• Skip to main content
  • Skip to after header navigation
  • Skip to site footer
Annapolis Moms

Annapolis Moms

Making Our Community Stronger, One Connection At A Time

BUSY MOMS DON’T MISS A THING!

This field is for validation purposes and should be left unchanged.
Which emails would you like to receive?
  • Home
  • Topics
    • Arts & Entertainment
    • Community
    • Education
    • Food & Dining
    • Health & Beauty
    • Holiday
    • Home
    • Parenting
    • Retail
    • Sports
  • Events
    • All Events
    • Submit an Event
  • Thumbs Up
  • About
    • Contact
  • Coupons
  • Summer Camps
    • Summer Camp Directory
      • Account/Login
      • Manage Listings & Profile
    • Add a Summer Camp
  • Job Connect
    • View Jobs
    • Add A Job
    • My Profile
    • My Listings
    • Job Email opt-in
  • BUSY MOMS DON’T MISS A THING!

    SIGN UP FOR OUR NEWSLETTERS

    This field is for validation purposes and should be left unchanged.
    Which emails would you like to receive?
Arts & Entertainment, Christmas, Holiday

Holiday Events Happening this Week and Weekend

December 4, 2023 by Duffy Perkins
a lighted Rubber dinghy with snowman and santa waving
The Eastport Yacht Club Light Parade always has some wildly creative displays! Image courtesy of Eastport Yacht Club Lights Parade Facebook. 

Holiday Art Making

Christmas Canvas Class at Artsy Partsy

December 8, 6pm
December 9, 2pm

Your child can make a beautiful piece of art to either give as a gift, or treasure throughout the years.  Ages 8+. $22

Storytime & Craft with Author Lynn Roxy Gambrill at Park Books

December 9th,  11am – 12:00pm

Local author Lynn Roxy Gambrill reads her book Santa’s Visit to Maryland: A Parody of “T’was the Night Before Christmas” based on Maryland sights and scenes. Craft to follow storytime. Perfect for ages 3 and up. Free community event. 

A windowed door with a Christmas ball wreath
St. Michaels will be all decked out in holiday finery this weekend! Image courtesy of Christmas in St. Michaels Facebook.

Festive Pete the Cat Paint Class at Muse Paint Bar

December 10, 12-1:30pm

Kids will love working with artist-instructors to create a unique painting of the world’s least emotional cat. $35

Make a Holiday Evergreen Centerpiece at ArtFarm Annapolis

December 11, 6pm

Full of fruit, pods, and fresh flowers, nestling in a bed of aromatic greens, your centerpiece is 24″ long and overflowing with texture, color, and gold accents. You are free to bring pruners, but all other materials will be supplied. $50.

Markets

Holiday Jewelry Sale at the Annapolis Senior Center

December 4-8, 9:30am-3pm

Excellent gifts and personalized jewelry are a hallmark of this annual event that benefits the Center’s activities throughout the year. Free admission. 

A Santa statue sitting on a bench holding a candy cane outside
Old St. Nick is waiting to greet visitors in St. Michaels. Image courtesy of Christmas in St. Michaels Facebook.

Annapolis Holiday Market at Dock Street

December 7-10

The 80-vendor market will be filled with a wide range of art, crafts, food, and handmade gift items from local and regional art, craft, and food vendors. Free admission.

Midnight Madness in Downtown Annapolis

December 7, 4-11pm

Come visit downtown Annapolis (and Snowflake Alley!) Thursdays in December. Grab a hot cocoa and explore shops as they’re open late and merrier than ever.  

Wildberry Vintage Christmas Market

December 9, 2-6

An evening market with over 100 local small businesses, farm fresh eggs, unique gifts, and more! Free admission

Special Events

Eastport Yacht Club Lights Parade

December 9, 6-8pm

Magic happens on the water of the Annapolis Harbor as boats suddenly appear out of the cold winter night illuminated with thousands of colored lights and crewed by jolly revelers. 

Christmas in St. Michaels

December 8-9

Breakfast with Santa, a parade through the streets, a marketplace and sweet shop, a lighted boat parade, and much more make this an annual tradition over the decades. 

Specifically for Adults

Holly Jolly Hideaway at Annapolis Towne Center

December 7-10, evenings

Put on your silliest holiday pajamas and head on over to the Town Center for some yuletide fun. An adults-only holiday extravaganza! Free admission

Holly Jolly Hideaway in neon

Book Signing with Nancy Lawson at Old Fox Books
December 7, 7pm

Midnight Madness is happening all around you, but inside Old Fox Books and Coffeehouse on Maryland Ave, local author Nancy Lawson will be signing copies of her beautiful new book, Wildscape. A great event and gift for the gardeners and naturalists in your life. Free. 

Holiday Wine Pull and Fundraiser at Captain Avery Museum

December 8, 5:30-8:30

Live music, dancing, hors d’oeuvres, and a chance to come home with some really nice wine. $25 to attend, $20 for the wine pull.

