8 days in Littleton & Winthrop Harbor Itinerary

8 days in Littleton & Winthrop Harbor Itinerary

Created using Inspirock United States travel route planner
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Make it your trip
Fly
1
Littleton
— 5 nights
+2
Drive to Denver International Airport, Fly to Chicago O'Hare International Airport, Drive to Winthrop Harbor
2
Winthrop Harbor
— 2 nights
Drive

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Littleton — 5 nights

Littleton is the Home Rule Municipality in Arapahoe, Douglas, and Jefferson counties that is the county seat of Arapahoe County, Colorado, United States. You'll find plenty of places to visit near Littleton: Evergreen (Evergreen Lake & Alderfer/Three Sisters Park), Outlets at Castle Rock (in Castle Rock) and Cherokee Ranch and Castle (in Sedalia). There's still lots to do: explore the striking landscape at Roxborough State Park, walk around Deer Creek Canyon Park, admire the natural beauty at Hudson Gardens - Free, and browse the different shops at Park meadows mall.

For traveler tips, more things to do, other places to visit, and tourist information, refer to the Littleton trip itinerary planner.

Chicago to Littleton is an approximately 4-hour flight. You can also drive; or do a combination of train and tram. The time zone changes from Central Standard Time (CST) to Mountain Standard Time (MST), which is usually a -1 hour difference. Traveling from Chicago in October, expect a bit cooler with lows of 39°F in Littleton. Finish your sightseeing early on the 6th (Thu) to allow enough time to drive to Winthrop Harbor.
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Parks · Nature · Outdoors · Trails
Side Trips

Winthrop Harbor — 2 nights

Start off your visit on the 7th (Fri): look for all kinds of wild species at Volo Bog State Natural Area, experience rural life at Stade's Farm and Market, and then immerse yourself in nature at Chain 'O Lakes State Park. Get ready for a full day of sightseeing on the next day: get some fabulous bargains at Pleasant Prairie Premium Outlets, then enjoy the sand and surf at Illinois Beach State Park, and then see what you can catch with Diamond Ghost Charters.

To find photos, more things to do, traveler tips, and more tourist information, you can read our Winthrop Harbor trip builder tool.

Explore your travel options from Littleton to Winthrop Harbor with the Route module. You'll lose 1 hour traveling from Littleton to Winthrop Harbor due to the time zone difference. Wrap up your sightseeing on the 8th (Sat) to allow time to drive back home.
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Parks · Outdoors · Nature · Wildlife
Side Trips