As the last of the colorful leaves drift from Southern Vermont’s trees and the air takes on that unmistakable crisp edge, the Manchester area begins its graceful shift from autumn’s fiery brilliance to winter’s sparkling charm. Nestled between the Green and Taconic Mountain ranges, our picturesque town trades pumpkin patches and leaf-peeping for snowflakes, ski trails, and fireside coziness.
There’s something quietly magical about this in-between time—known locally as “stick season.” The hillsides, still holding on to a few late bursts of color, glisten with morning frost. Main Street shops glow with twinkle lights and festive displays, while locals swap iced drinks for hot chocolate and warm apple cider, settling into a slower, cozier rhythm.
Before the snow flies, it’s time to get winter-ready! Tune up your skis or snowboard for days on the slopes at Bromley or Stratton, or check your snowshoes for peaceful hikes through the Equinox Preserve, town parks, or Hildene—The Lincoln Family Home. Layer up in your warmest gear, because in Manchester, winter means outdoor adventure followed by indoor comfort.
When it’s time to warm up, there’s no shortage of inviting spots around town. Relax by the fire at one of Manchester’s welcoming inns or sip a rich cup of cocoa in a cozy café.
Need a pick-me-up while out exploring? Grab a fresh, healthy salad from DROP, available every weekday for quick pick-up in town—just sign up at drop.food.com to get the day’s offering by text.
Ready to sit down and savor the season? Discover local flavors at The Copper Grouse, located inside the Kimpton Taconic Hotel. Rooted in American craft cooking, their menu highlights locally sourced ingredients, artisan spirits, and warm, genuine service—creating an experience that’s both refined and familiar.
Between outdoor adventures, don’t miss Manchester’s charming shops and boutiques. The Manchester Designer Outlets (MDO) feature over 15 designer outlets and local Vermont retailers, along with eateries and attractions like Pastime Pinball. Visit during the Shop Early and Save for the Holidays weekend in early November for great deals and stress-free holiday shopping.
If you’re gearing up for winter adventures, make a stop at The Mountain Goat, Manchester’s go-to outfitter for outdoor enthusiasts. This locally owned shop has been equipping adventurers for decades, offering top-quality outerwear, footwear, and gear for every pursuit—from backcountry trekking and snowshoeing to cross-country skiing and winter hiking. You’ll find trusted brands, expert advice, and everything you need to stay warm and comfortable, whether you’re exploring local trails or hitting the slopes. With options for all ages, The Mountain Goat keeps the whole family ready for Vermont’s winter adventures.
Cooking enthusiasts shouldn’t miss Vermont Kitchen Supply, a local favorite among home cooks and professional chefs alike. As the holidays approach, it’s the perfect place to get prepared for all your seasonal cooking and entertaining. Stock up on trusted brands like Staub, DeBuyer, Cuisinart, and Wüsthof, and discover everything you need for festive feasts—from bakeware and cutlery to serving pieces and unique kitchen gadgets. With friendly, expert service and high-quality essentials, Vermont Kitchen Supply makes holiday cooking a joy—from prep to plate.
Looking for a home-away-from-home during your Manchester getaway? Vermontvacation-rentals offers two beautifully appointed properties just north of town, perfect for family gatherings, group retreats, or a relaxing escape. Each home features a fully equipped kitchen, cozy living spaces, and private outdoor areas ideal for soaking in the beauty of Southern Vermont. With thoughtful amenities and local expertise, they ensure a seamless, comfortable stay—so you can focus on making Manchester memories.
For a truly timeless Vermont experience, escape to The Inn at Ormsby Hill, a beautifully restored historic inn dating back to 1764. Each of the ten elegantly appointed rooms offers a welcoming retreat, many featuring crackling fireplaces, luxurious soaking tubs, and breathtaking mountain views. In the morning, awaken to the aroma of a freshly prepared gourmet breakfast, thoughtfully crafted with local ingredients. Just minutes from Hildene and scenic hiking trails, the Inn blends classic New England charm with warm, attentive hospitality—creating an experience that feels both indulgent and deeply comforting.
As we move through fall, the joy of Manchester Merriment isn’t far behind! From the community tree lighting to the tractor parade, inn tours, and Santa Express, there’s something for everyone. Start planning your holiday visit today and experience the magic of Manchester in winter.
