis’s historic district, where the painter Charles Willson Peale’s world has been preserved. Walk starts at the Ol ...

The Clarks w/ Scott Kurt
Rams Head On Stage

Early on, The Clarks were once described as a bunch of out of tune country hicks. The band took irreverent offense to the comments, saying t ...

Vino del Sol Tasting: Wines that Over-Deliver on Value from Argentina!
Wine Cellars of Annapolis

Vino del Sol's mission is to be your trusted source for great wine. Since 2004 they have built a reputation as a leading importer of terroi ...

Freaky Friday, the musical
Colonial Players of Annapolis

It's a busy day in the Blake household... the day of both Katherine's rehearsal dinner and her daughter Ellie's chance to take part in the s ...

The Rippingtons (5:30 Show)
Rams Head On Stage

The Rippingtons are a Grammy-nominated contemporary jazz group, founded by guitarist and composer Russ Freeman in 1985. The group has passed ...

The Rippingtons (8:30 Show)
Rams Head On Stage

The Rippingtons are a Grammy-nominated contemporary jazz group, founded by guitarist and composer Russ Freeman in 1985. The group has passed ...

Vanessa Carlton w/ Jenny O
Rams Head On Stage

"Always building up, falling apart. Love is an art," sings Vanessa Carlton on the title track of her sixth album, Love Is An Art. Like the r ...

Penny & Sparrow
Rams Head On Stage

“Almost everything changed for us in these last two years,” says Andy Baxter, one half of the acclaimed duo Penny & Sparrow. & ...

John Berry
Rams Head On Stage

John Berry has a new outlook, a new address and a new beginning. The singer-songwriter rose to stardom on the country charts of the 1990s wi ...

Marcus Johnson
Rams Head On Stage

While pursuing his JD and MBA at Georgetown, he independently produced and distributed his first CD (Lessons in Love), which sold more than ...

Annapolis Spring Sailboat Show
Annapolis Spring Sailboat Show

See new and brokerage sailboats on display in the water and on land, including catamarans, monohulls, family cruisers, daysailers, and blue ...

Prince Royce - Alter Ego Tour
The Hall at Live!

Free Parking For All EventsThis Event Is 21+ En los últimos 9 años, el galardonado cantante y compositor multi-platino Prince Royce se h ...

Annapolis Spring Sailboat Show
Annapolis Spring Sailboat Show

See new and brokerage sailboats on display in the water and on land, including catamarans, monohulls, family cruisers, daysailers, and blue ...

18th Annual Annapolis Book Festival
Annapolis Book Festival

Every year, more than 3,000 people attend the community festival that celebrates the beauty, power, passion and excitement of the written wo ...

Cruise to the WineFest at St. Michaels
1 Dock St, Annapolis MD.

Travel across the Chesapeake Bay to the St. Michaels Wine Festival. Take a round trip cruise on a Watermark Yacht from Annapolis to St. Mich ...

Drag Brunch
Rams Head On Stage

Join us at Rams Head on Stage for an April Drag Brunch featuring the talents of D'Moj, Hazel Derèon, Gassy Winds, M'ara Diamond, Jordin Jam ...

Karla Bonoff
Rams Head On Stage

Singer/songwriter Karla Bonoff grew up in Los Angeles and briefly attended UCLA. Emerging from the Monday night hootenanny scene at the Trou ...

Freaky Friday, the musical
Colonial Players of Annapolis

It's a busy day in the Blake household... the day of both Katherine's rehearsal dinner and her daughter Ellie's chance to take part in the s ...

Cruise to the WineFest at St. Michaels
1 Dock St, Annapolis MD.

Travel across the Chesapeake Bay to the St. Michaels Wine Festival. Take a round trip cruise on a Watermark Yacht from Annapolis to St. Mich ...

Annapolis Spring Sailboat Show
Annapolis Spring Sailboat Show

See new and brokerage sailboats on display in the water and on land, including catamarans, monohulls, family cruisers, daysailers, and blue ...

SQRRL! **All Ages Matinee**
Rams Head On Stage

Created by singer/songwriter and guitarist Doug Segree, SQRRL! is an amazing fun band for kids! Over the past two years the band has played ...

KT Tunstall
Rams Head On Stage

Since scoring a worldwide smash with her debut album 'Eye To The Telescope' in 2004, which went on to sell over 5 million copies, KT Tunstal ...

Julia Fordham
Rams Head On Stage

Julia Fordham makes a welcome return to The Rams Head as part of her first USA Tour in 8 years. Julia will perform an array of her classic s ...

Watkins Family Hour
Rams Head On Stage

Returning to the studio as Watkins Family Hour, Sean and Sara Watkins consider brother sister a duo-centric record – yet one that feels ...

