Wednesday, February 1, 2023

Where To Stay In Chicago For A Weekend

Getting Around During 3 Days In Chicago

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Getting around for 3 days in Chicago is in most ways easy, but can sometimes be challenging.

The public transport system is the easiest and most inexpensive way to get around, followed by cabs/Uber/Lyft, and finally driving yourself.

Much of the 3 days in Chicago itinerary laid out above, however, can all be completed by exploring on foot, especially from the recommended hotels. The awesome destinations and great parks are relatively close together and can be reached with a nice walk in the Chicago air.

Chicago has one of the best public transport systems in the US. The elevated train, AKA the L, brings people across Chicago east, west, north, and south. The L stops at all of the amazing sites in the city, as well as OHare Airport, Midway Airport, and all the major thoroughfares.

If you would rather avoid public transportation, then the best way to travel around during this 3 day Chicago itinerary is with a cab/Uber/Lyft. Traveling this way is likely the fastest if you can avoid rush hour, and the most convenient. However, it will be more expensive than using the L trains.

Finally, you, of course, have the option of driving yourself around town. In our opinion, this is the most stressful way to get around, as youll have to worry about parking in the busy downtown streets. This is a challenge and is made worse considering that many hotels offer parking fees.

Head To Wrigley Field & Wrigleyville

You cant visit the North Side of Chicago and not see Wrigley Field. As one of the most famous baseball stadiums in existence, and the home of the Chicago Cubs, this is a must-see stadium, especially for sports fans.

Wrigley Field is located right in the heart of Wrigleyville on the North Side. Surrounded by residential areas and a huge bar and restaurant scene, this area is a magnet for good times, especially when the hometown Cubs are lacing up their cleats for a game.

If you are fortunate enough to be in Chicago while the Cubs are playing, head to Wrigley just for the experience of people watching and cheering on the hometown team. If youd like, you could even try and buy some tickets, and usually, you can get a good deal on seats if you are okay purchasing them after the game is already in the 2nd or 3rd inning.

Wrigleyville, the neighborhood surrounding Wrigley Field, is an excellent place to hang out, have a drink, and hop around a few of the local establishments. Each of them has a great atmosphere, delicious, food, and of course a wide array of beers on tap.

The Best Areas To Stay In Chicago

One of the great American cities, Chicago is known for jazz music, Prohibition-era gangsters, their signature deep-dish pizza, and pioneering architecture seriously, if you do nothing else here, take the Chicago River Architecture Cruise. The city is crammed with fabulous places to stay, from the most luxurious five-stars to hip hostels. Most options lie in the city center, but more choices are springing up in Chicagos dynamic outer neighborhoods.

Most of the Windy Citys biggest attractions are in or close to The Loop, the downtown area roughly bounded by the central loop of the L Train and the shore of Lake Michigan. Today, much of Downtowns commercial activity and some of the best restaurants and bars in the city have spread beyond the Loop to adjacent districts: South Loop, West Loop, and the famous shopping strip of Magnificent Mile, which separates the River North and Streeterville districts. This barely scratches the surface, however Chicago sprawls for well over 25 miles in all directions from here, a patchwork of neighborhoods and suburban communities dubbed Chicagoland. .

While its relatively easy to explore the city center on foot, Chicagos outer neighborhoods cover a vast area that is best approached by Chicago Transit Authoritys 24-hour L Train network, Metra trains, or taxis and Uber/Lyft. If driving yourself, be prepared for overnight parking rates of up to $50 at top hotels in the city center.

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Days In Chicago Day 1

Lets start Day 1 in Chicago by enjoying some of the best views Chicago has to offer.


For panoramic views of Chicago, head to 360 CHICAGO , a public observatory on the 94th Floor of 875 N Michigan that offers breathtaking 360 degrees views of the city skyline and Lake Michigan.

If you prefer to enjoy views over a meal or a drink, 875 North Michigan Avenue has a restaurant on its 95th floor named The Signature Room at the 95th and a bar on the 96th floor called The Signature Lounge at the 96th.

The 360 Chicago observation deck is also home of TILT Chicagos highest thrill ride an enclosed moving platform that literally tilts you out over Michigan Avenue from the 94th Floor.

Tip: 360 Chicago tends to be less busy and has shorter lines that the taller Willis Tower but it is still best to visit in the morning to avoid crowds.

Shop on the Magnificent Mile

After visiting 360 Chicago, walk south on Michigan Avenue and join the throngs of visitors and locals shopping on The Magnificent Mile. The Magnificent Mile , is an upscale section of Michigan Avenue, running from Oak Street to the Chicago River. Although some of the stores on Michigan Avenue are pricey, it is totally free to window shop. Landmarks on the Mag Mile include the historic Chicago Water Tower, the Tribune Tower and the Wrigley Building skyscraper.

