The holiday season has officially arrived in Vermont, bringing twinkling lights, festive markets, outdoor celebrations, and plenty of ways to enjoy the magic of December. Whether you’re searching for gifts, enjoying winter traditions with family, or simply soaking in the small-town charm that makes our community special, there’s an event for everyone.

Here’s your guide to the best holiday happenings across Burlington, Winooski, Shelburne, Williston, and Essex, including the beloved Winooski Holiday Market on December 4th.

Winooski Holiday Market — December 4th, Winooski City Park

One of the most spirited community celebrations of the month, the Winooski Holiday Market transforms City Park into a cozy winter village. Stroll through rows of local vendors offering handmade goods, artisan crafts, holiday treats, and unique gifts you won’t find anywhere else. Expect warm drinks, festive music, and the kind of neighborly cheer that makes Winooski such a special place to be in December.

Burlington Holiday Lights in City Hall Park — Burlington

Downtown Burlington gets a magical makeover each December when City Hall Park lights up with thousands of sparkling bulbs. Take an evening stroll, grab a hot chocolate from a local café, and enjoy the festive displays and art installations throughout the park. It’s the perfect setting for holiday photos and a wonderful tradition for families and anyone who loves Burlington’s vibrant winter energy.

Church Street Marketplace Holiday Lights and Shopping — Burlington

There’s nothing quite like Church Street during the holidays. The Marketplace glows from end to end with string lights, holiday wreaths, decorated trees, and winter window displays from locally owned shops. Enjoy late-night shopping, seasonal treats, live music, and street performers as you make your way down the brick walkway.

Essex Holiday Craft and Vendor Festival — Essex Junction

Essex hosts one of the area’s largest indoor holiday craft fairs each year, featuring dozens of talented artisans, makers, and small businesses. From handcrafted jewelry and candles to specialty foods and unique décor, it’s a perfect one-stop holiday tradition where you can support local creators.

Shelburne Museum Winter Lights — Shelburne

The Shelburne Museum transforms into a glowing winter wonderland each December. Wander the grounds as historic buildings, gardens, and pathways light up with colorful displays and festive installations. Families can enjoy hot cocoa, seasonal music, and photo opportunities throughout the museum.

Shelburne Farms Holiday Shop and Winter Strolls — Shelburne

Shelburne Farms offers a quieter, more scenic holiday experience. Their visitors’ center and holiday shop feature locally crafted gifts and Vermont-made goods. The surrounding property remains open for peaceful winter walks with stunning views of Lake Champlain and the Adirondacks.

Williston Holiday Pop-Up Markets — Williston

Williston often hosts small pop-up markets throughout December, featuring local vendors, crafters, bakers, and artists. These intimate markets are great for discovering unique stocking stuffers or supporting small businesses in the community.

Burlington Winter Market Weekends — Downtown Burlington

Throughout December, Burlington hosts rotating weekend winter markets filled with artisan goods, specialty foods, and festive activities. Many are hosted indoors at community spaces, making them a warm and cozy alternative on colder days.

Northern Lights at the ECHO Center — Burlington Waterfront

The ECHO Center on the Burlington Waterfront offers festive programming the whole family can enjoy. Expect themed exhibits, seasonal activities, light displays, and interactive workshops that make this a fun indoor holiday stop for kids and adults.

Celebrate the Season Across Northwestern Vermont

From artisan markets and light displays to winter strolls and small-town gatherings, December in Northwestern Vermont offers endless ways to celebrate and connect with the community. Whether you spend the season shopping local, enjoying winter traditions, or exploring holiday events with loved ones, there’s something magical happening in every corner of the region.

At Geri Reilly Real Estate, we’re grateful to be part of such a warm and vibrant community, and we hope this guide helps you make the most of the season.

Autumn in Vermont is more than just a season. It’s a feeling. The crisp air, the vibrant colors, and the scent of woodsmoke drifting from chimneys make this the time of year when our state truly shines. From scenic drives and harvest festivals to cozy nights at home, fall brings a blend of beauty, comfort, and reflection that reminds us why so many people love calling Vermont home.

At Geri Reilly Real Estate, we know that this season isn’t just about leaf-peeping. It’s also one of the most important times for homeowners and buyers alike. Whether you’re preparing your home for sale, settling into a new one, or simply soaking up the best that Vermont has to offer, fall is full of opportunities to make the most of your space and your surroundings.

1. The Magic of Autumn in Vermont

There’s nothing quite like Vermont in the fall. Roads lined with fiery reds, burnt oranges, and golden yellows make even the simplest drives feel like something out of a painting. Popular routes like Route 100, Smugglers’ Notch, and the Champlain Islands offer unforgettable views that draw visitors from across the country. But for Vermonters, it’s more than a photo op; it’s part of everyday life.

Fall also marks the start of a season filled with community. Local apple orchards, pumpkin patches, and harvest fairs bring neighbors together in celebration of the season’s bounty. Farmers’ markets are at their best, overflowing with crisp apples, fresh cider, maple treats, and colorful gourds.

If you’re new to the area or thinking about making Vermont your home, autumn is the perfect time to get to know your community. Explore local gems like Shelburne Orchards, Adam’s Apple Orchard in Williston, or Isham Family Farm in Williston. You’ll find more than produce; you’ll find a sense of belonging that defines life here.