Jay Fleming’s 9th Annual Holiday Party and Fundraiser for the Annapolis Maritime Museum

December 8, 6-9pm

The area’s favorite photographer holds this super fun party to benefit the Museum. Expect oysters from Tangier Sound, beer from Forward Brewing, rum drinks from Lyon Run, and much more. $25

Glistening in the Tree Paint and Sip at Muse Paint Bar

December 8, 3-5

It’s five o’clock somewhere! Artist instructors help you make a lovely festive piece of art while sipping and enjoying the holiday season. $25 (discounted price)

An Annapolis Christmas at Ram’s Head

December 11 and 12, 7pm

An Annapolis tradition, with local artists playing holiday favorites. 21+. $50

facebookShare on Facebook
TwitterTweet
FollowFollow us

Related posts:

Dickens Christmas colonialHoliday Fun that Won’t Break the Bank 2024 Festivals The National Arboretum Winter Festival is on December 2 and offers plenty of family-friendly activities!Winter Festivals Worth the Drive All the Holiday Dining Deals…and a new pop-up!
Category: Arts & Entertainment, Christmas, HolidayTag: Annapolis, Christmas, events, Family Friendly, Holidays, St. Michaels See all posts by Duffy Perkins

About Duffy Perkins

Previous Post:SQRRL! several people on lit stage playing instruments and singing in Christmas costumes and a squirrelAnnapolis Moms Presents: SQRRL! Family Fun on December 23 at Rams Head
Next Post:35 Gifts for the Man in your Life Who Is Hard to Shop For

Sidebar

Categories

• Arts & Entertainment
• Community
• Do Not Miss
• Education
• Food & Dining
• Health & Beauty
• Holiday
• Home
• Parenting
• Retail
• Sports
• Updates

Comments Box SVG iconsUsed for the like, share, comment, and reaction icons

The Latest from our Facebook Page

🏡✨ One of our a

🏡✨ One of our amazing community supporters, @americanremodelllc , recently completed a stunning full exterior renovation in Annapolis!

The homeowner reached out because the home still had original metal windows that were drafty and poorly insulated, along with aging cedar siding that had begun to rot. Working closely with the homeowner, American Remodel used AI rendering technology to create a vision for the home’s transformation before construction even began.

The project included new ProVia vinyl windows, beautiful James Hardie fiber cement siding, and all-new soffit, fascia, and gutters. The result? A dramatic transformation that completely refreshed the home’s appearance, improved energy efficiency, and left the homeowner so thrilled they shared a stellar 5-star review!

Swipe through to see the before photos, AI rendering, and incredible finished result. 🤩

Thinking about tackling a home improvement project of your own? American Remodel offers free, no-pressure estimates for exterior renovations and interior remodeling projects. Give them a call at 301-941-7784 or visit www.american-remodel.com to get started! 🏠✨
... See MoreSee Less

12 hours ago
View Comments likes Like 0 Comments: 0 Shares: 0
Share
Share on Facebook Share on Twitter Share on Linked In Share by Email

0 CommentsComment on Facebook

🎶🌊 Your summer soundtrack is waiting.

Tides & Tunes is back at the Annapolis Maritime Museum & Park, bringing FREE waterfront concerts to Annapolis every Thursday night through August 20. Whether you're into classic rock, reggae, funk, soul, Motown, or blues, there's a concert with your name on it this summer.

And that's just one of several outdoor music series happening around town.

We've rounded up the Tides & Tunes schedule, featured bands, and other places to catch live music outdoors this summer—from Tunesday on Back Creek and Annapolis Town Center's Thursday Night LIVE! to Quiet Waters Park concerts and winery performances.

Grab your lawn chair, text your concert crew, and start filling your calendar. 🎸☀️

👉 Check out the full article for dates, lineups, and everything you need to plan your summer nights in Annapolis.

annapolismomsmedia.com/tides-tunes-leads-a-summer-of-outdoor-music-in-annapolis/

#Annapolis #AnnapolisMD #LiveMusic #TidesAndTunes
... See MoreSee Less

Link thumbnail

Tides & Tunes Leads a Summer of Outdoor Music in Annapolis - Annapolis Moms

annapolismomsmedia.com

Tides & Tunes, a concert series that has quickly become an Annapolis tradition and is kicking off the summer outdoor concerts in the area.
1 day ago
View Comments likes Like 1 Comments: 0 Shares: 0
Share
Share on Facebook Share on Twitter Share on Linked In Share by Email

0 CommentsComment on Facebook

JOIN THE COMMUNITY

  • Facebook
  • Instagram
  • TikTok
  • YouTube

HELPFUL LINKS

  • Community Sponsorship
  • Privacy Policy
  • Terms of Service
  • Disclaimer
  • EULA
  • Thumbs Up & Plaques

BUSY MOMS DON’T MISS A THING!

This field is for validation purposes and should be left unchanged.
Which emails would you like to receive?

Copyright © 2026 · Annapolis Moms · All Rights Reserved · Powered by AE2 Creative

Change Location
Find awesome listings near you!