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Roam Around

4 Days Exploring Aspen Itinerary

Last updated: 2024 Jun 14

Discovering Aspen's Past

Morning

Start your day with a delicious breakfast at a local favorite, Jour de Fête. Afterward, dive into the rich history of Aspen with the Aspen From Past to Present History Walking Tour. This tour will give you a comprehensive understanding of Aspen's transformation from a mining town to a world-renowned ski resort.

Afternoon

For lunch, head to Meat & Cheese Restaurant and Farm Shop for some fresh and locally sourced dishes. Post-lunch, continue exploring with the Aspen City Highlights Walking Tour, which will take you through some of the most iconic spots in the city.

Evening

Dine at Cache Cache Bistro for an elegant evening meal. After dinner, experience the spooky side of Aspen with the Aspen Dark History Ghost-Themed Guided Walking Tour. This tour offers a unique perspective on Aspen's past.

Bedtime

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5.00
Aspen From Past to Present History Walking Tour
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Aspen City Highlights Walking Tour
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Scenic Walks and Local Flavors

Morning

Begin your day with breakfast at Poppycock's Cafe. Then embark on the Aspen Guided Light Hike with Roaring Fork River Views. This hike is perfect for soaking in the natural beauty of Aspen while enjoying some light exercise.

Afternoon

Enjoy lunch at White House Tavern, known for its casual yet sophisticated menu. In the afternoon, take part in Aspen Scavenger Hunt, which is a fun way to explore different parts of Aspen while solving clues and challenges.

Evening

For dinner, visit Element 47 for an upscale dining experience featuring contemporary American cuisine. Spend your evening relaxing or exploring more of downtown Aspen.

Bedtime

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Aspen Guided Light Hike with Roaring Fork River Views
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Aspen Scavenger Hunt
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Offbeat Adventures and Relaxation

Morning

Have breakfast at Spring Cafe to start your day on a healthy note. Then enjoy Aspen's Off the Beaten Path Scenic Walking Tour, which will take you through lesser-known but equally beautiful parts of Aspen.

Afternoon

Lunch at J-Bar is a must; this historic bar offers great food in a lively atmosphere. After lunch, consider visiting some local shops or art galleries to get a feel for Aspen's vibrant arts scene.

Evening

Dine at Matsuhisa for an exquisite Japanese meal crafted by renowned chef Nobu Matsuhisa. Spend your evening strolling around downtown or perhaps catching a live performance if available.

Bedtime

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Aspen's Off the Beaten Path Scenic Walking Tour
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Exploring Beyond Aspen

Morning

Start your final day with breakfast at Paradise Bakery & Cafe. Then set off on an adventure beyond Aspen with the Boulder Vail and Breckenridge Smartphone Audio Tour. This self-guided tour allows you to explore these nearby towns at your own pace.

Afternoon

Grab lunch in one of these charming towns—perhaps try Sweet Basil in Vail for an exceptional meal. Continue exploring until you're ready to head back to Aspen.

Evening

Return to Aspen and have your farewell dinner at The Wild Fig, known for its Mediterranean-inspired dishes. Reflect on your trip as you enjoy one last evening in this beautiful mountain town.

Bedtime

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