Best Group Vacation in Chicago. Family, Friends, or Business

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There is no better place to celebrate a special occasion or take a group vacation than Chicago. This world-class city has something for everyone, making it the perfect destination for families, friends, and businesses alike.

For Family Trips

Families will love exploring all that Chicago has to offer, from the world-renowned museums to the family-friendly attractions like the Navy Pier. And with so many great hotels and restaurants to choose from, you’re sure to find the perfect place to stay and dine during your trip. Some of the most family-friendly accommodations are the InterContinental Chicago Magnificent Mile, The Palmer House Hilton, and the Hyatt Regency McCormick Place.

The most family-oriented eateries are The Purple Pig, Pizzeria Uno and Grill, and Billy Goat Tavern. If you’re looking for something a little more upscale, consider Alinea. If you have small kids, ask about child-friendly menus and activities at your chosen restaurant.

But how do you keep your kids entertained? That’s easy – there’s the Field Museum, Shedd Aquarium, Lincoln Park Zoo, and the Museum of Science and Industry. And don’t forget about all of the great parks, like Millennium Park and Grant Park.

In the meantime, parents can enjoy some adult time at one of Chicago’s many great bars and clubs, like The Signature Room at the 95th, The prospect, and Room 13.

For Friends Getaways

For groups of friends looking to let loose and have a good time, there’s no better place than Chicago. The city is home to some of the best nightlife in the country, with a wide variety of bars, clubs, and music venues to choose from. And if you’re looking for something a little more low-key, there are plenty of great places to grab a drink and relax. Some of the best bars in Chicago include The Green Mill, The Violet Hour, and The Gage.

Friends will enjoy spending time together exploring Chicago’s many neighborhoods, from the hipster hangouts of Wicker Park to the upscale shops and restaurants of the Magnificent Mile. And don’t forget to catch a game or two at one of the city’s iconic sports venues, like Wrigley Field or Soldier Field.

For outdoor enthusiasts, the city’s many parks and beaches are perfect for exploring on a nice day. For instance, Millennium Park is perfect for a picnic lunch, while the 606 Trail offers a great way to get some exercise while taking in the city’s sights. And if you’re looking to get out of the city for a bit, there are plenty of great day trips to take, from the wineries of the Michigan Wine Country to the beaches of Lake Michigan.

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For Business Travelers

Business groups will find that Chicago is the perfect place to conduct business and network with other professionals. The city is home to some of the largest and most influential businesses in the world, making it a great place to make connections. And with so many great hotels and conference centers to choose from, you’re sure to find the perfect place to hold your next meeting or event. Some of the best hotels for business travelers are The Ritz-Carlton, The Peninsula Chicago, and The Langham, Chicago.

For a good lunch break or a quiet evening out, business travelers will enjoy dining at some of Chicago’s top restaurants like Aloha Poke Co.

For your days off, take advantage of the city’s many attractions, from the world-renowned museums to the great shopping and dining. Or go to a concert or show at one of the city’s many theaters and music venues. Business travelers will also find that Chicago is a great place to stay active, with plenty of opportunities for running, biking, and hiking.

When it comes to group travel, Chicago has something for everyone. But how do you organize your trip so that everyone has a great time? Here are our 3 top tips on how to keep everyone happy:

Choose the right accommodation.

Depending on the size of your group, you may want to consider renting a vacation home or condo instead of staying in a hotel. This will give you more space to spread out and relax, and it can also be more economical. Plus, it’s always nice to have a kitchen so you can prepare your own meals.

Get around easily with a Chicago charter bus rental


This will allow everyone in your group to travel together and avoid the hassle of renting multiple cars. Plus, it’s a great way to sightsee and enjoy the city.

Plan your activities in advance.

Chicago is a big city with a lot to see and do. To make the most of your trip, it’s a good idea to plan out your activities in advance. This way, you can make sure everyone in your group is able to do the things they want to do.

So whatever your group is looking for, you’re sure to find it in Chicago. Book your trip today and get ready to experience the best of the Windy City!

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