5 Ways to Enjoy Autumn in West Dover (Beyond Leaf-Peeping)

calm body of water

🍂 There’s something magical about fall in southern Vermont. The hills around West Dover glow in hues of amber and crimson, farm stands overflow with apples and maple syrup, and the air carries that unmistakable scent of woodsmoke. But autumn here isn’t just about leaf-peeping — it’s about experiencing the season in every possible way. Whether you’re hiking through golden forests, sipping cider at a local distillery, or watching the stars from the hot tub at Valley View Villa, there’s no shortage of ways to make your fall getaway unforgettable.

Here are our top five ways to embrace the magic of autumn in West Dover — beyond the leaves.


🍴 1. Eat and Drink Your Way Through the Valley

Autumn is peak flavor season in Vermont, and West Dover’s dining scene truly shines this time of year.

Start your day at Sticky Fingers Bakery, just minutes from Valley View Villa, where the smell of freshly baked cinnamon rolls and croissants will lure even the sleepiest traveler out of bed.

Later, head to Trail 87 for dinner — their hearty pastas, burgers, and cozy fireside tables make it one of our favorite spots on a cool evening. If you’re in the mood for a laid-back bite, Valley View Saloon serves Vermont craft beers and classic pub food in a family-friendly atmosphere.

🍺 For the adults: Spend an afternoon brewery-hopping. Start with Snow Republic Brewery, where you can sip IPAs and pale ales brewed right on-site, then make your way to Beer Naked Brewery in Marlboro for wood-fired pizza and outrageous mountain views.

And don’t miss Vermont Distillers at Hogback Mountain — their maple bourbon and honey liqueurs are as local as it gets.


🥾 2. Hike (or Bike) the Best Fall Trails

You don’t have to drive far to find a beautiful hike. In fact, Valley View Villa has its own private trail that loops around the five-acre property — perfect for a peaceful morning walk or sunset stroll.

Beyond the backyard, Molly Stark State Park offers short and scenic hikes with panoramic mountain views that will leave you breathless (in the best way). For something with a little more altitude, drive up to Hogback Mountain Overlook, where you can see three states — Vermont, New Hampshire, and Massachusetts — from one spot.

Mountain bikers can also get in on the fun. The Mount Snow Bike Park has lift-served downhill trails for all skill levels, while the Horace Recreational Area in West Dover offers a more relaxed option just minutes away.


🎡 3. Experience Vermont’s Fall Festivals and Local Charm

If you visit in late September or early October, you’ll land right in the heart of Vermont’s most festive season.

The Vermont Wine & Harvest Festival in Wilmington celebrates local vintners, craft brewers, and artisans, with live music and outdoor tastings surrounded by the colors of fall. A week later, Mount Snow Oktoberfest keeps the fun going with oompah bands, stein-holding contests, and plenty of bratwurst.

🍎 For something a little quieter, take a scenic drive along Route 9 to the Hogback Mountain Gift Shop, where you’ll find locally made maple syrup, crafts, and Vermont Distillers tastings under one roof.

Or head to Downtown Wilmington, a charming 19th-century village filled with boutique shops, galleries, and cafés — perfect for a family afternoon or a rainy-day stroll.


🛶 4. Get Out on the Water (Yes, Even in Fall!)

Canoeing and kayaking aren’t just for summer. The crisp air and calm waters make fall paddling one of Vermont’s best-kept secrets.

Just 10 minutes from Valley View Villa, Lake Raponda offers tranquil paddling surrounded by fiery red maples and golden birches. If you’re looking for something larger, head to Lake Whitingham, Vermont’s biggest lake contained entirely within the state. It’s perfect for kayaking, fishing, or a quiet picnic by the shore.

🚣‍♀️ Want to stay closer to home? Valley View Villa’s private pond is spring-fed and stocked with fish — bring a cup of coffee down to the dock and watch the mist rise as the morning sun breaks through the trees.


🔥 5. Cozy Up Vermont-Style

At the end of the day, autumn is about slowing down and soaking in the warmth — literally.

Back at Valley View Villa, slip into the outdoor hot tub with a glass of wine and watch the stars twinkle above the mountain ridge. When the temperature drops, light a fire in the indoor fireplace or gather around the outdoor fire pit for s’mores and stories.

🎲 If you’re feeling competitive, the game room downstairs has foosball, pool, and board games — a great way to keep the family fun going after dark.

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