Four80East
Rams Head On Stage

Four80East is a Toronto-based electro-jazz duo that’s all about the groove. Drawing from their diverse musical influences, Rob DeBoer a ...

65th Annual May Day Basket Competition
May Day Basket Competition

Considered to be one of the most beautiful days in historic downtown Annapolis, May Day greets visitors and area residents with door after d ...

Annapolis Symphony Orchestra presents Awadagin Pratt, piano
Maryland Hall for the Creative Arts

Piano virtuoso Awadagin Pratt joins the Annapolis Symphony Orchestra for a performance of Beethoven's Piano Concert No. 1 during the final M ...

ONGOING EXHIBITS (8)

annapolis art and culture

Jane Austen Tour
Hammond-Harwood House

Tour of the house that compares the customs and social graces of the Loockerman family, who lived in the Hammond-Harwood House in the early ...

Jane Austen Tour
Hammond-Harwood House

Tour of the house that compares the customs and social graces of the Loockerman family, who lived in the Hammond-Harwood House in the early ...

Jane Austen Tour
Hammond-Harwood House

Tour of the house that compares the customs and social graces of the Loockerman family, who lived in the Hammond-Harwood House in the early ...

Jane Austen Tour
Hammond-Harwood House

Tour of the house that compares the customs and social graces of the Loockerman family, who lived in the Hammond-Harwood House in the early ...

Jane Austen Tour
Hammond-Harwood House

Tour of the house that compares the customs and social graces of the Loockerman family, who lived in the Hammond-Harwood House in the early ...

Jane Austen Tour
Hammond-Harwood House

Tour of the house that compares the customs and social graces of the Loockerman family, who lived in the Hammond-Harwood House in the early ...

Jane Austen Tour
Hammond-Harwood House

Tour of the house that compares the customs and social graces of the Loockerman family, who lived in the Hammond-Harwood House in the early ...

Jane Austen Tour
Hammond-Harwood House

Tour of the house that compares the customs and social graces of the Loockerman family, who lived in the Hammond-Harwood House in the early ...

WEEKLY HAPPENINGS (109)

entertainment while you're here

Happy Hour at Rams Head Tavern
Rams Head Tavern

Happy Hour is every Monday through Friday from 3-7pm! ...

Lunes Latino with Patrick Alban & Noche Latina
Live! Center Stage

Spice up your night and heat up the dance floor with live salsa music! Patrick Alban & Noche Latina play music from Cuba and Latin Ameri ...

Happy Hour at Rams Head Roadhouse
Rams Head Roadhouse

Happy Hour is every Monday through Friday from 3-7pm! ...

Happy Hour at Rams Head Dockside
Rams Head Dockside

Happy Hour is every Monday through Friday from 3-7pm! ...

Free Monday Night Trivia Game
Reynolds Tavern

Every Monday evening Final Score Maryland hosts a great Trivia Game inside the 1747 Pub.  Teams can join each week, a team from 1-12 playe ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

All Day Happy Hour!
Rico's Taco and Tequila Bar

ALL DAY HAPPY HOUR! $6.00 House Margaritas! Industry Staff additional specials! ...

O'Brien's Time Happy Hour
O'Brien's Oyster Bar & Seafood Tavern

Join us for Happy Hour Monday-Friday! With new specials daily and don't forget to check out our patio! O'Brien's Time Happy Hour Monday-Frid ...

Professionals Lunch
O'Brien's Oyster Bar & Seafood Tavern

Lunch specials Monday-Friday from 11-3. We are seasoned at getting the Annapolis workforce a quality lunch with enough time to enjoy and mak ...

Football Specials
O'Brien's Oyster Bar & Seafood Tavern

Throw on your favorite team jersey and join us! Every Sunday, Monday & Thursday for NFL Game Day Specials ALL DAY LONG! We have your fa ...

Open Mic Night
O'Brien's Oyster Bar & Seafood Tavern

ANNAPOLIS UNPLUGGED AT O’BRIEN’S OYSTER BAR & SEAFOOD TAVERN – MONDAY NIGHTS Rediscover your roots with O’Brien&#x92 ...

Locals Night
Knoxie's Table

Join us on Monday Nights at Knoxie's Table for a fun two course dinner for $22.95 at Knoxie's Table featuring delectable Eastern Shore food ...

Happy Hour at Rams Head Tavern
Rams Head Tavern

Happy Hour is every Monday through Friday from 3-7pm! ...

Pub Quiz Night at Galway Bay
Galway Bay

Pub Quiz night. Registration starts at 7:30. Teams compete to answer rounds of trivia questions. Winning team wins prize and chooses a chari ...

