Things to do in Annapolis

Looking for something to do in Annapolis? Whether you're a local, new in town or just cruising through we've got loads of great tips and events. You can explore by location, what's popular, our top picks, free stuff... you got this. Ready?

Popular in Annapolis

MAY

25

Chow for a Cause - Food Truck Festival with Salsa & Live Music!

Sat, May 25, 11:00am

Navy-Marine Stadium, Annapolis, MD

MAY

30

Barrels, Bites & Bikes

Thu, May 30, 6:00pm

Red Red Wine Bar, Annapolis, MD

JUN

15

5th Annual Pints for Paws Homebrewing and Craft Beer Festival

Sat, Jun 15, 2:00pm

550 Taylor Ave, Annapolis, MD

JUN

15

Thomas Point Shoal Tour - Saturday June 15th - 12:00 pm

Sat, Jun 15, 12:00pm

Dock Behind Annapolis Maritime Museum, Annapolis, MD

JUN

29

Sister Viola Does Annapolis

Sat, Jun 29, 7:00pm

49 West Coffeehouse & Winebar, Annapolis, MD

JUN

30

The Four Freshmen

Sun, Jun 30, 7:30pm

Rams Head On Stage, Annapolis, MD

On Ticketfly

JUL

13

The Summer Lawn Party

Sat, Jul 13, 2:00pm

Ogle Hall, Annapolis, MD

SEP

28

30th Annual Kunta Kinte Heritage Festival

Sat, Sep 28, 10:00am

Annapolis City Dock, Annapolis, MD

MAY

25

Chow for a Cause - Food Truck Festival with Salsa & Live Music!

Sat, May 25, 11:00am

Navy-Marine Stadium, Annapolis, MD

MAY

30

Barrels, Bites & Bikes

Thu, May 30, 6:00pm

Red Red Wine Bar, Annapolis, MD

JUN

15

5th Annual Pints for Paws Homebrewing and Craft Beer Festival

Sat, Jun 15, 2:00pm

550 Taylor Ave, Annapolis, MD

JUN

15

Thomas Point Shoal Tour - Saturday June 15th - 12:00 pm

Sat, Jun 15, 12:00pm

Dock Behind Annapolis Maritime Museum, Annapolis, MD

JUN

29

Sister Viola Does Annapolis

Sat, Jun 29, 7:00pm

49 West Coffeehouse & Winebar, Annapolis, MD

JUN

30

The Four Freshmen

Sun, Jun 30, 7:30pm

Rams Head On Stage, Annapolis, MD

On Ticketfly

JUL

13

The Summer Lawn Party

Sat, Jul 13, 2:00pm

Ogle Hall, Annapolis, MD

SEP

28

30th Annual Kunta Kinte Heritage Festival

Sat, Sep 28, 10:00am

Annapolis City Dock, Annapolis, MD

This Weekend

MAY

24

Music: David Sparrow

Fri, May 24, 10:00pm

Rams Head Tavern Annapolis, Annapolis, MD

Free

MAY

25

Summer Cruise with Mbieri United Association, Washington D.C. Chapter

Sat, May 25, 6:00pm

1 Dock St, Annapolis, MD

MAY

25

May Veteran HOME BUYER Bootcamp

Sat, May 25, 10:00am

BHGRE The J. Melvin Group, Annapolis, MD

Free

MAY

26

Mermaid & Pirate Brunch

Sun, May 26, 10:00am

114 West St, Annapolis, MD

MAY

24

Music: David Sparrow

Fri, May 24, 10:00pm

Rams Head Tavern Annapolis, Annapolis, MD

Free

MAY

25

Summer Cruise with Mbieri United Association, Washington D.C. Chapter

Sat, May 25, 6:00pm

1 Dock St, Annapolis, MD

MAY

25

May Veteran HOME BUYER Bootcamp

Sat, May 25, 10:00am

BHGRE The J. Melvin Group, Annapolis, MD

Free

MAY

26

Mermaid & Pirate Brunch

Sun, May 26, 10:00am

114 West St, Annapolis, MD

Business & Professional events

MAY

23

A Night of Video Media Training in Annapolis: Don't Be Cringy on Camera!

Thu, May 23, 6:30pm

Port Annapolis Marina, Annapolis, MD

MAY

27

Learn Real Estate Investing - Annapolis, MD Webinar

Mon, May 27, 7:00pm + 4 more event

Webinar, Annapolis, MD

Free

JUN

4

Alpha's Tech Talk Series - Business Meets Tech

Tue, Jun 4, 8:30am

Blackwall Hitch, Annapolis, MD

Free

JUN

5

Deliciously Sticky Content

Wed, Jun 5, 5:30pm

222 Severn Ave, Annapolis, MD

Free

JUN

11

CXP Christian CEO Retreat - Annapolis

Tue, Jun 11, 9:00am + 6 more event

THE WESTIN ANNAPOLIS, Annapolis, MD

Free

JUN

11

CXP Annapolis Retreat - CEO Experience

Tue, Jun 11, 9:00am + 6 more event

The Westin Annapolis, Annapolis, MD

Free

JUN

12

Motorized Solar Shades--As Smart As You Are

Wed, Jun 12, 11:30am

Carrol's Creek Cafe, Annapolis, MD

Free

SEP

19

Blindsided: Uncovering, Understanding & Managing Bias

Thu, Sep 19, 8:00am

Annapolis, MD

MAY

23

A Night of Video Media Training in Annapolis: Don't Be Cringy on Camera!