Take an Architecture River Cruise

Go on a Gangsters Tour

Food or Drinks with a View

Apple River Canyon State Park Illinois: 146 Miles West Of Chicago

An Insider

Every day, hundreds of drivers speed past the turnoff on US-20 for Apple River Canyon State Park, bound for getaways in Galena. Those travelers admire the view from the car, not realizing that if they wanted a peek at one of the area’s few remaining secrets, they should turn north on Canyon Park Road west of Stockton and drive for just 7 miles. The 297-acre Apple River Canyon State Park offers quiet amid the woods along Apple River. Hike the bluffs. Look for fossils. Listen for wildlife. Fish the riverand let the others head to Galena.

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Chicago Girls Weekend Shopping: Where To Hit

The area on and around the Magnificent Mile has everything from designer stores such as Louis Vuitton and Chanel to budget friendly meccas such as H& M and Forever 21 and every type of shopping in between.My recommendation: TopShop and the American Girl Place

TopShop: This European institution only recently made its way to the U.S. and only has shops in the states in Chicago, NYC, and Las Vegas. Shop here for trendy outfits and staples with a twist your wardrobe will immediately have some Euro-flair.

American Girl Place: Even if you dont have daughters to shop for, an amble through this store will have those of you who had the dolls growing up reminiscing and those of you who are new to the American Girl doll obsession in awe. Row after row of dolls and accessories line the store. Head upstairs to see the doll beauty salon, doll hospital, and American Girl Cafe which has special seating at each table for the dolls. The store also may have you asking your friends: Do you think my husband will put me in the loony bin if I come home with an American Girl doll for myself?

Chicago Girls Weekend Shopping Tip: Decide before heading out to shop til you drop how long you all want to spend shopping and where you want to shop and then compromise. That way everyone goes where they want and you dont need to worry about one person of the group getting annoyed because youre all shopping so long.

Resorts Near Me: Farmers Guest House

Farmers Guest House is located in historic downtown Galena, giving guests easy access to nearby attractions. Each of the nine rooms and suites is tastefully decorated, providing an intimate setting perfect for couples. All rooms have flat-screen TVs with Blu-Ray/DVD players to watch movies from the inns collection and there is Wi-Fi throughout the property. Other room amenities include private baths, luxurious bath amenities, individual outlets, irons, hairdryers, and plenty of outlets.

The common areas include the Spa Studio, private gardens, and numerous patios. In the morning, guests enjoy a full breakfast with a signature entrée, homemade pastries or bread, fruit, juice, and homemade granola. There is also Wine time every evening with cheese and wine, as well as fresh cookies at night. Guests have access to soda, tea, coffee, and bottled water. Rooms start at $179 per night.

344 Spring St., Galena IL, 815-777-3456

You are reading “25 Best Weekend Getaways from Chicago, Illinois” Back to Top or More romantic weekend getaways, more places of interest in, wedding venues near me, time zone, what to do

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Day 1 In Chicago Itinerary: The Bean Skydeck & Great Chicago Food

Chicago is an enormous place. The city covers miles in each direction, with awesome things to do located all over the map. Therefore, this Chicago itinerary is going to thoughtfully take you from place to place, minimizing travel time and maximizing adventure.

Your first day in any new city should no doubt include some of the most signature sightseeing highlights thereand this Chicago itinerary is no exception, starting with a popular activity that is relatively new in Chicago: the Riverwalk. The current version of the Riverwalk was completed in 2017 and is an excellent place to start your Chicago weekend getaway.

Why You Should Choose Chicago Marathon As Your Next Destination Race Plus How To Plan Your Weekend In The Windy City

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Last year, I ran my first marathon, the Bank of America Chicago Marathon. It was an incredible experience that I highly recommend for fellow runners. Here Im sharing why its the perfect destination race for Canadian runners. Plus, how to plan your weekend for race day success and optimal recovery.

Why Chicago Marathon?

Well for starters, its one of the most renowned marathons in the world. Chicago is one of six marathons that make up the Abbott World Marathon Majors series. That means elite athletes are competing in this marathon for points based on finishing place, and are hoping to secure their spot as the worlds best. Last year at the 2018 Chicago Marathon, British runner Mo Farah won the mens race with a time of 2:05:11 Kenyas Brigid Kosgei won the womens race in 2:18:35.

But its not only elites that run Chicago Marathon, or any marathon for that matter. Among the 2018 runners were comedian Kevin Hart and Chicago Fire actress Miranda Rae Mayo. As well, the number of female runners at the Chicago Marathon has been rising steadily with women accounting for 47 percent of 2018 participants. In total, 44, 571 runners finished the 2018 Chicago Marathon, an increase in the number of 2017 finishers.

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Where to Stay

What to See

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Where to Eat

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Where to Relax

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Where to Wander

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Insider Tips For An Amazing Weekend In Chicago

A weekend trip to Chicago is a great amount of time to explore the city, and you can easily get to see a lot. Check out our top tips to get the most out of your stay in the Windy City!

