26 days in Chicago, Apple Valley & Silver Cliff Itinerary

26 days in Chicago, Apple Valley & Silver Cliff Itinerary

Created using Inspirock United States itinerary planner

Plan created by another user.Make it yours

Route & dates

1
Chicago
— 9 nights
2
Apple Valley
— 9 nights
3
Silver Cliff
— 5 nights

9
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore Chicago's surroundings by going to Anderson Japanese Gardens (in Rockford) and Rotary Botanical Gardens (in Janesville). The adventure continues: explore the world behind art at The Art Institute of Chicago, try out the rides at Navy Pier, take a stroll through The Magnificent Mile, and get a new perspective on nature at Field Museum.

For ratings, other places to visit, maps, and tourist information, use the Chicago tour builder.

Philadelphia to Chicago is an approximately 4.5-hour flight. You can also drive; or take a bus. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. October in Chicago sees daily highs of °F and lows of °F at night. Finish up your sightseeing early on the 28th (Mon) so you can travel to Apple Valley.

Things to do in Chicago

Parks Museums Historic Sites

Side Trips

Oak Park, Anderson Japanese Gardens, Rotary Botanical Gardens, Horseshoe Hammond
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Skydeck Chicago - Willis Tower ©
Skydeck Chicago - Willis Tower

9
nights
Apple Valley

Apple Valley ©
The Town of Apple Valley is located in the Victor Valley of San Bernardino County, in the U.S. Get out of town with these interesting Apple Valley side-trips: Temecula (Old Town Spice & Tea Merchants & Wine Tours & Tastings), Redlands (Redlands Art Association & Redlands Bowl) and Joshua Tree National Park (Arch Rock, Split Rock, &more). Next up on the itinerary: stroll the grounds of Riverside National Cemetery, pause for some serene contemplation at Church of the Woods, take some stellar pictures from Butler Peak, and have some family-friendly fun at Gold Rush Mining Adventures.

To see where to stay, more things to do, ratings, and tourist information, use the Apple Valley vacation planner.

You can drive from Chicago to Apple Valley in 28.5 hours. You'll gain 2 hours traveling from Chicago to Apple Valley due to the time zone difference. When traveling from Chicago in October, plan for a bit warmer days in Apple Valley, with highs around °F, while nights are about the same with lows around °F. Wrap up your sightseeing on the 7th (Thu) early enough to travel to Silver Cliff.

Things to do in Apple Valley

Parks Outdoors Trails

Side Trips

Joshua Tree National Park, Big Bear Lake, Temecula, Redlands, Perris Indoor Skydiving
Highlights from your plan
Ashwood Golf Course ©
Ashwood Golf Course
Wine Tours & Tastings
Hidden Valley Nature Trail ©
Hidden Valley Nature Trail

5
nights
Silver Cliff

Silver Cliff ©
Silver Cliff is a statutory town that is the most populous town in Custer County, Colorado, United States. Explore Silver Cliff's surroundings by going to Mission: Wolf (in Gardner), Mosca Pass Trail (in Great Sand Dunes National Park & Preserve) and Bishop Castle (in Rye). The adventure continues: take in breathtaking views at Poudre Canyon, contemplate the waterfront views at Arkansas River, admire the verdant scenery at Rabbit Valley, and see the interesting displays at Silver Cliff Museum.

For ratings, where to stay, other places to visit, and other tourist information, read our Silver Cliff road trip tool.

Getting from Apple Valley to Silver Cliff by car takes about 14.5 hours. The time zone difference when traveling from Apple Valley to Silver Cliff is 1 hour. On the 13th (Wed), you'll travel back home.

Things to do in Silver Cliff

Parks Nature Outdoors

Side Trips

Colorado, Mission: Wolf, Mosca Pass Trail, Bishop Castle
Highlights from your plan
Poudre Canyon ©
Poudre Canyon
Mission: Wolf ©
Mission: Wolf
Bishop Castle ©
Bishop Castle

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