Thu, May 23, 6:30pm

Port Annapolis Marina, Annapolis, MD

MAY

27

Learn Real Estate Investing - Annapolis, MD Webinar

Mon, May 27, 7:00pm + 4 more event

Webinar, Annapolis, MD

Free

JUN

4

Alpha's Tech Talk Series - Business Meets Tech

Tue, Jun 4, 8:30am

Blackwall Hitch, Annapolis, MD

Free

JUN

5

Deliciously Sticky Content

Wed, Jun 5, 5:30pm

222 Severn Ave, Annapolis, MD

Free

JUN

11

CXP Christian CEO Retreat - Annapolis

Tue, Jun 11, 9:00am + 6 more event

THE WESTIN ANNAPOLIS, Annapolis, MD

Free

JUN

11

CXP Annapolis Retreat - CEO Experience

Tue, Jun 11, 9:00am + 6 more event

The Westin Annapolis, Annapolis, MD

Free

JUN

12

Motorized Solar Shades--As Smart As You Are

Wed, Jun 12, 11:30am

Carrol's Creek Cafe, Annapolis, MD

Free

SEP

19

Blindsided: Uncovering, Understanding & Managing Bias

Thu, Sep 19, 8:00am

Annapolis, MD

Free events

MAY

22

Spine Surgery Pre-Operative Class

Wed, May 22, 5:00pm + 26 more event

AAMC Hospital Pavilion NORTH, Annapolis, MD

Free

JUN

1

Yoga on the Labyrinth

Sat, Jun 1, 10:30am + 5 more event

801 Chase St, Annapolis, MD

Free

JUN

3

UMCES Boesch Special Lecture

Mon, Jun 3, 3:00pm

UMCES Annapolis Office, Annapolis, MD

Free

JUN

25

West Marine Annapolis Presents SAFETY On The Water

Tue, Jun 25, 10:00am

West Marine Annapolis, Annapolis, MD

Free

JUL

20

theSYNDICATE

Sat, Jul 20, 3:00pm

Downtown Hope, Annapolis, MD

Free

JUL

22

Breastfeeding Support Group

Mon, Jul 22, 1:00pm

Annapolis Pediatrics Annapolis, Annapolis, MD

Free

SEP

10

Annapolis AIA Lunch and Learn 9-10

Tue, Sep 10, 12:00pm

208 West St, Annapolis, MD

Free

MAY

22

Spine Surgery Pre-Operative Class

Wed, May 22, 5:00pm + 26 more event

AAMC Hospital Pavilion NORTH, Annapolis, MD

Free

JUN

1

Yoga on the Labyrinth

Sat, Jun 1, 10:30am + 5 more event

801 Chase St, Annapolis, MD

Free

JUN

3

UMCES Boesch Special Lecture

Mon, Jun 3, 3:00pm

UMCES Annapolis Office, Annapolis, MD

Free

JUN

25

West Marine Annapolis Presents SAFETY On The Water

Tue, Jun 25, 10:00am

West Marine Annapolis, Annapolis, MD

Free

JUL

20

theSYNDICATE

Sat, Jul 20, 3:00pm

Downtown Hope, Annapolis, MD

Free

JUL

22

Breastfeeding Support Group

Mon, Jul 22, 1:00pm

Annapolis Pediatrics Annapolis, Annapolis, MD

Free

SEP

10

Annapolis AIA Lunch and Learn 9-10

Tue, Sep 10, 12:00pm

208 West St, Annapolis, MD

Free

From nearby cities

JUN

1

Taco, Beer, Tequila Festival 2019

Sat, Jun 1, 11:00am

Southepointe Lot, National Harbor, National Harbor, MD

JUN

8

The Sesame Street Road Trip -- Washington, D.C.

Sat, Jun 8, 10:00am

Anacostia Park, Washington, DC

Free

JUN

14

DC JazzFest at The Wharf 2019

Fri, Jun 14, 2:00pm

The Wharf DC, Washington, DC

Free

AUG

10

Moonrise Festival 2019

Sat, Aug 10, 11:00am

Pimlico Race Course, Baltimore, MD

JUN

1

Taco, Beer, Tequila Festival 2019

Sat, Jun 1, 11:00am

Southepointe Lot, National Harbor, National Harbor, MD

JUN

8

The Sesame Street Road Trip -- Washington, D.C.

Sat, Jun 8, 10:00am

Anacostia Park, Washington, DC

Free

JUN

14

DC JazzFest at The Wharf 2019

Fri, Jun 14, 2:00pm

The Wharf DC, Washington, DC

Free

AUG

10

Moonrise Festival 2019

Sat, Aug 10, 11:00am

Pimlico Race Course, Baltimore, MD

More categories

Nearby cities

Washington

29 miles away

Baltimore

24 miles away

Arlington

32 miles away

Columbia

25 miles away

Washington

29 miles away

Baltimore

24 miles away

Arlington

32 miles away

Columbia

25 miles away