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Unique shopping experiences in Chicago
The city of Chicago is known for a variety of things — culinary expertise, immense architecture, and world-class theatre. Chicago, in addition, should not be forgotten as a city with amazing shopping. The Magnificent Mile and State Street are bustling downtown areas that undoubtedly have something for everyone. For those looking for luxury and upscale options, we’ve got that too....
Shop local brands and designers at these Chicago boutiques
Chicago has long been known for its world-class shopping. While The Magnificent Mile usually gets much of the (well-deserved!) glory, the city’s fashion destinations extend far beyond Michigan Avenue, especially when it comes to independent designers. Home to multiple top-tier fashion schools and a thriving creative community, Chicago’s fashion scene has been steadily growing, cultivating a unique mix of talented...
Chicago road trip ideas: 5 adventures worth the drive
Every great road trip begins with a spark, and in the Midwest, that spark is Chicago. Spend time immersed in the city’s museums, lakefront, and neighborhoods, then set out to see what lies beyond.  These five inspired routes all start with Chicago’s energy and unfold into memorable long‑weekend escapes. And each destination sits within an easy half‑day drive, offering history,...
Introducing the Windy City Boat & Yacht Show, a new in
This summer marks the inaugural Windy City Boat Yacht Show, a brand new in-water boat show taking place at Burnham Harbor. Windy City Boat Yacht Show highlightsDates: Friday, June 12 — Sunday, June 14, 2026Location: Burnham Harbor, 1559 S. Lake Shore DrivePrice: $20 for a 1-day ticket, $35 for a 2-day ticketGet your tickets today for the inaugural Windy City Boat...
A guide to the best shopping streets in Chicago
Chicago’s local shopping streets tell the story of the city itself — creative, unique, and rooted in community. Across the city, these vibrant retail corridors offer a more personal way to shop while supporting the small businesses that help define each neighborhood. Here are some top places to shop local in Chicago, one street at a time, with great food and...
Introducing the Windy City Boat & Yacht Show, a new in
This summer marks the inaugural Windy City Boat Yacht Show, a brand new in-water boat show taking place at Burnham Harbor. This exciting event will take over the Chicago lakefront this summer from Friday, June 12 to Sunday, June 14. The public is welcome to hop aboard and explore everything from sleek speedboats to luxurious yachts. Windy City Boat Yacht ShowWhat...
Top airport shops for Chicago souvenirs
Before leaving Chicago, make O’Hare (ORD) or Midway (MDW) International Airports your last shopping stop. Both airports showcase local foods, favorite brands, and uniquely Chicago gifts that let travelers take home a piece of the city. From gourmet treats and sports gear to locally inspired apparel and museum-quality keepsakes, these shops make it easy to find meaningful souvenirs after your sightseeing...
Top things to do at Chicago’s Midway Airport
Chicago Midway International Airport is much more than a place to catch a flight. From local dining favorites and immersive art to family-friendly spaces and relaxing lounges, Midway delivers an only-in-Chicago experience. Whether you have a short layover or extra time before boarding, the airport’s growing lineup of amenities, entertainment, and attractions makes it easy to turn travel time into...
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Travel Story
11 Things You Don’t Know About Vienna
Kosala Bandara via Flickr Our team of travel experts are, well, experts after all -- so we know the importance of researching a destination before arrival (even if this means some frantic pocket guide perusals on the flight over). But some things you just can't really learn or fully understand...
You’d Be Surprised How Many People Don’t Know These 5 Obvious Travel Tips
As a team of hotel and travel experts, Oyster.com has some great insider tips and tricks for traveling. And so do the staffers over at SmarterTravel, one of Oyster's sister companies that's dedicated to travel deals, ideas, and guides. But both teams find we spend just as much of our...
7 Unknown Travel Instagram Accounts You Should Be Following
@oysterhotels photo from the Seychelles Instagram is an amazing platform for travelers; not only can you share your own beautiful photos from around the world, but even when you're not on the road, you can draw plenty of inspiration from travel-focused accounts -- that will make you want to hit...
10 Travel Tips Every Parent Should Know (Trust Us)
As much as we love to travel (which is a whole heck of a lot), we have to admit that sometimes it can also be incredible stressful -- especially with the little ones in tow. We recently shared a few of our favorite travel tips to help everyone have...
The 10 Best Airlines for Those of Us Flying Coach
Thinkstock/Digital Vision via SmarterTravel This story by Ed Perkins originally appeared on SmarterTravel under the title The 10 Best Coach-Class Airlines in the World. You see a lot of best airline stories, but many look suspiciously like they were based on business -- and first class. For most travelers, however,...
Hang Ten, Brah: The 5 Best Places to Surf this Summer
It happens to us every morning — as we're commuting to work, we doze off and imagine we're part of the strings of tanned, lean bodies flocking to the beach, surfboard in hand -- instead of on the subway. Well, it’s time to stop daydreaming, get your boss to approve...
4 Things You Should Look for When Booking an International Hotel
Traveling abroad is an excellent time to get to know other cultures and customs, and ultimately, yourself. But international travel does come with its own set of challenges, like navigating a language barrier, changing your currency, orienting yourself to new neighborhoods, etc. Many of these hindrances, however, can be minimized...
6 Hotel Chains Giving Away Awesome Freebies
This story by Christine Sarkis originally appeared on SmarterTravel under the title Free Things You Can Get Just By Asking. Add this to your list of Golden Rules of travel: You don't get what you don't ask for. Hotels don't necessarily offer all they have to give, so it's...
8 Ways to Avoid Looking Like a Total Tourist in NYC
Contrary to popular belief, New Yorkers don't hate all tourists -- at least not as much as they hate some of things that tourists do... (We can be nice at times, we promise!) After all, we love showing off our city and when people appreciate the city, and we...
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