Events and Things to do in Annapolis, MD this month

Search for something you love or check out popular events in your area.

Almost full
Ballet Theatre of Maryland Annual Conservatory Showcase 2026
Thu, May 28, 6:30 PM
Annapolis · Maryland Hall
Almost full
Ballet Theatre of Maryland Annual Conservatory Showcase 2026
Thu, May 28, 6:30 PM
Annapolis · Maryland Hall
10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival
Sat, May 30, 2:00 PM
Annapolis · Naval-Marine Corps Stadium
10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival
Sat, May 30, 2:00 PM
Annapolis · Naval-Marine Corps Stadium
Sales end soon
Northeast Regional Fellowship- Thrive Conference
Thursday at 7:00 PM
Annapolis · Crowne Plaza Annapolis, an IHG Hotel
Sales end soon
Northeast Regional Fellowship- Thrive Conference
Thursday at 7:00 PM
Annapolis · Crowne Plaza Annapolis, an IHG Hotel
Vino & Vinyasa with Lindsay Cook at Great Frogs Winery
Sun, May 31, 11:00 AM
Annapolis · Great Frogs Winery
Vino & Vinyasa with Lindsay Cook at Great Frogs Winery
Sun, May 31, 11:00 AM
Annapolis · Great Frogs Winery
Sales end soon
ENA By The Bay 2026 Emergency Nursing Conference
Fri, May 29, 7:30 AM
Glen Burnie · UM Baltimore Washington Medical Center
Sales end soon
ENA By The Bay 2026 Emergency Nursing Conference
Fri, May 29, 7:30 AM
Glen Burnie · UM Baltimore Washington Medical Center
Going fast
In-person Lactation Basics - AAMC Annapolis, MD
Wednesday at 5:00 PM
Annapolis · 2000 Medical Pkwy
Going fast
In-person Lactation Basics - AAMC Annapolis, MD
Wednesday at 5:00 PM
Annapolis · 2000 Medical Pkwy
Going fast
Annapolis Kappas 11th Annual Bowling Bash
Sun, May 24, 8:00 PM
Annapolis · Annapolis Bowl
Going fast
Annapolis Kappas 11th Annual Bowling Bash
Sun, May 24, 8:00 PM
Annapolis · Annapolis Bowl
Sales end soon
10th Anniversary TShirt
Saturday at 11:00 AM
Arnold · 613 College Pkwy
Sales end soon
10th Anniversary TShirt
Saturday at 11:00 AM
Arnold · 613 College Pkwy
The Heather Pierson Duo in Annapolis, MD
Today at 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
The Heather Pierson Duo in Annapolis, MD
Today at 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Sagittarius Full Moon Circle & Crystal Grid Workshop with Donna & Audrey
Sun, May 31, 10:30 AM
Annapolis · Annapolis Crystals
Sagittarius Full Moon Circle & Crystal Grid Workshop with Donna & Audrey
Sun, May 31, 10:30 AM
Annapolis · Annapolis Crystals
Sales end soon
Big Tony's Chapter 66 Birthday Pop-Up Happy Hour!
Thursday at 6:30 PM
Gambrills · Blue Dolphin Seafood Bar & Grill
Sales end soon
Big Tony's Chapter 66 Birthday Pop-Up Happy Hour!
Thursday at 6:30 PM
Gambrills · Blue Dolphin Seafood Bar & Grill
Going fast
Wildflowers Craft Night @ Pherm Brewing w/ Maryland Craft Parties
Wednesday at 6:00 PM
Gambrills · Pherm Brewing Company
Going fast
Wildflowers Craft Night @ Pherm Brewing w/ Maryland Craft Parties
Wednesday at 6:00 PM
Gambrills · Pherm Brewing Company
Going fast
Chart House Prime - Duckhorn Wine Dinner
Thu, May 28, 7:00 PM
Annapolis · Chart House Prime
Going fast
Chart House Prime - Duckhorn Wine Dinner
Thu, May 28, 7:00 PM
Annapolis · Chart House Prime
Fairways and Fine Wine
Fri, May 29, 6:30 PM
Bowie · The Lab 301
Fairways and Fine Wine
Fri, May 29, 6:30 PM
Bowie · The Lab 301
Sales end soon
Clear Vision, Clearer Minds: The Eye–Brain Connection in Dementia
Wednesday at 6:30 PM
Bowie · Solomon Eye Physicians and Surgeons LLC - Bowie
Sales end soon
Clear Vision, Clearer Minds: The Eye–Brain Connection in Dementia
Wednesday at 6:30 PM
Bowie · Solomon Eye Physicians and Surgeons LLC - Bowie
Almost full
Crafted Tales™ Series
Fri, May 29, 7:00 PM
Upper Marlboro · The Free State Distillery, Inc
Almost full
Crafted Tales™ Series
Fri, May 29, 7:00 PM
Upper Marlboro · The Free State Distillery, Inc
Full Moon Guided Meditation & Gong Sound Bath
Sun, May 31, 5:30 PM
Deale · Harmony HIlls
Full Moon Guided Meditation & Gong Sound Bath
Sun, May 31, 5:30 PM
Deale · Harmony HIlls
Sales end soon
BSDC Late-Night Networking Mixer: Creatives, Brands, and Business
Thursday at 8:30 PM
Glen Burnie · BSDC Latin, African & Cultural Dance Institute
Sales end soon
BSDC Late-Night Networking Mixer: Creatives, Brands, and Business
Thursday at 8:30 PM
Glen Burnie · BSDC Latin, African & Cultural Dance Institute
PRETTY LITTLE BLONDE | ANNAPOLIS, MD MAY 18TH
Today at 9:30 AM
Annapolis · CREA Hair Studio
PRETTY LITTLE BLONDE | ANNAPOLIS, MD MAY 18TH
Today at 9:30 AM
Annapolis · CREA Hair Studio
2026 East Coast Thunder
Sunday at 11:00 AM
Stevensville · American Legion Post 278
2026 East Coast Thunder
Sunday at 11:00 AM
Stevensville · American Legion Post 278

