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The Colonial Players presents “Casa Valentina.”

Colonial Players 108 East Street, Annapolis, Maryland

The Colonial Players presents the regional premiere and non-professional national premiere of the critically acclaimed play "Casa Valentina" by Harvey Fierstein. Set in the Catskills in 1962 - land of dirty dancing and Borscht Belt comedy—in an inconspicuous bungalow colony, heterosexual men delight in dressing and acting as women. These white-collar professionals escape their family lives to spend [...]

Annapolis Irish Festival

Anne Arundel County Fairgrounds 1821 Crownsville Rd, Crownsville, MD, United States

The 8th Annapolis Irish Festival (AIF) will be held on Friday, June 1 and Saturday, June 2 at the Anne Arundel County Fairgrounds.  A family oriented event, AIF celebrates the rich Celtic heritage music, food, traditions and customs.  It features local and international Celtic bands led by Gaelic Storm, Carbon Leaf, Scythian, the Gothard Sisters, Seamus Kennedy and more.  There will [...]

Annapolis Arts Week

Annapolis Art Week is a celebration of Annapolis and Anne Arundel County’s talented and diverse local arts community. There will be block parties, classes and workshops, four major events/festivals, live music, art exhibits, and much more.

Yappy Hour – SUP with your PUP

Capital Sup 808 Boucher Ave, Annapolis, MD, United States

This event allows you to try stand up paddle boarding with your pup while exploring Spa Creek and Downtown Annapolis. The evening will be led by Lindsay Cook from Capital SUP Annapolis. Head to the main website to make a reservation. Please arrive 15 minutes early in order to get the most out of your [...]

$30

Annapolis Chocolate Binge Festival

West Street Annapolis, MD, United States

The  Annapolis Chocolate Binge Festival is now in it's fourth year. This family friendly festival includes entertainment, live music, chocolate, holiday shopping and the lighting of the festive West Street Holiday Light Canopy.  Take a walk along West Street and tour over 35 chocolate vendors selling all types of chocolate specialties, including chocolate truffles, caramels, and [...]

Derby Fest

Hammond-Harwood House 19 Maryland Avenue,, Annapolis, MD, United States

Celebrate the Kentucky Derby at Two Great Houses of Colonial Annapolis! Annapolis gained fame in colonial times as the first site of city-organized horse racing. On the fairground north of West Street, George Washington and other leaders came to watch the races Race Week was a social highlight renowned throughout the colonies. Reservations encouraged. $50 per [...]

$50

Yacht Party Macy’s Annapolis

Macy's 1295 Annapolis Mall, Annapolis, MD, United States

Come, You are Invited to experience something different in beauty. Specialty Services from Port to Port all around the World! Everything from Cairo Bronzed Goddess Glow to MemorizingFloral Scents from the pink sands of Greece. Your skin can get everything from a soothing facial to a hydrating moisture boost. Come have fun with us at [...]

Free

Corvettes on the Bay Fun Show Annapolis City Dock

Annapolis City Dock City Dock, Annapolis, MD, United States

Corvette Annapolis was founded in 1991 and is dedicated to the promotion of the Chevrolet Corvette, and camaraderie among Corvette owners in the greater Annapolis and Central Maryland area.  Come join us for a celebration of America’s Sports Car at our annual show. This Corvette-only Fun Show will occupy center stage at the historic Annapolis [...]

5th Annual Pints for Paws Homebrewing and Craft Beer Festival

Navy-Marine Corps Memorial Stadium 550 Taylor Ave,, Annapolis, MD, United States

The Annapolis Homebrew Club is a group of like minded individuals with various backgrounds, from various locations across Maryland.  While the club is primarily based in Annapolis, our members span across the entirety of Anne Arundel County and beyond. With a passion for brewing (and drinking), our members help promote the public awareness and appreciation [...]

$30

Truxtun Youth Triathlon

Truxtun Park 273 Hilltop Ln, Annapolis, MD, United States

Be challenged in a Swim, Bike, Run event at Truxtun Park! SWIM in the Truxtun Park pool; BIKE through City parks and adjoining roads; and RUN through Truxtun’s trails. All participants receive a medal for completing the race. Trophies are awarded to the 1st, 2nd, and 3rd places in each age group. Entry fee includes [...]

$55
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