Best Events of the Month: November 2025

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Tallships at the Sultana Downrigging Festival (MIchael Wootton)

Sultana Downrigging Festival

Nov. 1-2 (first day of festival is Oct. 31)

Chestertown, MD 21620

Historic tall ships descend on Chestertown during this annual festival honoring the area’s maritime history! Don’t miss the opportunity to climb aboard historic ships, enjoy live bluegrass music and learn something new at one of the festival’s many lectures and workshops. All proceeds benefit the Sultana Education Foundation’s mission to promote environmental literacy and education.

$30-$60; free for children ages 12 and younger | downrigging.org

Painting with Nature Art Workshop

Nov. 2, 1-3 p.m. | Muddy Creek Artist Guild

3789 Queen Anne Bridge Road, Davidsonville, MD 21035

Learn to paint and make stamps using natural materials like leaves at this naturalistic art workshop where experience isn’t necessary. Bring plants and natural materials to incorporate!

$35 | muddycreekartistsguild.org/doart-workshops

Kidsteading Class

Nov. 7, 12:30 p.m. | Lake Waterford Park

830 Pasadena Road, Severna Park, MD 21122

Kids can learn to garden, farm and work the land at this unique homeschooling class. It can also meet certain homeschooling science requirements. Parents are welcome to stay and learn!

$25 | shilohcenterfarms.com

Annapolis Jazz and Roots Festival

Nov. 7-9, 14-16

Locations throughout Annapolis

This annual festival, which first started in 2022, celebrates Annapolis’s former status as a cultural hub for jazz and R&B musicians. Enjoy live performances from a variety of local singers and dancers, and even lectures from some visual artists.

Free (some events require paid tickets) | annapolisjazzandrootsfestival.com

Candlelight: Tribute to the Beatles

Nov. 20, 1:30-2:45 p.m. | Maryland Hall

801 Chase St., Annapolis, MD 21401

This stripped-down, relaxed concert is a great way to introduce your kids to the Fab Four or to enjoy Beatles classics in an all-new style by the Listeso String Quartet. It’s suitable for ages 8 and older and features classics like “Eleanor Rigby” and “With a Little Help From My Friends.”

$33 | feverup.com