Travelling to Chicago? Then plan yo trip the smart way!

With a Chicago Explorer Multi-Attraction 30-Day Discount Pass 2021, you can experience the best of Chicago at the CHEAPEST prices. Discounts, attractions, tickets, and even public transport are all standards in any good city pass be sure invest now and save them $$$ when you arrive!

Best Apartments In Chicago

If youre the type of traveler that prefers some comfort during their travels, I know how you feel, as Im exactly the same! This is why, at times, booking an apartment instead of a hotel might be one of the best choices that you can make!

Luckily for you, there are plenty of Airbnb options in Chicago for all tastes and budgets! Below you can find my selection with some of the best apartments I could find, all of them in the city center:

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Day : Explore And Eat You Way Around During Your 3

  • Check out the delectable eats and tasty drinks at the Chicago French Market
  • Relax or take a walk along the beach at North Avenue Beach
  • Explore and eat/drink your way around some of Chicagos best neighborhoods
  • If youve got the time and its summer, definitely head to a baseball game at Wrigley Field

Chicago certainly has its charms that no other city in the world has. It has a unique food scene, friendly people, and great neighborhoods that have us returning year after year to uncover more amazing things to do in this always-exciting town. From discovering new breweries to enjoying a day shopping, Chicago is certainly a fantastic destination!

Have you been to Chicago? What are your favorite things to do? Would you visit Chicago in 3 days? Let us know in the comments!

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Enjoy The Chicago Riverwalk And Cruise

12 essential activities for a weekend in Chicago

If youre looking for breathtaking views of some of Chicagos most gorgeous architecture, you have to take a stroll along the Riverwalk. A series of public walkways offer access to boats and water taxis as well as waterfront cafes and restaurants. Chicago has some of the best Architecture and you have to go on a walking tour or boat tour to appreciate it better.

River CruiseDid you know Chicago is the birthplace of the skyscraper! Partly destroyed by the Great Fire in 1871, the city of Chicago was inspired to entrust the reconstruction of its center to its Institute for Architecture and Urbanism. By equipping the new buildings with steel frames and glass façades.

One of the best ways to learn more about the citys architecture is to join a Chicago Architecture Foundation River Cruise. You can admire the city skyline while slowly cruising along the river as the expert guides interpret over 50 buildings nestled along the Chicago River.

Known as the L The Chicago MetroTrains are a great way to get around the city, they serve over 140 stations located throughout the city and nearby suburbs. They run on elevated railways, in subways, or on the ground. There are places in the downtown area where you can see the metro train tilt as it turns on the elevated tracks.

Other family friendly things to do in Chicago that we didnt have time for

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Starved Rock State Park Illinois: 100 Miles Southwest Of Chicago

Starved Rock State Park is a remarkable pocket of land along the Illinois River that includes 18 sandstone canyons, 14 waterfalls abundant wildlife and birds Belle of the Rock paddleboat excursions and guided hikes, special events and interpretive programs. Spend the night in rooms or cabins at Starved Rock Lodge, built in the 1930s by the Civilian Conservation Corps. If you’re up for more exploration, also visit neighboring Matthiessen State Park, where 5 miles of trails carve into the mile-long canyon, passing rocks, waterfalls and beautiful, sometimes dizzying, vantage points.

Close Out Your First Night In Chicago At An Irish Pub

Chicago has a huge Irish population, and therefore quite a few Irish pubs located around the city. Our best recommendation is to find one close to your hotel and pop in for a Guinness as a night-cap. Enjoy the Chicago atmosphere, and then head to your hotel to get some sleep before heading off on your second days worth of fun things to do in Chicago!

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Laugh Together At Some Improv Comedy

Another of my absolute must-dos in Chicago is to see some improvised comedy. Chicago is home to Second City, an improv school and performance center that boasts alumni like Bill Murray, Steve Carell, and Tina Fey. But Second City isn’t the only place to catch live improv in Chicago there are tons of shows and venues to choose from!

I decided to take Elliot to see my very favorite show in Chicago: the Improvised Shakespeare Company. During each show, the cast totally improvises a complete play in the style of Shakespeare, based on title suggestions from the audience.

Elliot was a bit skeptical, but afterwards even he agreed that this group is phenomenally talented .

River North Best Place To Stay In Chicago For Nightlife

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To the west of Streeterville and the Magnificent Mile is River North. Well known for its art galleries, museums and boutique shopping, River North is also the epicentre for nightlife making it one of the best areas to stay in Chicago for those who want to party.

Sprinkled throughout this lively neighbourhood are a great selection of bars, clubs, and pubs. Its where you can dance the night away under the stars, listen to great live music below the streets or rub elbows with Chicagos elite.

But thats not all, River North is also home to an amazing array of restaurants. Offering up everything from traditional American fare to fashionable fusions, your taste buds will be amazed by all the culinary adventures available in River North.

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