Itineraries
Date Night
Romantic Spots for a Cocktail in Woodstock, Illinois
Drinks
Celebrate National Margarita Day in Woodstock
Featured
Tips for Your First Groundhog Day in Woodstock, IL
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Foodie
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Bookworm
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 Fashionista
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Child At Heart
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Home Decorator
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Hobbyist
Holiday Shopping Gift Guide
Holiday Gift Shopping Guide for: The Vintage Lover
Fall Hikes
Celebrate National Take a Hike Day: Explore Woodstock’s Scenic Fall Trails
Guide
Life of a Woodstock Girl: A Swiftie’s Guide to Woodstock, IL
instagram
9 Must-See Instagram Spots in Woodstock, IL
Weird & Wonderful Things in Woodstock: Part 2
Weird & Wonderful Things in Woodstock: Part 1
Day Trip
How to Spend Your Galentine’s Day in Woodstock
Groundhog Day
Reliving Movie Magic at the Cherry Tree Inn Bed & Breakfast in Woodstock, IL
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
- Date Night
- Day Trip
- Drinks
- Fall Hikes
- Fall Weekend
- Featured
- Groundhog Day
- Guide
- Hiking
- Holiday Shopping Gift Guide
- Holidays
- instagram
- instagrammable
- Itinerary
- Outdoors
- photo op
- photos
- Swiftie
- Thrift Shopping
- Vintage
- Weekend in Woodstock
- Winter in Woodstock
- woodstock
- Woodstock IL
- Woodstock IL Hiking