There’s something magical about the shift from summer to fall; the air turns crisp, the leaves begin to change, and our cravings start to lean into deeper, cozier flavors. Just as we swap out sandals for sweaters, it’s the perfect time to rethink the wine in our glass. The best wines to transition from summer to fall offer the perfect balance: not too heavy, not too light, but full of layered character that pairs beautifully with the changing season. 

Whether you’re planning a picnic on a sunny September afternoon or cozying up with friends around a fire pit, choosing the right transitional wine enhances the moment. At Stappa Vineyard in Orange, CT, we’ve curated a list of seasonal favorites that embody this beautiful in-between time; wines that reflect the warmth of late summer and the richness of early autumn. 

Keep reading to discover the best wines to enjoy as you ease into fall, and how to experience them right here in Connecticut’s wine country.

1. Pinot Noir: A Light Red That Feels Just Right

Pinot Noir is a go-to for late summer and early fall. It’s light enough to sip on a warm evening, but its earthy notes make it an ideal partner for fall-inspired meals like roasted vegetables or mushroom risotto.

Why it works for the season:

• Bright acidity balances heavier fall dishes
• Notes of cherry, cranberry, and spice match autumn’s mood
• Pairs well with poultry, pork, and transitional comfort foods

Local Tip: Look for Connecticut-grown bold reds for a true taste of New England terroir.

2. Dry Rosé: Not Just a Summer Staple

While rosé is often seen as the quintessential summer wine, a dry, fuller-bodied rosé is perfect for September and even into October. Choose one made from grapes like Grenache or Syrah for a more structured experience.

Why it works for the season:

• Crisp, fruity, yet bold enough for early fall fare
• Great with charcuterie boards, grilled salmon, or roasted squash
• Its sunset hue mirrors fall’s golden light

3. Chardonnay (Unoaked or Lightly Oaked)

As summer fades, a medium-bodied Chardonnay hits just the right note. Choose unoaked for a fresher flavor, or a lightly oaked version for a bit of creamy depth without overwhelming your palate.

Why it works for the season:

• Versatile with both seafood and roasted poultry
• Apple, pear, and stone fruit flavors reflect the harvest season
• A crowd-pleaser for gatherings, indoors or out

Serving tip: Slightly chill it for warm afternoons and let it warm up slightly as the evening cools.

4. Riesling: Bright, Aromatic, and Seasonally Perfect

Often misunderstood as strictly sweet, Riesling is one of the most versatile wines for the changing seasons. From dry to off-dry, Riesling offers an incredible range of flavor and structure, making it ideal for transitioning between summer’s freshness and fall’s richness. 

Why it works for the season:

• Refreshing acidity keeps things light on warmer days
• Aromatic complexity with notes of peach, citrus, honey, and spice
• Pairs beautifully with spiced foods, roasted squash, pork, and seasonal salads

5. Cabernet Franc: A Bold Yet Balanced Option

Lighter than its cousin Cabernet Sauvignon, Cabernet Franc offers structure without being too heavy. With red berry, herbaceous, and subtle pepper notes, it’s made for the transitional season.

Why it works for the season:

• Medium body suits changing weather
• Pairs with grilled meats, roasted root vegetables, and aged cheese
• Adds a savory element to seasonal menus

6. Sparkling Wine: Always in Season

Never underestimate the power of a good sparkling wine. Whether it’s a dry Brut or a fruit-forward sparkling rosé, bubbles are a brilliant way to celebrate the season.

Why it works for the season:

• Bright and festive, perfect for fall gatherings
• Cleanses the palate between hearty bites
• Pairs with everything from apple tarts to salty snacks

Local Idea: Bring a bottle to your next apple-picking picnic or tailgate party in Orange, CT.

Taste the Season at Stappa Vineyard in Orange, CT

At Stappa Vineyard, we believe the best way to enjoy seasonal wines is right where they’re grown. Nestled in the heart of Orange, CT, our vineyard offers a welcoming space to relax, explore, and sip your way through the changing seasons. Our curated tastings include selections that highlight the unique flavors of fall, from fruit-forward reds to crisp whites and unexpected blends.

Whether you’re a longtime wine lover or new to exploring wine pairings, we invite you to join us for a tasting, a walk through the vines, or one of our seasonal events. Let the changing leaves and cool air inspire your next favorite bottle at Stappa Vineyard.