New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Ultimate 8-Day Aspen Adventure

Ultimate 8-Day Aspen Adventure Itinerary

Last updated: 2024 Jun 14

Mountain Town Welcome

Morning
Start your Aspen adventure with a hearty breakfast at White House Tavern, known for its cozy atmosphere and delicious dishes. Afterward, take a scenic gondola ride to the top of Ajax Mountain to enjoy panoramic views of the surrounding peaks.
Afternoon
For lunch, head to Ajax Tavern at the base of the mountain and savor their famous truffle fries. Spend your afternoon exploring the boutiques and art galleries in downtown Aspen, including a visit to the historic Wheeler Opera House.
Evening
Dine at Matsuhisa, a world-renowned Japanese restaurant with a sleek ambiance. After dinner, enjoy a leisurely walk around the serene Maroon Lake, with the stunning Maroon Bells as your backdrop.
Bedtime
Find amazing hotels in Aspen.
activity-image

From Interlaken Guided Snowshoe Tour around Isenfluh

star4.75

click to access prices

Cultural Aspen

Morning
Enjoy a leisurely breakfast at Pyramid Bistro, known for its healthy and organic offerings. Then, immerse yourself in the local art scene with a visit to the Aspen Art Museum, which features contemporary works in a stunning architectural setting.
Afternoon
For lunch, indulge in the artisanal sandwiches and charcuterie boards at Meat & Cheese Restaurant and Farm Shop. Afterward, take a guided tour of the historic Wheeler/Stallard Museum, where you can learn about Aspen's mining and pioneer history.
Evening
Dine at Cache Cache, a French Alpine bistro known for its elegant cuisine. Afterward, catch a performance at the Belly Up Aspen, a popular live music venue that hosts both local and international acts.
Bedtime
Find amazing hotels in Aspen.
activity-image

Universal Orlando Resort

star3.61

click to access prices

activity-image

Universal's Islands of Adventure

star3.61

click to access prices

activity-image

Walt Disney World® Resort

star2.84

click to access prices

Outdoor Escapade

Morning
Grab a quick breakfast at Jimmy's An American Restaurant & Bar before heading out for a morning of adventure. Take a guided Hiking Tour to explore the beautiful trails and alpine scenery surrounding Aspen.
Afternoon
After working up an appetite, enjoy a picnic lunch provided by The Wild Fig at a scenic spot along the Roaring Fork River. Spend the rest of your afternoon fly fishing in the pristine waters with a local guide.
Evening
For dinner, experience the warm and inviting atmosphere of J-Bar, a favorite among locals and visitors alike. End your day with a leisurely stroll through the charming streets of downtown Aspen.
Bedtime
Find amazing hotels in Aspen.

Day Trip to Snowmass Village

Morning
Start your day with a visit to Snowmass Village, just a short drive from Aspen. Enjoy breakfast at The Artisan at Stonebridge Inn and then spend your morning exploring the village's shops and outdoor activities.
Afternoon
Have a leisurely lunch at Sage Restaurant & Bar with its mountain views. Afterward, take a scenic Horseback Riding Tour through the picturesque landscapes of Snowmass.
Evening
Head back to Aspen for dinner at L'Hostaria Ristorante, where you can enjoy authentic Italian cuisine in a cozy setting. If you're up for it, catch a late-night show at the Limelight Lounge, known for its live music and vibrant atmosphere.
Bedtime
Find amazing hotels in Aspen.

Basalt and Beyond

Morning
Take a morning drive to the nearby town of Basalt. Enjoy a delightful breakfast at Town Restaurant & Bar and then explore the quaint shops and galleries in downtown Basalt.
Afternoon
Have a leisurely lunch at Heather's Savory Pies & Tapas Bar, known for its unique menu. Afterward, visit the Fryingpan River for some serene fly fishing or simply relax by the water.
Evening
Return to Aspen for dinner at Grey Lady Aspen, where you can savor New England-inspired dishes. Cap off the evening with a cocktail at Escobar, a stylish lounge with a vibrant atmosphere.
Bedtime
Find amazing hotels in Aspen.
activity-image

Daytona International Speedway

star4.08

click to access prices

Aspen's Culinary Delights

Morning
Start your day with a delightful breakfast at Maru Aspen, known for its modern Japanese cuisine. Afterward, take a guided Culinary Tour of Aspen's best food and drink establishments, sampling a variety of local flavors.
Afternoon
For lunch, head to Campo de Fiori, an Aspen favorite for its authentic Italian dishes. Afterward, enjoy a leisurely afternoon at the John Denver Sanctuary, a peaceful park dedicated to the singer-songwriter's life and music.
Evening
Dine at Element 47, located in the luxurious Little Nell hotel, and indulge in their award-winning cuisine. After dinner, take a moonlit Gondola Ride to enjoy breathtaking views of the starry sky and the Aspen valley below.
Bedtime
Find amazing hotels in Aspen.
activity-image

Clearwater Beach

star4.64

click to access prices

Historic Aspen and Beyond

Morning
Begin your day with breakfast at Creperie du Village, where you can enjoy traditional Swiss dishes. Afterward, take a guided Historic Walking Tour of Aspen to learn about the town's rich history and architecture.
Afternoon
For lunch, head to Aspen Kitchen, known for its farm-to-table cuisine and vibrant atmosphere. Afterward, visit the Independence Pass for a scenic drive and a chance to explore the high alpine tundra.
Evening
Dine at Hickory House Ribs, a local favorite for its mouthwatering barbecue. End your evening with a visit to the Stars of Aspen to see the handprints and signatures of famous Aspen residents and visitors.
Bedtime
Find amazing hotels in Aspen.
activity-image

Disney’s Hollywood Studios®

star2.71

click to access prices

activity-image

Disney’s Animal Kingdom® Theme Park

star2.60

click to access prices

activity-image

EPCOT®

star2.54

click to access prices

Aspen's Alpine Finale

Morning
Enjoy a leisurely breakfast at The Red Onion, one of Aspen's oldest establishments. Then, take a Scenic Drive to the nearby ghost town of Ashcroft, where you can explore the historic buildings and learn about Aspen's mining past.
Afternoon
For lunch, head to The Monarch Steakhouse and savor a delicious meal in a relaxed mountain setting. Afterward, spend your afternoon at the Aspen Center for Environmental Studies (ACES), where you can enjoy guided nature walks and learn about the local ecology.
Evening
Dine at Matsuhisa for a memorable final dinner in Aspen, enjoying their innovative Japanese-Peruvian fusion cuisine. Afterward, reflect on your Aspen journey with a quiet walk through the Aspen Music Festival and School (AMFS) grounds, surrounded by the natural beauty and the sounds of the festival.
Bedtime
Find amazing hotels in Aspen.
activity-image

International Drive

star4.27

click to access prices

Top Colorado Ski Country Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?