Trends in Annapolis

Explore more trends

Frequently asked questions about Annapolis

What are the best events to attend this month?

According to Eventbrite, the best events this month are:

Ballet Theatre of Maryland Annual Conservatory Showcase 2026

10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival

Northeast Regional Fellowship- Thrive Conference

Vino & Vinyasa with Lindsay Cook at Great Frogs Winery

Which events are currently trending in Annapolis?

The trending searches this month in Annapolis are:

mothers day

kentucky derby maryland

anne arundel county

comedy shows

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

PRETTY LITTLE BLONDE | ANNAPOLIS, MD MAY 18TH

The Heather Pierson Duo in Annapolis, MD

In-person Lactation Basics - AAMC Annapolis, MD

Wildflowers Craft Night @ Pherm Brewing w/ Maryland Craft Parties

Ballet Theatre of Maryland Annual Conservatory Showcase 2026

Ballet Theatre of Maryland Annual Conservatory Showcase 2026

10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival

10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival

Northeast Regional Fellowship- Thrive Conference

Northeast Regional Fellowship- Thrive Conference

Vino & Vinyasa with Lindsay Cook at Great Frogs Winery

Vino & Vinyasa with Lindsay Cook at Great Frogs Winery

ENA By The Bay 2026 Emergency Nursing Conference

ENA By The Bay 2026 Emergency Nursing Conference

In-person Lactation Basics - AAMC Annapolis, MD

In-person Lactation Basics - AAMC Annapolis, MD

Annapolis Kappas 11th Annual Bowling Bash

Annapolis Kappas 11th Annual Bowling Bash

10th Anniversary TShirt

10th Anniversary TShirt

The Heather Pierson Duo in Annapolis, MD

The Heather Pierson Duo in Annapolis, MD

Sagittarius Full Moon Circle & Crystal Grid Workshop with Donna & Audrey

Sagittarius Full Moon Circle & Crystal Grid Workshop with Donna & Audrey

Big Tony's Chapter 66 Birthday Pop-Up Happy Hour!

Big Tony's Chapter 66 Birthday Pop-Up Happy Hour!

Wildflowers Craft Night @ Pherm Brewing w/ Maryland Craft Parties

Wildflowers Craft Night @ Pherm Brewing w/ Maryland Craft Parties

Chart House Prime - Duckhorn Wine Dinner

Chart House Prime - Duckhorn Wine Dinner

Fairways and Fine Wine

Fairways and Fine Wine

Clear Vision, Clearer Minds: The Eye–Brain Connection in Dementia

Clear Vision, Clearer Minds: The Eye–Brain Connection in Dementia

Crafted Tales™ Series

Crafted Tales™ Series

Full Moon Guided Meditation & Gong Sound Bath

Full Moon Guided Meditation & Gong Sound Bath

BSDC Late-Night Networking Mixer: Creatives, Brands, and Business

BSDC Late-Night Networking Mixer: Creatives, Brands, and Business

PRETTY LITTLE BLONDE | ANNAPOLIS, MD MAY 18TH

PRETTY LITTLE BLONDE | ANNAPOLIS, MD MAY 18TH

2026 East Coast Thunder

2026 East Coast Thunder

Things to do around Annapolis

Trends in Annapolis

1. Mothers day

2. Kentucky derby maryland

3. Anne arundel county

4. Comedy shows

5. Mother's day brunch

6. Free paper shredding

7. Cinco de mayo

8. Memorial day

9. Events near me

10. Sip and paint

11. Car show

12. Cinco de mayo party

What are the best events to attend this month?

Which events are currently trending in Annapolis?

Which events are coming up?