Pub Trivia Night at Brian Boru
Brian Boru

Pub Trivia in 3 rounds with prizes for the winners! 7-9pm Bring a team and have some fun! ...

Happy Hour at Rams Head Roadhouse
Rams Head Roadhouse

Happy Hour is every Monday through Friday from 3-7pm! ...

Live Music at Rams Head Roadhouse
Rams Head Roadhouse

Free live music every Tuesday at 7:30PM! ...

Free World Beer Club Membership
Rams Head Tavern

Join our World Beer Club for free on Tuesdays. As a member you will be sample 100 beer from around the world. Upon completion you will recei ...

Happy Hour at Rams Head Dockside
Rams Head Dockside

Happy Hour is every Monday through Friday from 3-7pm! ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

Taco Tuesdays
Rico's Taco and Tequila Bar

ALL TACOS $3.00 ALL DAY! ...

Happy Hour and Half Shell
Sailor Oyster Bar

$1 Local Oysters / Beer & Wine Special ...

TuneUp Tuesdays
Live! Center Stage

You pick it, we play it. Hand in your song request and watch dueling pianos like you never seen before, as a part of a 5-piece party band. B ...

Happy Hour
Ashling Kitchen & Bar

50% Off Small Plates and $2 Off Drinks ...

O'Brien's Time Happy Hour
O'Brien's Oyster Bar & Seafood Tavern

Join us for Happy Hour Monday-Friday! With new specials daily and don't forget to check out our patio! O'Brien's Time Happy Hour Monday-Frid ...

Professionals Lunch
O'Brien's Oyster Bar & Seafood Tavern

Lunch specials Monday-Friday from 11-3. We are seasoned at getting the Annapolis workforce a quality lunch with enough time to enjoy and mak ...

Wine Night
Knoxie's Table

Every Tuesday and Thursday, our bar managers hand pick select bottles of wine for $20 at Knoxie's Table. Wine night can be enjoyed in the ba ...

Tequila & Tacos
Knoxie's Table

Celebrate Taco Tuesday at Knoxie’s Table this winter! Enjoy tequila specials, featured margaritas, and limited taco menu available at t ...

Happy Hour at Rams Head Tavern
Rams Head Tavern

Happy Hour is every Monday through Friday from 3-7pm! ...

Karaoke Live!
Live! Center Stage

Take Center Stage and be the star of the show at Karaoke Live! Sing your favorite songs with a live band to back you up! Seating available o ...

Live Music with Sean Hetrick and $6 Burgers
Reynolds Tavern

Join us for a great Wednesday night of music and $6 burgers, inside the 1747 Pub at Reynolds Tavern.  Listen to live music by Sean Hetrick ...

Amber North
Rams Head Tavern

Join us every Wednesday night for live music with Amber North! No cover! ...

Happy Hour at Rams Head Roadhouse
Rams Head Roadhouse

Happy Hour is every Monday through Friday from 3-7pm! ...

Live Music at Rams Head Dockside
Rams Head Dockside

Join us every Wednesday, Friday, and Saturday evening for free live music! No cover!  ...

Happy Hour at Rams Head Dockside
Rams Head Dockside

Happy Hour is every Monday through Friday from 3-7pm! ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

Happy Hour and Half Shell
Sailor Oyster Bar

$1 Local Oysters / Beer & Wine Special ...

Karaoke with KJ Billy
Rams Head Dockside

Join us every Wednesday for karaoke with one of Glen Burnie's favorites, KJ Billy! As always, no cover. Happy Hour: 3 to 7 1/2 price apps ...

Happy Hour
Ashling Kitchen & Bar

50% Off Small Plates and $2 Off Drinks ...

O'Brien's Time Happy Hour
O'Brien's Oyster Bar & Seafood Tavern

Join us for Happy Hour Monday-Friday! With new specials daily and don't forget to check out our patio! O'Brien's Time Happy Hour Monday-Frid ...

Professionals Lunch
O'Brien's Oyster Bar & Seafood Tavern

Lunch specials Monday-Friday from 11-3. We are seasoned at getting the Annapolis workforce a quality lunch with enough time to enjoy and mak ...

Burgers & Beer
Knoxie's Table

Wednesday nights are Burger & Beer Nights at Knoxie’s! Enjoy Knoxie’s Signature Burger with a pint of your favorite beer for o ...

Happy Hour at Rams Head Tavern
Rams Head Tavern

Happy Hour is every Monday through Friday from 3-7pm! ...

Music: Pete Best
Rams Head Tavern

Join us every Thursday night for live music with Pete Best No cover! ...

