Holly Days, Holly Nights
Holly Days, Holly Nights
It’s the most wonderful time of the year in southern Vermont! From tree lightings and holiday markets to skating rinks and timeless traditions, our region brings cheer to every corner.
Downtowns across Windham County are twinkling with lights, local shops are brimming with unique treasures, and our restaurants are serving up seasonal delights that warm the heart.
Featured Seasonal Events
Festival of Miniatures
Downtown Brattleboro
December 1 – 31
Visit Brattleboro and discover more than 60 store windows brimming with magical miniature scenes, darling doll houses, tiny terrariums, and steaming model trains.
Vernon Community Christmas
December 5-21
Celebrate the holidays in Vernon, VT. Festivities will include their Festival of Trees in the Historic Governor Hunt House, the Home for the Holidays Craft Fair, Snowmobile Rides, Cookie Swaps, and more!
Looking for even more holiday happenings?
Visit our Community Calendar
Discover Unique Holiday Gifts
Our local shops are filled with one-of-a-kind gifts you won’t find in big-box stores or online marketplaces. From handcrafted artisan goods and locally made products to carefully curated vintage finds and specialty items, our region’s retailers offer something special for everyone on your list.
Shopping local means supporting your neighbors, preserving the character of our downtowns, and finding gifts with stories behind them. Our business owners know their products, care about their customers, and take pride in helping you find exactly what you’re looking for.
Explore shops throughout the region—from downtown storefronts to charming village boutiques—and experience the joy of discovering that perfect gift while supporting the people who make our community thrive.
Shop Local
Find everything you need for the holidays at these area shops and retailers.
Savor The Season
There’s something magical about gathering around a table during the holidays, and our region’s restaurants, cafés, and eateries are ready to make your celebrations delicious. Whether you’re looking for a cozy spot for hot cocoa after ice skating, a festive dinner with family, or exceptional catering for your holiday party, our local dining scene delivers warmth, flavor, and genuine hospitality.
From farm-to-table restaurants showcasing Vermont ingredients to beloved family-owned establishments and exciting new culinary ventures, dining local means experiencing food made with care by people who are part of our community.
Make your holiday gatherings memorable—share a meal at a local restaurant, pick up treats from a neighborhood bakery, or toast the season at a regional favorite. Every meal enjoyed locally supports the chefs, servers, and food artisans who nourish our community year-round.
Dine Local
Celebrate the season by enjoying local cuisine. Or share your favorite restaurant by purchasing a gift card for someone you love.
This holiday season, discover the magic that happens when you shop and dine local. Our business owners have poured their hearts into curating beautiful selections just for you. When we support local, we all win—strengthening our community one purchase, one meal, one memory at a time.
