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Oct. 18, 2025 8:30 a.m. - 11:30 a.m.

St. Michaels Farmers Market

Downtown St. Michaels

Food & Drink, Health & Wellness, Kids & Family

The St. Michaels Farmers Market (SMFM) is a non-profit, producer-only farmers market in charming St. Michaels on Maryland’s Eastern Shore, located downtown at 206 South Talbot Street, and taking place on Saturdays from April through November betw... Read more

St. Michaels Farmers Market

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Oct. 18, 2025 9:00 a.m. - 1:00 p.m.

A.Y.C.E. BRUNCH @ Cult

Cult Classic Brewing Company

Food & Drink

Feast your wallet on the hottest deal in town. CULT CLASSIC introduces an All-You-Can-Eat Brunch from 9am - 1pm every Saturday & Sunday. Load your plate with with all the eggs, bacon, sausage and UNCH you can handle. We've also got some waffle... Read more

Unch

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Oct. 18, 2025 1:00 p.m. - 3:00 p.m.

Wilma Lee Heritage Cruises

Annapolis Maritime Museum

Lectures and Talks

Experience Annapolis and the Chesapeake Bay like never before on this guided two-hour heritage tour aboard the historic Skipjack Wilma Lee. Learn about the city’s history and the ecology of the Bay while viewing landmarks like the Chesapeake Bay ... Read more

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Oct. 18, 2025 6:30 p.m. - 9:30 p.m.

English Country Dance

Annapolis Friends Meeting Hall

Performing Arts & Dance

English Country Dance to delightful live music - Intro lesson at 6:30; dance at 7:00. Capped attendance, so pre-registration required via email to aefallon@verizon.net. Venue has filter fans for air circulation and ventilation. All dances taught,... Read more

Ken Meyer

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Oct. 19, 2025

Maryland Renaissance Festival

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Oct. 23, 2025 2:00 p.m. - 4:00 p.m.

Flowerpot Snack n' Paint Xperience

Easton Visitor's Center

Art & Galleries

Jennifer Hartfield

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Oct. 24, 2025 - Oct. 26, 2025

Academy Art Museum Craft Show

Academy Art Museum Summer Camps

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Oct. 24, 2025 6:00 p.m. - 11:00 p.m.

Bountiful Harvest - SAVE THE DATE

The Atreeum at Soaring Timbers

Charities & Fundraisers, Food & Drink

Gourmet Food, Open Bar, Live Music, Auction - more information coming soon! All proceeds benefit The Annapolis Light House, a homeless prevention and support center. Read more

Friends of The Light House

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Oct. 25, 2025 8:30 a.m. - 11:30 a.m.

St. Michaels Farmers Market

Downtown St. Michaels

Food & Drink, Health & Wellness, Kids & Family

St. Michaels Farmers Market

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Oct. 25, 2025 9:00 a.m. - 1:00 p.m.

A.Y.C.E. BRUNCH @ Cult

Cult Classic Brewing Company

Food & Drink

Unch

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Oct. 25, 2025 10:00 a.m. - 4:00 p.m.

OysterFest

Chesapeake Bay Maritime Museum

SDavisThorpee

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Oct. 28, 2025

Birdies for Benedictine

Talbot Country Club

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Oct. 30, 2025

Annapolis Chapter Annual Fundraising Banquet

Philip Merrill Environmental Center

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Oct. 30, 2025 2:00 p.m. - 4:00 p.m.

Flowerpot Snack n' Paint Xperience

Easton Visitor's Center

Art & Galleries

Jennifer Hartfield

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Nov. 01, 2025

Fish for a Cure

Safe Harbor Annapolis

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Nov. 01, 2025 8:30 a.m. - 11:30 a.m.

St. Michaels Farmers Market

Downtown St. Michaels

Food & Drink, Health & Wellness, Kids & Family

St. Michaels Farmers Market

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Nov. 01, 2025 9:00 a.m. - 1:00 p.m.

A.Y.C.E. BRUNCH @ Cult

Cult Classic Brewing Company

Food & Drink

Unch

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Nov. 01, 2025 9:00 a.m. - 2:00 p.m.

Plein Air Adkins

Adkins Arboretum

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Nov. 02, 2025 9:00 a.m. - 10:00 a.m.

Yoga on the Farm

Maryland Therapeutic Riding

Health & Wellness, Kids & Family

Embrace tranquility surrounded by our beautiful horses and serene farm landscape. Yoga is for everyone and can be done while seated or standing. All abilities are welcome! Farm tours are available following yoga for all interested. 2025 Dates ... Read more

Yoga Class Instagram Post (Real Estate Flyer) - 1

MTR

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Nov. 06, 2025 2:00 p.m. - 4:00 p.m.

Flowerpot Snack n' Paint Xperience

Easton Visitor's Center

Art & Galleries

Jennifer Hartfield

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