Live Music at Brian Boru!
Brain Boru

Live music Thursday, Friday and Saturday nights, year round! ...

1/2 Price Maison Nicolas Wines
Reynolds Tavern

Every Thursday Night enjoy 1/2 Price bottles of Maison Nicolas Wines with food purchase.  Pinot Grigio, Chardonnay, Sauvignon Blanc, Merlot ...

Happy Hour at Rams Head Roadhouse
Rams Head Roadhouse

Happy Hour is every Monday through Friday from 3-7pm! ...

Happy Hour at Rams Head Dockside
Rams Head Dockside

Happy Hour is every Monday through Friday from 3-7pm! ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

Ladies' Night
Rico's Taco and Tequila Bar

Ladies Night 1/2 off house drinks all day! ...

Happy Hour and Half Shell
Sailor Oyster Bar

$1 Local Oysters / Beer & Wine Special ...

Trivia with DJ Matt
Rams Head Dockside

Join us for Trivia every Thursday starting at 8 PM! Specials: $7 Domestic pitchers, $10 Fordham & Dominion pitchers Winning team take ...

Happy Hour
Ashling Kitchen & Bar

50% Off Small Plates and $2 Off Drinks ...

O'Brien's Time Happy Hour
O'Brien's Oyster Bar & Seafood Tavern

Join us for Happy Hour Monday-Friday! With new specials daily and don't forget to check out our patio! O'Brien's Time Happy Hour Monday-Frid ...

Professionals Lunch
O'Brien's Oyster Bar & Seafood Tavern

Lunch specials Monday-Friday from 11-3. We are seasoned at getting the Annapolis workforce a quality lunch with enough time to enjoy and mak ...

Football Specials
O'Brien's Oyster Bar & Seafood Tavern

Throw on your favorite team jersey and join us! Every Sunday, Monday & Thursday for NFL Game Day Specials ALL DAY LONG! We have your fa ...

Thursday Night Live Music
Knoxie's Table

Join us as we continue live music on Thursday's this winter at Knoxie's Table. Enjoy live music by a variety of our favorite local musicians ...

Happy Hour at Rams Head Tavern
Rams Head Tavern

Happy Hour is every Monday through Friday from 3-7pm! ...

Art & Story Time
Chesapeake Children's Museum

We are eager to share the passion for great children's literature and creative visual expression with our youngest visitors. Children ages t ...

Live Music at Killarney House!
Killarney House

Live music Every Friday and Saturday night at Killarney House. go to our website for current artist listings and schedules. ...

Friday Night Live!
Live! Center Stage

Friday Night Live! Join us for a night of fun and live entertainment as we bring you the top requested music at Live! Center Stage! 1st Fr ...

Live Music at Brian Boru!
Brain Boru

Live music Thursday, Friday and Saturday nights, year round! ...

First Fridays 80's Invasion
Live! Center Stage

It's a totally awesome, true '80s EXPERIENCE every show! Doors: 8pm Show: 9pm Don't forget to swipe your Live! Rewards® card at the front d ...

Happy Hour at Rams Head Roadhouse
Rams Head Roadhouse

Happy Hour is every Monday through Friday from 3-7pm! ...

Live Music at Rams Head Dockside
Rams Head Dockside

Join us every Wednesday, Friday, and Saturday evening for free live music! No cover!  ...

Happy Hour at Rams Head Dockside
Rams Head Dockside

Happy Hour is every Monday through Friday from 3-7pm! ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

Late Night Happy Hour!
Rico's Taco and Tequila Bar

Late Night Happy Hour! From 9PM-11PM Fridays and Saturdays ...

Happy Hour and Half Shell
Sailor Oyster Bar

$1 Local Oysters / Beer & Wine Special ...

Ladies Night with DJ Matt
Rams Head Dockside

Get the girls together because it's Ladies Night! Join us every Friday starting at 9pm for Ladies Night with DJ Matt. Enjoy $3 bombs, $3 ...

Happy Hour
Ashling Kitchen & Bar

50% Off Small Plates and $2 Off Drinks ...

O'Brien's Time Happy Hour
O'Brien's Oyster Bar & Seafood Tavern

Join us for Happy Hour Monday-Friday! With new specials daily and don't forget to check out our patio! O'Brien's Time Happy Hour Monday-Frid ...

Professionals Lunch
O'Brien's Oyster Bar & Seafood Tavern

Lunch specials Monday-Friday from 11-3. We are seasoned at getting the Annapolis workforce a quality lunch with enough time to enjoy and mak ...

