10 Best Rainy Day Activities in Maryland!

Featuring

Mission Escape Rooms, Annapolis, MD

If you enjoy puzzles, you’ll love escape rooms. Think of them as live puzzles you play with your best friends. If you’re in the Annapolis area, you won’t want to miss Mission Escape… Read More

7 Best Comedy Spots in Maryland!

Featuring

Rams Head on Stage, Annapolis, MD

This is where Annapolitans go to be entertained. They have live bands and performances nearly every night and are always hopping. While most of their acts are bands, comedians also frequently come to… Read More

7 Best Escape Rooms in Maryland!

Featuring

Escape Proving Ground, Pasadena, MD

Escape Providn Ground in Pasadena has some of the most unique escape room options of any they've seen. Dinosaur lovers won’t be able to get enough of their Velociraptor Escape game. Other… Read More

The 8 Best Guided Tours in Maryland!

Featuring

Colonial Walking Tour, Annapolis, MD

Historic downtown Annapolis has a history as rich and varied as the country itself. It was, briefly, the nation’s capital and has been at the epicenter of any number of historic events. From… Read More

The 10 Best Resorts for Families in Maryland!

Featuring

Rod 'N' Reel Resort, Chesapeake Beach, MD

Vacation on the beach at the Rod 'N' Reel Resort. Family members of all ages will enjoy the evening bingo and billiards. And if they’re feeling lucky, Mom and Dad can hit the casino for a night… Read More

The 8 Best Sightseeing Tours in Maryland!

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United States Naval Academy, Annapolis, MD

Visitors interested in the United States Naval Academy should first stop at the Armel-Leftwich Visitor Center for guided walking and riding tours. Tour guides will take visitors through many of the… Read More

10 of the Best (and Most Offbeat) Attractions in Maryland!

Featuring

Crypt of John Paul Jones, Annapolis, MD

Visit the United States Naval Academy to see the Crypt of John Paul Jones. The father of the American Navy, he is celebrated here and the crypt is spectacular. And if you’re looking for… Read More

14 Perfect Maryland Getaways!

Featuring

Annapolis, MD

No list would be complete without a visit to the state capital. Annapolis was the first capital of the United States and the Maryland State House is still being used today. Cobblestone streets, art… Read More

The 10 Best Live Music Venues in Maryland!

Featuring

Rams Head on Stage, Annapolis, MD

For great music in the state's capital call ahead to Rams Head on Stage. You get the same quality, service and excitement that you will find in Baltimore but the venue is more intimate and… Read More

10 Best Places for Live Theater in Maryland!

Featuring

Colonial Players, Annapolis, MD

This is community theater at its best with adults and children participating throughout the year. One hundred and eighty people can easily fit in the theater, at its location in Annapolis, so… Read More

Seasonal Activities

Skate Parks

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Ice Skating

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Nature Centers

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XC Skiing

Cross Country Ski

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Train Museums

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Seasonal Activities

Aquariums

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Seasonal Activities

Film Festivals

Best Film Festivals

Music

Live Music!

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Movies

New Releases!

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Farmers Market

Eat Local!

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A & E Events

Top A&E Picks!

Find Local A&E Venues

Arts and Entertainment Events

Name: Pressing Strings
Start: 2025-12-27T20:00:00
Location: Rams Head On Stage

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Annapolis Holiday Market

Friday, Dec 19, 2025

St. John's College

Annapolis, MD

Annapolis Holiday Market

Friday, Dec 19, 2025 from 11:00am to 9:00pm

Saint John's College

Annapolis, MD

Annapolis Holiday Market

Saturday, Dec 20, 2025

St. John's College

Annapolis, MD

Annapolis Holiday Market

Saturday, Dec 20, 2025 from 11:00am to 9:00pm

Saint John's College

Annapolis, MD

A SQRRL Holiday (Matinee)

Saturday, Dec 20, 2025 at 12:00pm

Rams Head On Stage

Annapolis, MD

Low Cut Connie with Kendra Morris

Saturday, Dec 20, 2025 at 8:30pm

Rams Head On Stage

Annapolis, MD

Annapolis Holiday Market

Sunday, Dec 21, 2025

St. John's College

Annapolis, MD

Annapolis Holiday Market

Sunday, Dec 21, 2025 from 11:00am to 5:00pm

Saint John's College

Annapolis, MD

Happy Holidays Drag Brunch (16 and Over)

Sunday, Dec 21, 2025 at 12:30pm

Rams Head On Stage

Annapolis, MD

Happy Holidays Drag Brunch (16 and Over)

Jon McLaughlin

Sunday, Dec 21, 2025 at 7:30pm

Rams Head On Stage

Annapolis, MD

Danny Burns Band

Monday, Dec 22, 2025 at 8:00pm

Rams Head On Stage

Annapolis, MD

The Dirty Grass Players with The Black-Eyed Suzies

Tuesday, Dec 23, 2025 at 8:00pm

Rams Head On Stage

Annapolis, MD

The Dirty Grass Players with The Black-Eyed Suzies

Jimmie's Chicken Shack Holidaze Show

Friday, Dec 26, 2025 at 8:00pm

Rams Head On Stage

Annapolis, MD

The Licks

Saturday, Dec 27, 2025 at 7:00pm

Avalon Theatre

Easton, MD

Pressing Strings

Saturday, Dec 27, 2025 at 8:00pm

Rams Head On Stage

Annapolis, MD

In and Around Chester, MD

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