Step Into Fall: The Best Boots for Festival Fun in Connecticut
As the air turns crisp and Connecticut’s fall festivals hit full swing, it’s time to embrace the season in style—starting from the ground up. Whether you're heading to the iconic Durham Fair or a cozy local harvest fest, nothing completes a fall look like the perfect pair of boots. From muddy fields to grassy hillsides, the right boots will keep you both comfortable and chic throughout all your autumn adventures.


SHOP
The Pack List
Here’s our guide to the best boots for navigating Connecticut’s fall festivals—stylish, practical, and perfect for any outfit.
*FYI - you will find affiliate links to help continue our business of loving on the Shoreline. Every time you click on an affiliate link we do a little happy dance and thank you for your support!
JOIN THE NEXT EVENT ON THE SHORELINE
Upcoming Events
Experience the charm of the Farmers Market at the Guilford Fairgrounds every Thursday from May 15 through October 30, 2025. From 4:00 PM to 7:00 PM, enjoy a variety of local produce, artisan foods, and handcrafted goods in a family-friendly atmosphere at 111 Lovers Lane, Guilford, CT.
Experience the flavors of the upcoming season at the Kick-Off to Summer Cocktail Party on Thursday, May 22, 2025, from 6:00 PM to 9:00 PM at Mix Restaurant & Rooftop in Mystic, CT. Enjoy a variety of summer dishes, beer, and wine in a scenic rooftop setting.
Experience Lobster Mania at The Wharf Restaurant, Madison Beach Hotel, from May 23–26, 2025. Savor a variety of lobster dishes while enjoying beachfront dining.
IT’S A GOOD READ!
Recent Articles
As the crisp autumn air rolls in along the Connecticut shoreline, it’s the perfect time to bring the cozy charm of fall into your home. Whether you’re planning a gathering with friends or simply looking to refresh your space, we’ve curated easy and stylish decor ideas that are perfect for the season—and for a luxurious, coastal-inspired aesthetic.
Looking for the perfect fall indulgence? Al Roker's Bourbon Apple Pie Milkshake from his new cookbook Recipes to Live By blends the rich flavors of apple pie, creamy vanilla ice cream, and a splash of bourbon. This decadent treat is the ultimate way to savor the season. Grab the recipe and cozy up with this autumn delight!
It would be a shame to miss out!
Follow us @shoreline_ct for even more content.
There’s no sweeter way to celebrate the Fourth of July on the Connecticut shoreline than with Ina Garten’s beloved Flag Cake. We recreated the classic with a few local twists—including fresh-picked berries and shoreline party tips.