2. Preparing Your Home for the Season

While you’re out enjoying the changing leaves, your home could use a little attention too. Fall is a transitional time, and a few maintenance tasks now can save you time, money, and stress once winter arrives.

Start outside: clean gutters, check your roof for loose shingles, and make sure your yard is ready for colder weather. Trim trees and shrubs, rake leaves, and consider sealing up any cracks or gaps around windows and doors to keep the cold air out.

Inside, it’s time for comfort. Swap out lighter summer linens for warmer textures like wool or flannel, and add a few autumn touches such as throw blankets, candles, or simple decor that brings warmth into your living space. Have your heating system inspected, clean out the fireplace, and test your smoke and carbon monoxide detectors.

These steps don’t just make your home cozy; they also add value. Regular maintenance helps preserve your home’s condition, and if you’re considering selling soon, a well-cared-for home is a major advantage when buyers start looking before the holidays.

3. Real Estate in Vermont This Fall

The fall real estate market in Vermont is always a fascinating time. The rush of summer listings begins to settle, but there’s still plenty of activity. Buyers who are serious about finding a home before winter are entering the market, and sellers are motivated to close before the end of the year.

Inventory tends to rise slightly in early fall, giving buyers more options, while sellers benefit from the stunning curb appeal that Vermont’s fall foliage naturally provides. Homes framed by colorful leaves, tidy yards, and welcoming porches make an instant impression.

At Geri Reilly Real Estate, we’ve seen this season bring out some of the best opportunities for both buyers and sellers. For buyers, fall can mean less competition and more room for negotiation. For sellers, it’s a chance to showcase their property at its most picturesque.

Our team is here to help you navigate it all, whether you’re searching for your first home, preparing to sell, or simply curious about your home’s current value in today’s market.

4. Local Events and Autumn Adventures

Beyond the world of real estate, there’s no shortage of things to do in Vermont this season. Explore local breweries and wineries, many of which host fall-themed events or live music nights as the weather cools. Take a trip to the Shelburne Museum’s fall exhibits or enjoy a day at one of the many local pumpkin festivals.

For outdoor enthusiasts, autumn is the perfect time to hike before the snow arrives. Trails around Camel’s Hump, Mount Philo, and Red Rocks Park offer incredible views surrounded by color.

And for those who prefer cozy indoor days, there’s nothing wrong with slowing down. Light a fire, brew a cup of cider, and watch the leaves fall from your living room window. Vermont has a way of reminding us to pause and appreciate the moment.

5. A Season for Gratitude

At Geri Reilly Real Estate, we’re grateful for every season, but autumn always holds something special. It’s a time for reflection, connection, and preparation, both in our homes and our communities.

For over 15 years, we’ve had the privilege of helping Vermonters and newcomers alike find their perfect place to call home. This fall, we’re reminded once again how lucky we are to live and work in a state that’s as warm and welcoming as the people who call it home.

Whether you’re enjoying a fall drive, picking apples with family, or curling up with a good book by the fire, we hope this season brings you comfort, color, and a sense of belonging.

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Where to Go Apple Picking This Fall in Vermont

There’s nothing quite like apple picking in Vermont. Crisp air, mountain views, and rows of apple trees heavy with fruit make it one of the most beloved seasonal traditions. Whether you’re planning a family outing, a date, or just want to stock up on pies and cider, Vermont has no shortage of orchards worth visiting. Here are some of the best spots to check out this fall.

Yates Family Orchard – Hinesburg

Tucked away on Davis Road in Hinesburg, Yates Family Orchard offers over 28 varieties of apples, homemade cider donuts, and some of the most beautiful mountain views you’ll find while picking.

Shelburne Orchards – Shelburne

Located along Orchard Road, Shelburne Orchards is a local favorite with its sprawling trees, market stand, and famous cider donuts. It’s also known for hard cider tastings and beautiful sunsets over Lake Champlain.

Adams Apple Orchard & Farm Market – Williston

Just outside of Williston village, Adams Apple Orchard offers a variety of apples, a farm market stocked with local goods, and family-friendly vibes.

Allenholm Farm – South Hero

One of Vermont’s oldest orchards, Allenholm Farm in South Hero is a true classic. Alongside apple picking, visitors can enjoy seasonal baked goods and local treats.

Chapin Orchard – Essex Junction

Chapin Orchard is known for its scenic hillside views and peaceful atmosphere. It’s a great spot to bring kids, as they can enjoy wagon rides and fresh cider pressed right on site.

Scott Farm Orchard – Dummerston

For those willing to make the trip south, Scott Farm Orchard offers over 100 heirloom apple varieties. It’s a historic orchard with unique flavors you won’t find anywhere else.

Happy Valley Orchard – Middlebury

A go-to for Middlebury locals, Happy Valley Orchard offers a laid-back atmosphere, plenty of apple varieties, and cider donuts that people rave about every season.

Final Thoughts

Apple picking isn’t just about filling your basket, it’s about savoring the best of Vermont in the fall. From orchard views of the mountains and lake to cozy farm stands filled with local treats, each of these spots offers a unique experience. So grab your boots, a warm sweater, and make a plan to head out to the orchard this weekend.

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