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5-Day Winter Wonderland in Aspen, Colorado

5-Day Winter Wonderland in Aspen, Colorado Itinerary

Last updated: 2024 Jun 14

Snowy Slopes and Gourmet Delights

Morning
Start your snowy adventure with a hearty breakfast at White House Tavern, known for its cozy atmosphere and delicious dishes. Afterward, gear up and hit the slopes at Aspen Mountain (Ajax) for a morning of skiing or snowboarding.
Afternoon
For lunch, take a break at Ajax Tavern located right at the base of the mountain. Enjoy their famous truffle fries and a warm bowl of soup. After refueling, continue your mountain experience or switch to the more relaxed Buttermilk Mountain for some easier runs.
Evening
As the sun sets, unwind with an elegant dinner at Element 47 in The Little Nell. This Forbes Five-Star restaurant offers a sophisticated atmosphere and a menu featuring locally sourced ingredients. After dinner, take a leisurely walk through the snow-covered streets of downtown Aspen.
Bedtime
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Cultural Exploration and Alpine Views

Morning
Begin your day with a delightful breakfast at Pyramid Bistro, known for its healthy and organic options. Post breakfast, visit the Wheeler Opera House for a guided tour and learn about its rich history and significance in Aspen's cultural scene.
Afternoon
For lunch, savor the flavors of Italy at L'Hostaria Ristorante, a local favorite. Afterward, take a scenic drive to the iconic Maroon Bells. Enjoy the breathtaking views of the snow-capped peaks and serene lake. Take a short hike around the area to fully immerse yourself in the natural beauty.
Evening
Dine at Matsuhisa, founded by world-renowned Chef Nobu Matsuhisa. This upscale restaurant offers a unique blend of Japanese-Peruvian cuisine. After dinner, if you're in the mood for some entertainment, catch a live performance at Belly Up Aspen, a popular music venue.
Bedtime
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Historic Landmarks and Mountain Elegance

Morning
Enjoy a classic American breakfast at Jimmy's An American Restaurant & Bar, a place known for its warm hospitality. Post breakfast, take a guided tour of the Historic Snowmass Chapel. Learn about the local community and the significance of this charming chapel.
Afternoon
Head to Snowmass for a day of skiing or snowboarding. The wide-open runs and diverse terrain make it a perfect destination for all levels of skiers. For lunch, visit Grey Lady Aspen and indulge in their New England-inspired seafood dishes.
Evening
After a day on the mountain, relax and enjoy the elegant ambiance of Cache Cache. This French Alpine bistro offers a sophisticated menu and an extensive wine list. End the evening with a leisurely stroll through the snow-kissed streets of downtown Aspen.
Bedtime
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Culinary Delights and Mountain Thrills

Morning
Start your day with a warm cup of coffee and a delicious pastry at Maru Aspen. Afterward, head to Aspen Highlands for a morning of skiing. The stunning views from the summit are not to be missed.
Afternoon
For lunch, visit Campo de Fiori, an intimate restaurant serving authentic Italian cuisine. Post lunch, take a break from skiing and enjoy a different kind of thrill with a snowmobile tour through the picturesque backcountry.
Evening
Dine at The Wild Fig, a Mediterranean bistro offering a cozy and inviting atmosphere. Their menu features a variety of dishes inspired by the flavors of the Mediterranean. After dinner, if you're up for some late-night fun, visit Escobar Aspen for a vibrant nightlife experience.
Bedtime
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Alpine Farewell and Mountain Memories

Morning
Enjoy a leisurely breakfast at Meat & Cheese Restaurant and Farm Shop, known for its artisanal sandwiches and locally sourced ingredients. After breakfast, take a guided snowshoe tour through the serene winter landscape. It's a great way to connect with nature and spot some local wildlife.
Afternoon
For your final lunch in Aspen, head to Hickory House Ribs for some mouthwatering barbecue. Afterward, take a scenic drive to the nearby town of {adjacentCities[0]}, where you can spend the afternoon exploring its charming streets and perhaps even do some more skiing if you're not ready to leave the slopes just yet.
Evening
Return to Aspen for a farewell dinner at J-Bar, a historic bar with a Western ambiance. Enjoy their signature drinks and a menu that pays homage to the flavors of the Rockies. Raise a glass to a wonderful winter getaway in the heart of the Colorado mountains.
Bedtime
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