Itineraries
Featured
How to Throw the Cutest Picnic in Woodstock
Family activities
Kid-Approved Adventures: Your Family’s Summer Day Trip to Woodstock, IL
Red, White & Woodstock: Your Weeklong Guide to the 4th

Featured
Weird & Wonderful Things in Woodstock: Part 2

Featured
Weird & Wonderful Things in Woodstock: Part 1
Drinks
Celebrate National Margarita Day in Woodstock
Day Trip
How to Spend Your Galentine’s Day in Woodstock
Date Night
Romantic Spots for a Cocktail in Woodstock, Illinois
Groundhog Day
Tips for Your First Groundhog Day in Woodstock, IL
Groundhog Day
Reliving Movie Magic at the Cherry Tree Inn Bed & Breakfast in Woodstock, IL
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Child At Heart
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Hobbyist
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The One-of-a-Kind and Handmade
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Home Decorator
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Vintage Lover
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Fashionista
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Bookworm
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Foodie
Holidays
Experience Holiday Magic at Woodstock Opera House
Holidays
Experience the Magic of Winter in Woodstock, Illinois: Holiday Lights, Festivities, and Local Charm
Fall Weekend
Spend a Day in the Stars Hollow of Illinois
Apple Picking
Discover All Seasons Orchard in Woodstock, Illinois
Thrift Shopping
Discovering the Charm of Thrift and Vintage Shopping in Woodstock, Illinois
Day Trip
Discover the Charm of Woodstock, Illinois: Your Perfect Road Trip Destination
Plan Your Trip
- Apple Picking
- Breweries
- Children's theater
- Date Night
- Day Trip
- Drinks
- Fall Weekend
- Family activities
- Farmers market
- Featured
- Groundhog Day
- History
- Holiday Shopping Gift Guide
- Holidays
- Kids events
- Local treats
- Outdoor movies
- Outdoors
- Picnic
- Pizza in Woodstock
- pool
- Summer fun
- Thrift Shopping
- Vintage
- Weekend in Woodstock
- Winter in Woodstock
- Woodstock IL