5 days in Colorado Itinerary

5 days in Colorado Itinerary

Created using Inspirock Colorado trip itinerary maker

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Route & dates

5 days in Colorado Itinerary

Start: Chicago
Fly:  5​h 15​min
1
Aspen
— 1 night
Drive:  4​h 15​min
2
Silverton
— 1 night
Drive:  4​h 15​min
3
Buena Vista
— 1 night
Drive:  2​h 15​min
4
Colorado Springs
— 1 night
Fly:  4​h 45​min
End: Chicago

1
night
Aspen

Aspen ©
Known as a ski resort town, Aspen's history goes back to its roots as a silver-mining village tucked away in an isolated valley of the Rocky Mountains.
Kick off your visit on the 9th (Mon): tour the pleasant surroundings at Maroon Lake Scenic Trail. Keep things going the next day: take your sightseeing to a higher altitude at Maroon Bells.

To see where to stay, maps, photos, and more tourist information, refer to the Aspen day trip planner.

Chicago to Aspen is an approximately 5.5-hour flight. You can also do a combination of flight and shuttle; or drive. The time zone difference moving from Central Standard Time to Mountain Standard Time is minus 1 hour. When traveling from Chicago in September, plan for little chillier days in Aspen, with highs around 72°F, while nights are colder with lows around 41°F. Cap off your sightseeing on the 10th (Tue) early enough to travel to Silverton.

Things to do in Aspen

Parks Nature Outdoors
Highlights from your plan
Maroon Bells ©
Maroon Bells
Maroon Lake Scenic Trail ©
Maroon Lake Scenic Trail

1
night
Silverton

Silverton ©
The town of Silverton is a Statutory Town that is the county seat of, and the only incorporated municipality in San Juan County, Colorado, United States. San Juan Skyway has been added to your itinerary. Start off your visit on the 11th (Wed): contemplate the waterfront views at Island Lake, take an in-depth tour of San Juan County Historical Society, and then take a memorable drive along San Juan Skyway.

To find reviews, where to stay, traveler tips, and tourist information, go to the Silverton trip itinerary planner .

Traveling by car from Aspen to Silverton takes 4.5 hours. When traveling from Aspen in September, plan for a bit cooler days in Silverton, with highs around 66°F, while nights are about the same with lows around 45°F. Wrap up your sightseeing on the 11th (Wed) to allow time to travel to Buena Vista.

Things to do in Silverton

Nature Outdoors Scenic Drive

Side Trip

San Juan Skyway
Highlights from your plan
San Juan Skyway ©
San Juan Skyway
San Juan County Historical Society ©
Island Lake ©
Island Lake

1
night
Buena Vista

The Town of Buena Vista is a Statutory Town in Chaffee County, Colorado, United States. On the 12th (Thu), walk around Riverside Park, take a tour by water with Boat Tours & Water Sports, and then mingle with the ghosts of the past at Winfield.

To find other places to visit, more things to do, photos, and more tourist information, you can read our Buena Vista online trip itinerary builder .

You can drive from Silverton to Buena Vista in 4.5 hours. Traveling from Silverton in September, you will find days in Buena Vista are a bit warmer (73°F), and nights are about the same (42°F). Cap off your sightseeing on the 12th (Thu) early enough to go by car to Colorado Springs.

Things to do in Buena Vista

Tours Outdoors Adventure

Side Trip

Riverside Park
Highlights from your plan
River Rafting & Tubing
Riverside Park ©
Riverside Park

1
night
Colorado Springs

Colorado Springs ©
Stunning Garden of the Gods Park scenery, blue skies and the glory of Pikes Peak-America’s Mountain have attracted visitors to Colorado Springs for more than a century.
Start off your visit on the 13th (Fri): get to know the resident critters at Cheyenne Mountain Zoo, then walk around Garden of the Gods, and then find something for the whole family at North Pole - Santa's Workshop.

To see more things to do and more tourist information, read Colorado Springs online trip itinerary builder .

You can drive from Buena Vista to Colorado Springs in 2.5 hours. Another option is to take a bus. Traveling from Buena Vista in September, expect Colorado Springs to be a bit warmer, temps between 79°F and 51°F. Finish up your sightseeing early on the 13th (Fri) so you can travel back home.

Things to do in Colorado Springs

Parks Zoos & Aquariums Theme Parks

Side Trip

North Pole Colorado Santa’s Workshop
Highlights from your plan
Garden of the Gods ©
Garden of the Gods
Cheyenne Mountain Zoo ©
Cheyenne Mountain Zoo

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