8 Best Hudson Valley Wineries Fall 2025

Whether you’re planning a weekend getaway from New York City or a long scenic trip, Fall 2025 is set to be one of the best seasons to explore Hudson Valley wineries.

From historic cellars to modern vineyards, here’s a look at the best of the best.

🍇 Why Hudson Valley Wineries Shine in Fall

• Autumn Pairings: Combine your tastings with apple picking, pumpkin patches, and farm-to-table dining.
• Festive Atmosphere: Many wineries host harvest festivals, live music, and special tastings in fall.

🌟 Best Wine Tasting Spots in Hudson Valley for Fall 2025

1. Millbrook Vineyards & Winery (Dutchess County)

Often called the “flagship winery” of Hudson Valley, Millbrook is a must-visit for anyone who wants the full vineyard experience.

Rolling hills, classic tasting rooms, and expert-guided tours make it a top pick. Their Chardonnay and Pinot Noir are especially popular in fall, pairing beautifully with seasonal cheeses.

• Tasting Fees & Hours: Tastings typically cost around $15–$20 per person and include 4–6 wines. Open daily from 12 PM to 5 PM in fall.
• Seasonal Events: Harvest weekends in October include vineyard walks and special tastings.
• Food Options: Cheese plates and local snacks available.
• Nearby Attractions: Only 20 minutes from Rhinebeck, a charming fall town with dining and shopping.
• Signature Wines: Award-winning Chardonnay and dry Riesling.

2. Benmarl Winery (Marlboro)

Perched high above the Hudson River, Benmarl offers one of the most iconic vineyard views in New York.

It holds the title of America’s oldest vineyard and remains a favorite for both its history and its wines.

• Tasting Fees & Hours: Tastings are $15–$20, usually by reservation. Open Thursday–Sunday, 12 PM–6 PM.
• Seasonal Events: Hosts grape stomping festivals and wine release weekends in September and October.
• Food Options: Wood-fired pizza and local cheeses are available on-site.
• Nearby Attractions: Close to Marlboro Falls and the scenic Shawangunk Wine Trail.
• Signature Wines: Cabernet Franc and Baco Noir, both Hudson Valley favorites.

3. Brotherhood Winery (Washingtonville)

Established in 1839, Brotherhood is the oldest operating winery in the United States. Walking through its underground wine cellars feels like stepping back in time.

Visitors love its wide selection, from crisp Rieslings to bold reds, and the fall atmosphere here is unbeatable with themed events and historic tours.

• Tasting Fees & Hours: Tastings run $12–$18 depending on selection. Open daily, 11 AM–6 PM.
• Seasonal Events: Fall brings Oktoberfest celebrations and candlelit cellar tours.
• Food Options: Pair wines with charcuterie boards at the café.
• Nearby Attractions: 15 minutes from Storm King Art Center, perfect for a culture-and-wine day.
• Signature Wines: Riesling, Pinot Noir, and their signature late harvest wines.

4. Whitecliff Vineyard & Winery (Gardiner)

With the Shawangunk Ridge as its backdrop, Whitecliff is both scenic and sustainable.

Known for its eco-friendly practices, this winery has won awards for its wines while offering a relaxed, intimate tasting experience.

The fall sunsets here are breathtaking, making it a great spot for couples.

• Tasting Fees & Hours: $18–$20 for a curated tasting flight. Open Friday–Monday, 12 PM–6 PM.
• Seasonal Events: October brings vineyard yoga and harvest weekends.
• Food Options: Small plates and snacks available, or bring your own picnic.
• Nearby Attractions: Close to hiking at Mohonk Preserve and Minnewaska State Park.
• Signature Wines: Award-winning Cabernet Franc and Vidal Blanc.

5. Warwick Valley Winery & Distillery (Warwick)

This spot is more than just a winery—it’s a full fall destination. Visitors can enjoy wine, cider, and spirits while listening to live music on weekends.

It’s also close to apple orchards, making it easy to pair apple picking with wine tasting in one trip. Their warm mulled cider is a seasonal highlight.

• Tasting Fees & Hours: $15–$20 for wine or cider tastings. Open daily from 11 AM–6 PM.
• Seasonal Events: Harvest festivals, live music every weekend, and pumpkin picking nearby.
• Food Options: Famous for its wood-fired pizzas and farm café.
• Nearby Attractions: Apple orchards and Bellvale Creamery for fall ice cream treats.
• Signature Wines: Warwick White, Black Dirt Red, and house-made hard ciders.

6. Nostrano Vineyards (Milton)

Family-owned and full of charm, Nostrano is perfect for those looking for a cozy vineyard experience.

Surrounded by orchards and farmland, it offers a rustic atmosphere that feels authentic and welcoming. Their tasting room has a relaxed vibe, ideal for slow fall afternoons.

• Tasting Fees & Hours: $15–$18 for a wine flight. Open Friday–Sunday, 12 PM–6 PM.
• Seasonal Events: Harvest dinners and farm-to-table nights in October.
• Food Options: Cheese boards and locally sourced light bites.
• Nearby Attractions: Just a short drive from Walkway Over the Hudson.
• Signature Wines: Cabernet Franc Rosé and Chardonnay.

7. City Winery Hudson Valley (Montgomery)

Set inside a restored historic mill, City Winery combines modern style with traditional wine tasting.

This is a great option for groups or couples looking for something trendy and unique.

Along with wine flights, visitors can enjoy concerts, events, and excellent food pairings.

• Tasting Fees & Hours: Wine flights start at $20. Open Wednesday–Sunday, hours vary with events.
• Seasonal Events: Fall 2025 brings concerts, harvest dinners, and comedy nights.
• Food Options: Full restaurant serving farm-to-table dishes.
• Nearby Attractions: Short drive to Angry Orchard cider house.
• Signature Wines: Pinot Noir, Chardonnay, and small-batch experimental wines.

8. Stoutridge Vineyard & Distillery (Marlboro)

Stoutridge stands out for its natural winemaking techniques—no chemicals, minimal intervention, and an emphasis on traditional methods.

The result is bold, high-quality wines that feel authentic to the land. Their terraced setting offers stunning views of the valley during fall.

• Tasting Fees & Hours: $20–$25 for curated wine tastings. Open Friday–Sunday, 11 AM–6 PM.
• Seasonal Events: Barrel tastings and wine education tours in fall.
• Food Options: Gourmet snacks and small plates with locally sourced ingredients.
• Nearby Attractions: Minutes from Marlboro Falls and Shawangunk Wine Trail stops.
• Signature Wines: Natural Cabernet Franc and complex white blends.

📊 Quick Comparison – Best Wineries at a Glance

🎉 Conclusion: Sip Your Way Into Fall

Whether you’re drawn to historic cellars like Brotherhood, scenic views at Benmarl, or boutique gems like Nostrano, Fall 2025 is the season to plan your winery escape.

Read More: 6 Best Apple Picking in Hudson Valley 2025