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Chesapeake Family
Digital Archive
Fun Things To Do
Seasonal Activities
Spring
Summer
Fall
Winter
Holidays
Outdoor Activities
Hiking
Boating
Playgrounds
Biking
Swimming and Beaches
Nature
Camping
Indoor Activities
Crafts
Museums
Indoor Play Areas
Nature and Animals
Movie Reviews
Digital Fun
Calendar
Events
KIDS Fest Event
WELead Event
Education Fair
Steam Fair
Travel
Shop
Date Night
100 Days of Summer
Family
For Moms and Dads
Parenting
Best Places to Live Maryland
Home and Garden
Family Favorites
Big Book for Families
Pets
Food
New and Notable
Education
School
Preschool Directory
Private School Directory
Field Trip Directory
Enrichment Directory
The Arts
Big Book of Education
Learning Foundations
Standout Students
Health
Parents
Health Care Directory
Kids
Favorite Docs
Big Book of Health
Health Advice
Support Groups
Camp
All About Camp
Day Camp Directory
Overnight Camp Directory
Directories
Enrichment Directory
Private Schools
Early Education & Childcare
Party Directory
Camps
Field Trips
Maryland Playgrounds
Health Care
Sponsored Content
Home
Seasonal Events
Winter
Winter
Events
Family Fun Events in the Chesapeake: Feb. 27-28
February 23, 2026
Events
The Best of This Weekend in the Chesapeake: Feb. 20-22
February 16, 2026
Fall
U-Pick Farms and Orchards in Maryland
January 26, 2026
Events
Annual Festivals, Fairs, Parades & More in Maryland
January 26, 2026
Family
How to Enjoy Your Snow Day: 7 Fun Activities for Kids
January 23, 2026
Winter
12 festive ways to get in the holiday spirit
December 1, 2016
Winter
Annapolis Santa Run goes on after loss of founding Father Christmas
December 10, 2015
Winter
Annapolis lights up for the holidays, special events
December 9, 2015
Winter
9 cool ways to celebrate the season
December 4, 2015
Winter
3 Maryland youth shine in holiday performances
November 30, 2015
Winter
Catch favorite Christmas and holiday specials on TV
November 20, 2015
Winter
Our readers’ favorite places for Christmas trees, trains, lights, Santa and more in MD
December 1, 2014
Winter
Our readers’ favorite places for holiday fun, lights, shopping and more in Maryland
November 15, 2013
Winter
Maryland Winter Fun for Little Ones
January 20, 2012
Winter
Volunteer opportunities for kids during the holiday season
November 23, 2011
Hiking
Best Winter Hikes in Maryland
December 23, 2008
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