Annapolis Book Festival

The Key School 534 Hillsmere Dr., Annapolis, MD, United States

The Annapolis Book Festival has become one of the premier community events in the region. It brings nationally renowned authors to The Key School in Annapolis, Maryland, to discuss their books and the craft of writing. It features Annapolis Town Crier Squire Frederick, children's activities, live music, refreshments, and new and used book sales.

Children’s Theatre of Annapolis Comedy Night Fundraiser

Children's Theatre of Annapolis 1661 Bay Head Rd, Annapolis, MD, United States

Join us for our fifth annual Comedy Night featuring Free Range Improv! A fundraiser to support our production and educational programs. We have the hilarious comedy team from Annapolis' own Free Range Improv on tap to keep you laughing throughout the night. We'll have the fantastic photo booth from Extraordinary Entertainment. We are excited to announce that our season sponsor, Broadneck Grill, [...]

Boat Maryland Week

Chesapeake Bay Annapolis, MD, United States

Welcome to Boat Maryland Week! This 10-day celebration highlights the beginning of Maryland’s boating season and the state’s deeply-rooted ties to maritime history. From April 26 – May 5, 2019, visitors can enjoy everything from events and festivals, to the latest in boating equipment to maritime art, celebrate the opening of boating season, the maritime [...]

May Day in Annapolis

Downtown Annapolis Annapolis, MD, United States

The 63rd annual May Day basket competition, sponsored by the Garden Club of Old Annapolis Town, will be held May 1st in celebration of May Day.  Residents and merchants in throughout the City will arrange baskets of fresh cut flowers to display outside their homes and businesses throughout the day. Displays will be out by [...]

Free Comic Book Day

Third Eye Comics 209 Chinquapin Round Rd #200, Annapolis, MD, United States

Free Comic Book Day at Third Eye Comics Annapolis: Join us for our annual free Comic Book Day + 11 years of Third Eye Comics. Choose from more than 30 free comics plus other free swag, creator guests, super sales and more.  

Derby Fest

Hammond-Harwood House 19 Maryland Ave., Annapolis, MD, United States

George Washington came to Annapolis for the horse racing; be like George and come to Derby Fest. Watch the Kentucky Derby, enjoy good food and drink, games, a hat-making table, tours of two colonial homes and more. Cash Bar, 21+ only George Washington came to Annapolis for the horse racing; be like George and come [...]

Walk for the Animals at Quiet Waters Park

Quiet Waters Park 600 Quiet Waters Park Road, Annapolis, MD, United States

Enjoy a beautiful walk through Quiet Waters Park with your favorite furry friend. Explore the large outdoor vendor and food festival. It's fun for families of all ages. Pledge to walk and help the animals of the AACSPCA.  

First Sunday Arts Festival

First block of West and Calvert Streets Annapolis, MD, United States

Welcome to First Sunday Arts Festivals in Annapolis, Maryland. We invite you to visit the festivals on the first Sunday of each month May through November in downtown Annapolis Maryland from 11am to 5pm to shop over 130 artists. Located at the first block of West and Calvert Streets.  Admission is free!

William Paca Garden Plants Sale

William Paca House & Garden 186 Prince George St., Annapolis, MD, United States

Take a piece of the William Paca Garden home with you! Choose from among more than 300 varieties of perennials, annuals, vegetables, herbs, trees and shrubs – including heirloom and “cutting-edge”, native and exotic – that have been raised by Paca Garden volunteers. Gardeners on hand to answer questions. Information-packed catalog available online or for [...]

Mother’s Day Brunch aboard the Schooner Woodwind

Annapolis Sailing Cruises Schooner Woodwind 80 Compromise St., Annapolis, MD, United States

Our Mother’s Day Brunch Sail departs Annapolis for a three-hour Brunch cruise at 10:00 am and returns at 1:00 pm. Sailing cruise includes one free Bloody Mary or Mimosa and delicious food $94 per person, $54 per child. Maximum 35 guests.  

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