Leaf Peeping in Vail

Start each day in nature with a morning hike on the Upper Piney River Trail or Lost Lake Trail, a stroll along the Gore Valley Trail or Berry Picker Trail, or yoga on the Solaris Plaza. Follow that with breakfast at Yeti Grind or Two Arrows Coffee in Vail.

Vail Village, inspired by classic European ski resorts in the Alps, is a charming pedestrian-friendly hub filled with upscale fashion, artisan jewelry, and outdoor gear shops. A must-visit is Kemo Sabe, known for custom cowboy hats and unique Western-inspired pieces that perfectly complement the autumn backdrop. Just a short, scenic walk away is Lionshead Village for more shopping and dining. Each end of Vail has its own gondola that takes you to the top of the mountain, offering sweeping views of autumn colors. If you visit in September, Epic Discovery (an adventure park) will still be open and accessible from the Lionshead Village gondola. At the summit, you'll find mountain-top attractions like the Forest Flyer Mountain Coaster, zipline experiences, a climbing wall, bungee trampolines, tubing hills, mini-golf, and a nature discovery center.

There’s no better time to visit Vail than autumn, when seasonal traditions come alive. Raise a stein at Vail Oktoberfest, a two-weekend celebration in September filled with authentic Bavarian food, music, and beer. Don your lederhosen, try the chicken dance, and soak up the festive atmosphere. For a more leisurely autumn outing, forage at the Vail Farmers’ Market & Art Show. Running every Sunday through early October, this lively market features over 140 vendors offering everything from pumpkins and roasted seeds to cozy sweaters, handcrafted jewelry, and local art. It’s the perfect place to sample seasonal treats, pick up a unique souvenir, and experience the flavors and colors of fall in the mountains.

Horseback riding in Vail during the fall is one of the most memorable ways to experience Colorado’s golden season. As the aspens turn brilliant shades of yellow, guided rides with outfitters like Vail Stables and Bearcat Stables take visitors along mountain trails, through meadows, and into aspen groves that feel like they’re glowing from within. Most rides are offered through late September, making it the perfect pairing with leaf-peeping season when colors are at their peak. The crisp mountain air, panoramic views, and gentle rhythm of the horses create an unforgettable way to connect with nature and take in Vail’s autumn beauty.

For the ultimate fall adventure in Vail, take a scenic drive along the Top of the Rockies Scenic Byway, where alpine vistas are ablaze with autumn color. Pack a relaxing picnic to enjoy along the way, lay out a blanket, unwrap your favorite treats from a local sandwich shop (a mortadella-filled Italian sub from Joe’s Famous Deli is a classic choice), and bundle up in a warm sweater as you settle into one of the byway’s peaceful spots. For an elevated experience, Picnic Vail can handle everything, from a curated charcuterie spread to cozy pillows and games. Along the route, stop at the Camp Hale–Continental Divide Monument, where the 10th Mountain Division trained in high-altitude warfare during World War II, mastering survival, climbing, skiing, and combat in challenging conditions. Passing through charming towns like Minturn and Red Cliff, this drive combines breathtaking scenery, a cozy meal, and a slice of history, making a fall day in Vail truly unforgettable.

No visit to Vail is complete without a day trip to two of my favorite mountain towns: Breckenridge and Frisco. Start in Breckenridge to shop along its main street and grab the most delicious crepe you'll ever have at Crepes a la Cart. Then rent a bike and ride the eight-mile Peaks Trail from Breck to Frisco. Once in Frisco, you can learn more about the region at the free Frisco Historic Museum before exploring the town's shops and getting a cookie at Butterhorn Bakery. Don't worry, there's a shuttle to take you back to Breck where you can visit the troll and grab a beer flight at Breckenridge Brewery.

There's plenty to occupy your nights in Vail. Start your evening at Tavernetta, my favorite Denver restaurant, which now has a Vail location complete with its signature Spritz Window, perfect for a refreshing aperitivo before dinner. Enjoy a meal of modern Italian cuisine, then head to Vail Brewing Company for seasonal craft beers or spiced, autumn-inspired drinks. For a sweet ending, indulge in late-night fondue or chocolate tastings at The Little Diner or nearby specialty chocolate shops. Cap off the evening with a show at Vail Performing Arts Theater or embrace the classic après-ski vibe by cozying up at a lodge or outdoor patio with hot chocolate, spiked cider, or a craft cocktail.

• Tavernetta Vail: Modern Italian cuisine from the Denver favorite, featuring a lively Spritz Window for aperitivos and a cozy mountain setting.

• Sweet Basil: Upscale American dining with inventive dishes, perfect for a special night out or seasonal tasting menus.

• La Bottega: Italian-inspired café and marketplace serving wine, small plates, and gourmet pantry finds in a chic, relaxed atmosphere.

• Slope Room: Vibrant bar and restaurant offering creative cocktails, hearty fare, and mountain views in Lionshead Village.

• The Remedy: Health-focused café and juice bar with fresh, flavorful smoothies, bowls, and light bites for a nutritious pick-me-up.

• Del Toro: Trendy Mexican kitchen with tacos, margaritas, and lively vibes, ideal for casual group dinners or festive nights out.

• Makoto: Modern Japanese cuisine with sushi, robata grills, and elegant presentation, perfect for a refined dining experience in Vail.

• Crêpes a la Cart: Mobile crêpe stand in nearby Breckenridge serving sweet and savory handheld crêpes, perfect for a quick, delicious snack on the go.