Illinois Vacations, Resorts, Rentals, Suites and Getaways

Chicago rises from the shores of Lake Michigan with its instantly recognizable sky-scrapped silhouette. Amusing rides, fun fare, shopping, and stunning cityscape views have made Navy Pier one of the most popular destinations in all of the Midwest. Millennium Park melds arts, cultural programs, concerts, and family activities in a town square of truly epic proportions. But, a trip to the Windy City is certainly not complete without a shopping trip to the famed flagships stores that line “The Magnificent Mile.” Rich tradition and diversity is also witnessed in the city’s flair for all things culinary. World famous pizza, top chefs, and cuisine from seemingly every corner of the globe all have a spot at the table Chicago sets. Expand your world with a trip to the Windy City. 

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Lakefront BeachesLakefront Beaches
Lincoln Park ZooLincoln Park Zoo
Navy PierNavy Pier
Shedd AquariumShedd Aquarium
Wrigley FieldWrigley Field
Where To Stay
Vacation Rental

Wyndham Grand Chicago Riverfront

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71 East Wacker Drive, Chicago, IL

Chicago goes by many names: the Windy City, the Second City, the City of Broad Shoulders, or just affectionately “Chi-Town.” But whatever you call it, you can call it home at Wyndham Grand Chicago Riverfront. Set against the Chicago River, just steps from the famed cultural district simp...

Once upon a time, Galena, Illinois was a classic boomtown, rich in the shining mineral for which it was named. These days, the mines are closed--but Galena is still a hidden gem.  With 85% of the town acting as a historic district, Galena is dedicated to preserving as much of the city's nineteenth century architecture as possible.  This has led to Galena being recognized as one of the most beautiful places to visit in the U.S., as well as one of the country's most stunning small towns.  A popular destination for vacation-goers craving a piece of the past, Galena is the perfectly place to go horseback riding and sightseeing.  And if you're feeling adventurous, you might even want to try a ghost tour.

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Ulysses S. Grant HouseUlysses S. Grant House
Chestnut Mountain ResortChestnut Mountain Resort
Thunderbay FallsThunderbay Falls
Blaum Bros Distilling Co.Blaum Bros Distilling Co.
Galena on the FlyGalena on the Fly
Where To Stay
Vacation Rental

Wyndham Galena

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5129 West Longhollow Road, Galena, Illinois

Tucked away in the beautiful woodlands of Illinois, the Wyndham Galena combines peace and quiet with Midwestern creature comforts and historic charm.  Eight miles away from downtown Galena, the resort offers a chance to get away from it all, with outdoor activities all year 'round.  During...

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What Our Travelers Are Saying
Donna I
Jul 14, 2018
This was such an easy vacation to plan since Tripbound helped me every step of the way! Nicki was great finalizing my plans and putting in special requests! The room was much more affordable than on other sites. I would definitely use Tripbound again!
John C
Jul 11, 2018
Incredible communication. Easy to use website. A perfect company for helping plan a family vacation
Linda H
Jun 18, 2018
We have booked several trips with Tripbound. They are always very friendly and helpful, and their prices are great.
Sara McCaw R
Jul 19, 2018
Everything about this experience was perfect. From day 1 of booking to the last day when we were checking out of the resort, the whole process was seamless. The condo we stayed at in Sevierville, TN was spacious, the beds were amazing, the amenities kept our whole family entertained, and the location couldn’t have been better. I would highly recommend this rental to any family that is traveling. We will continue to use Tripbound for our future vacation accommodations. Thank you for making our vacation feel like home.