OB After Hours
O'Brien's Oyster Bar & Seafood Tavern

Every Friday & Saturday night come join us at 10 pm to get the party started. DJ Draco comes in and will play your request.  Dance the ...

Live Music at Killarney House!
Killarney House

Live music Every Friday and Saturday night at Killarney House. go to our website for current artist listings and schedules. ...

Live Music at Brian Boru!
Brain Boru

Live music Thursday, Friday and Saturday nights, year round! ...

Live Music at Rams Head Dockside
Rams Head Dockside

Join us every Wednesday, Friday, and Saturday evening for free live music! No cover!  ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

Saturday Wine Tastings
Wine Cellars of Annapolis

Join us every Saturday from 11:00am-4:00pm for exciting Wine Tastings in our Barrel Room where we feature a variety of great wines with ...

Late Night Happy Hour!
Rico's Taco and Tequila Bar

Late Night Happy Hour! From 9PM-11PM Fridays and Saturdays ...

Margarita Madness!
Rico's Taco and Tequila Bar

Margarita Madness $6 House Margaritas! From 2PM-4PM Saturdays ...

Happy Hour and Half Shell
Sailor Oyster Bar

$1 Local Oysters / Beer & Wine Special ...

OB After Hours
O'Brien's Oyster Bar & Seafood Tavern

Every Friday & Saturday night come join us at 10 pm to get the party started. DJ Draco comes in and will play your request.  Dance the ...

Brunch
O'Brien's Oyster Bar & Seafood Tavern

Brunch Menu EXTRAORDINARY EGGS Avocado Toast with Egg $9.95 Your choice of 2 poached eggs on rye bread with freshly made guacamole. Sliced g ...

Staff Picks Wine Tasting
87 Main Street

Try an interesting selection of our current "staff picks", a group of wines chosen to represent good value and to pair well with seasonally ...

Music: Skribe
Rams Head Tavern

Join us every Sunday night for live music with Skribe! No cover! ...

$5 Burger Night at Rams Head Tavern
Rams Head Tavern

Serving up delicious burgers every Sunday night for just $5! ...

Award-winning Sunday Brunch at Killarney House
Killarney House

Join us every Sunday for our award-winning Sunday Brunch featuring breakfast favorites plus Irish specialties from our kitchen! 10-2pm Every ...

Live Music Sundays at Galway Bay
Galway Bay

Join us for live Irish music every Sunday from 4-8pm in the pub! ...

Smooth Sundays
Live! Center Stage

Smooth Sundays Ease into the week with martinis and Jazz Music on Sundays from 6:00PM - 9:00PM ...

Award Winning Sunday Brunch Buffet at Brian Boru
Brian Boru

Join us for brunch every Sunday! Voted Best Brunch by What's Up Magazine 2 years in a row! ...

$5 Burger Night at Rams Head Dockside
Rams Head Dockside

Serving up delicious burgers for just $5 every Sunday from 4-10pm! ...

$5 Burger Night at Rams Head Roadhouse
Rams Head Roadhouse

Serving up delicious burgers every Sunday night for just $5 from 4-10pm! ...

Bottomless Bloody Mary Bar at Rams Head Tavern
Rams Head Tavern

We provide the fixin's, you provide the mixin'! Enjoy $10 Finlandia Bottomless Bloody Mary Bar with the purchase of an entree. ...

Sunday Brunch at Rams Head Dockside
Rams Head Dockside

Join us for Brunch every Sunday from 10 AM to 2 PM! ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

Happy Hour and Half Shell
Sailor Oyster Bar

$1 Local Oysters / Beer & Wine Special ...

Brunch
O'Brien's Oyster Bar & Seafood Tavern

Brunch Menu EXTRAORDINARY EGGS Avocado Toast with Egg $9.95 Your choice of 2 poached eggs on rye bread with freshly made guacamole. Sliced g ...

Football Specials
O'Brien's Oyster Bar & Seafood Tavern

Throw on your favorite team jersey and join us! Every Sunday, Monday & Thursday for NFL Game Day Specials ALL DAY LONG! We have your fa ...

BIG Sunday Brunch
Knoxie's Table

Enjoy Knoxie’s Sunday Brunch with LIVE LOCAL MUSIC (10am-1pm) and BOTTOMLESS Bloody Mary’s and Mimosas! Knoxie's Sunday Brunch jus ...

Sundays in The Market
The Inn at the Chesapeake Bay Beach Club

Grab your friends for Sundays in The Market. Every Sunday, The Market will be offering specials, giveaways and tastings! Perfectly paired wi ...

Staff Picks Wine Tasting, Part II
87 Main Street

Try an interesting selection of our current "staff picks", a group of wines chosen to represent good value and to pair well with seasonally ...