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Aspen Outdoor Anniversary Adventure - 3 Days

Aspen Outdoor Anniversary Adventure - 3 Days Itinerary

Last updated: 2024 Jun 14

Exploring Aspen's Rich History

Morning
Start your day with Aspen From Past to Present History Walking Tour. This tour will give you a deep dive into Aspen's rich history, from its origins as a silver mining town to its transformation into a world-renowned ski resort. The knowledgeable guides will share fascinating stories and historical facts that will make you appreciate the town even more. For breakfast, head to Peaches Corner Cafe, known for its delicious pastries and hearty breakfast options.
Afternoon
After the morning tour, take a break and enjoy lunch at White House Tavern, where you can savor their famous sandwiches and salads. In the afternoon, embark on Aspen City Highlights Walking Tour. This tour covers all the major landmarks in Aspen, including the Wheeler Opera House, Hotel Jerome, and more. It's a great way to get acquainted with the city's layout and history while enjoying the beautiful architecture.
Evening
For dinner, dine at Matsuhisa, an upscale Japanese restaurant offering exquisite sushi and other Japanese dishes. After dinner, take a leisurely stroll through downtown Aspen or relax at one of the cozy lounges like J-Bar in Hotel Jerome for some evening drinks.
Bedtime
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Scenic Walks and Hidden Gems

Morning
Begin your second day with Aspen's Off the Beaten Path Scenic Walking Tour. This tour takes you through some of Aspen's lesser-known but equally beautiful spots. You'll explore hidden trails, scenic viewpoints, and learn about local flora and fauna. For breakfast, visit Paradise Bakery & Cafe for some fresh pastries and coffee.
Afternoon
For lunch, head over to Hickory House, famous for its BBQ dishes. In the afternoon, enjoy a light hike with stunning views by joining Aspen Guided Light Hike with Roaring Fork River Views. This guided hike is perfect for nature lovers who want to experience Aspen's natural beauty without too much exertion.
Evening
Dinner awaits at Casa Tua, an elegant Italian restaurant known for its delicious pasta dishes and romantic ambiance—perfect for an anniversary celebration. After dinner, enjoy some live music at Belly Up Aspen, one of the best live music venues in town.
Bedtime
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Mysteries and Adventures Await

Morning
Kick off your final day with an intriguing experience by joining Aspen Dark History Ghost-Themed Guided Walking Tour. This tour delves into Aspen's darker past with tales of ghosts and unsolved mysteries—an exciting way to start your day! For breakfast, stop by Joe's Cafe for some classic American breakfast options.
Afternoon
Lunch can be enjoyed at Meat & Cheese Restaurant and Farm Shop, which offers farm-to-table dining with fresh ingredients. In the afternoon, engage in some fun problem-solving activities by participating in Aspen Scavenger Hunt. It's a great way to explore different parts of Aspen while working together as a team.
Evening
Conclude your anniversary trip with a memorable dinner at Pine Creek Cookhouse, located just outside of Aspen in Ashcroft. The restaurant offers gourmet cuisine amidst stunning mountain views—a perfect ending to your outdoor adventure-filled anniversary celebration.
Bedtime
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