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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 Arrival and Fireside Welcome

Morning
Arrive in Aspen and settle into your cozy accommodation. Start your day with a hearty breakfast at Meat & Cheese Restaurant and Farm Shop, known for its farm-fresh ingredients and rustic ambiance. After breakfast, take a leisurely walk around downtown Aspen to get a feel for the charming mountain town.
Afternoon
For lunch, head to Ajax Tavern and enjoy their famous truffle fries and a gourmet sandwich. Afterward, take a scenic gondola ride up to Aspen Mountain (Ajax) and soak in the stunning panoramic views of the surrounding snow-covered peaks.
Evening
As the sun sets, warm up by the fire at Element 47, a luxurious setting for a cocktail or two. For dinner, indulge in a fine dining experience at the same restaurant, known for its exquisite cuisine and extensive wine list.
Bedtime
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Ski Slopes and Après-Ski Delights

Morning
Fuel up for a day on the slopes with breakfast at White House Tavern, a local favorite for its casual yet delicious menu. After breakfast, gear up and head to Aspen Highlands for a morning of skiing or snowboarding on its diverse terrain.
Afternoon
For lunch, ski down to Cloud Nine Alpine Bistro on Aspen Highlands and enjoy a European-style lunch with a glass of champagne. Afterward, continue to explore the mountain or take a break and relax in the alpine ambiance.
Evening
After a day of skiing, unwind at Living Room - W Aspen, a trendy lounge with a sophisticated atmosphere. Sip on craft cocktails and share small plates as you recount the day's adventures. For dinner, try the innovative cuisine at Plato's Restaurant, located at the Aspen Meadows Resort.
Bedtime
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Cultural Exploration and Mountain Dining

Morning
Start your day with a visit to the Wheeler Opera House, an iconic Aspen landmark. Afterward, enjoy a leisurely breakfast at Bear Den Aspen, a cozy spot with a mountain lodge feel.
Afternoon
Explore the local art scene at the Aspen Art Museum (AAM) , known for its contemporary exhibitions and stunning architecture. For lunch, head to Jing Aspen for a modern twist on Asian cuisine in a stylish setting.
Evening
Dine at Zane's Tavern Aspen, a laid-back spot with a great selection of comfort food and drinks. After dinner, catch a live performance at Belly Up Aspen, one of the top live music venues in the country.
Bedtime
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Visit From Interlaken Guided Snowshoe Tour around Isenfluh in Aspen, Colorado
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Wheeler Opera House

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Alpine Adventure and Mountain Elegance

Morning
Enjoy a leisurely breakfast at Red Mountain Grill Aspen, known for its scenic views and delicious food. After breakfast, take a guided snowshoe tour through the serene winter landscape with Aspen Center for Environmental Studies (ACES) .
Afternoon
For lunch, warm up at Aspen Public House, a gastropub with a wide selection of beers and elevated pub fare. Afterward, visit the Maroon Bells, one of the most photographed spots in Colorado, and take in the breathtaking views of the snow-capped peaks and alpine lake.
Evening
End your day with a memorable dinner at Silverpeak Grill, known for its upscale mountain cuisine and extensive wine list. After dinner, take a moonlit sleigh ride through the snow with Pine Creek Cookhouse , where you'll enjoy a gourmet meal in a rustic mountain setting.
Bedtime
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Visit Universal's Islands of Adventure in Aspen, Colorado
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Maroon Bells

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Mountain Farewell and Alpine Memories

Morning
Enjoy a final breakfast in Aspen at Aspen Hickory House, a classic spot known for its barbecue and hearty portions. After breakfast, take a scenic drive to the nearby town of {adjacentCities[0]}, where you can spend the day exploring the charming streets and enjoying the mountain scenery.
Afternoon
For lunch, try the authentic Thai cuisine at Bangkok Happy Bowl Thai Bistro and Bar, a hidden gem in the heart of downtown Aspen. Afterward, visit the Aspen Center for Environmental Studies (ACES) for an educational and interactive experience with the local environment and wildlife.
Evening
Conclude your trip with a memorable dinner at The Monarch, a contemporary American restaurant with a focus on seasonal and locally-sourced ingredients. Raise a glass to a fantastic winter getaway in Aspen and reminisce about the highlights of your trip.
Bedtime
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