4 Day Aspen Adventure

4 Day Aspen Adventure

This sample itinerary highlights the best places to stay, eat, and drink in Aspen. I’ve also included suggestions on what to do each day. Make sure to like, review, and subscribe if you enjoyed this itinerary.
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Day 1: Arrival in Aspen

Arrive at Aspen/Pitkin County Airport (ASE) or Denver International Airport (DEN) and transfer to your chosen luxury accommodation in Aspen. Here are some of my favorite resorts: 

The Little Nell
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Ski in/out resort on Aspen Mountain. There is a resort fee that covers shuttle service, a ski concierge, kids’ activities, seasonal loaner bikes, and an outdoor pool and hot tub.
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The St. Regis Aspen Resort
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The St. Regis Aspen Resort is a luxury alpine escape nestled at the base of Aspen Mountain. It features elegant rooms and suites, a world-class spa, and a signature restaurant. The hotel offers a warm and inviting ambiance with breathtaking mountain views.
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The Ritz-Carlton Club, Aspen Highlands
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Situated in the stunning Aspen Highlands, The Ritz-Carlton offers ski-in/ski-out access, spacious suites with fireplaces, and modern alpine luxury. Guests can enjoy the resort's on-site restaurants, the spa, and the natural beauty of the Colorado Rockies.
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Hotel Jerome, Auberge Resorts Collection
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7 minute walk to downtown. There’s an elegant bistro, lively bar, gym, pool, and spa.
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Explore downtown Aspen, known for its charming streets and high-end boutiques. Stroll along the historic Cooper Avenue Mall and Hyman Avenue for shopping. Have a leisurely lunch at a local restaurant or café.

Hyman Ave
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The pedestrian mall maintains the town's traditional urban grid but eliminates automobile traffic so pedestrians can shop and socialize
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Jour De Fête
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Quaint, popular deli & French counter-serve café featuring gourmet breakfast, salads & sandwiches.
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This evening, enjoy a fine dining experience at one of Aspen's top restaurants. 

Matsuhisa
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Acclaimed Japanese seafood & tasting menus by chef Nobu Matsuhisa prepared in understated surrounds.
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Casa Tua Aspen
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Cozy restaurant offering Northern Italian dishes in a sophisticated environment.
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After dinner, you can relax in the hotel's spa or take a stroll around town to admire the evening ambiance.

Day 2: Outdoor Adventures

Start your first full day in Aspen with a filling breakfast to fuel up for your day outdoors. 

Alpina
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Friendly, cozy coffee shop serving an array of pastries, hot breakfast, lunch & cocktails.
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Embark on an outdoor adventure like skiing or snowboarding in the winter, or hiking and mountain biking in the summer. Aspen offers world-class outdoor activities. Consider visiting Aspen Mountain or Snowmass for skiing, or explore the many hiking and biking trails.

Aspen Mountain
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Rising from the vibrant heart of downtown Aspen, Aspen Mountain boasts skiing and riding that go above and beyond
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Aspen Snowmass Ski Resort
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Enjoy a slope-side or scenic mountain restaurant for lunch. Many offer breathtaking views of the surrounding mountains.

Alpin Room
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Approachable, yet refined, the Alpin Room’s cuisine is a subtle, flavorful handcrafted reimagination of Alsatian home cooking. Come experience a taste of France tucked away in the heart of Snowmass.
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Elk Camp
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Elk Camp takes an elevated approach to casual on-mountain dining with house-made organic local options. Take a breather from the mountain while enjoying a flavorful grass-fed beef burger at this awe-inspiring place.
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After lunch, head to the Maroon Bells, one of the most photographed mountain scenes in North America. You can take a scenic drive, hike, or simply enjoy the stunning views.

Maroon Bells
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If you feel super ambitious, you can hike one or both of these fourteeners. Reservations are required!
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After you’ve had your fill of the outdoors, return to your accommodation to freshen up for dinner. 

Meat & Cheese Restaurant and Farm Shop
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Chic eatery & marketplace for artisanal breads, meats & cheese plus wine, cocktails & beer. I highly recommend making reservations in advance.
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Day 3: Culture & Relaxation 

Start your day with a hearty breakfast.

Velvet Buck
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Contemporary Colorado-centric cuisine served in an elegantly rustic setting at The St. Regis resort.
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Visit the Aspen Art Museum to explore contemporary art exhibitions.

Aspen Art Museum
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I’m really not much of a museum lover, but this is a very cool contemporary art venue
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Take a guided tour of the historic Wheeler Opera House.

Wheeler Opera House
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After your tour, enjoy a relaxed lunch at a downtown bistro. 

Bear Den Aspen
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Laid-back restaurant serving plentiful, homestyle dishes that have modern touches.
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Indulge in a spa treatment at a top-rated Aspen spa, such as the St. Regis Spa or the Viceroy Snowmass Spa.

The St Regis Aspen Spa
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Spa at Viceroy Snowmass
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This evening, dine at a romantic and cozy restaurant in the heart of Aspen.

Ellina
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Serving Modern Italian-American contemporary cuisine creatively crafted by Chef Diaz, in the heart of Aspen, Colorado. Quickly gaining accolades from locals and visiting guests as one of Aspen’s best restaurants, Ellina’s cozy and intimate dining room and bar area vibrate with energy at this popular downtown Aspen spot.
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After dinner, you can experience Aspen's nightlife by visiting a chic bar or lounge.

Belly Up Aspen
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Renowned yet pint-sized music venue with big-name acts, open seating policy & 2 full bars.
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Escobar Aspen
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A staple of Aspen’s nightlife scene featuring nightly DJs.
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The Sterling Aspen
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With banquettes and couches, high-end liquors, and an unbeatable ambience, this ultra lounge has a certain style and feel that make it ideal for any event.
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Day 4: Departure 

Poppycock's
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Venerable, family-friendly stop for hearty breakfast featuring pancakes, eggs & coffee, plus lunch.
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After breakfast, head for a final outdoor adventure. Depending on the season, you can go skiing, snowshoeing, snowmobiling, or enjoy a scenic gondola ride. Depending on your departure time, you may have some free time to explore more of Aspen, shop for souvenirs, or relax at your hotel.

If you enjoyed this sample itinerary, please make sure to like, review, and subscribe! 

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ABOUT THE AUTHOR
I have worked in the travel and hospitality industry my entire career. I have been blessed to have had the opportunity to travel all over the world. My expertise is the Caribbean, Hawaii, National Parks of the United States/Canada, and the Mediterranean. I specialize in high-touch luxury service. I treat your vacation as if it’s my own and personalize your itinerary to fit your interests, budget, and vision for your vacation. I look forward to working with you!
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