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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...
Top soccer events in Chicago this summer
When it comes to enjoying the beautiful game, Chicago is in a league of its own. And there’s never been a better time to experience the excitement of soccer in Chicago. Experience the summer of soccer in ChicagoLive soccer eventsWatch parties and eventsChicago soccer barsThis summer, fans can take advantage of a packed schedule of exhilarating live matches, high-energy watch...
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Travel Story
Foto Friday: Which Upcoming Oyster Destination Is This?
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Escape To The Islands With Andrew Zimmern
Andrew Zimmern Andrew Zimmern is a chef, food writer, the host and producer of Travel Channel’s hit series, Bizarre Foods. Andrew, a recipient of the prestigious James Beard Award, has traveled the world, and understands the importance of a hotel and its amenities. Check out Andrew’s favorite hotel picks on...
11 Things We Hate About Hotels
As the Hotel-Tell All, Oyster is very well-traveled when it comes to hotels. We've seen it all -- whether good or bad. Let it be known: after visiting thousands of hotels, the tiny fees, poor service, and mediocre food starts to get irritating. No parking? Don’t charge through the roof...
8 Rugged Mancations For The Urban Gentleman
If you're citified but like to hike, a foodie but ride your bike more than your car, or use your Patagonia Solar Wind Jacket for a city blizzard, you can consider yourself Urban Rugged by Oyster's standards. These destinations and hotels are rustic-chic with lots to do, whether it's hiking,...
Foto Friday: Name This Coastline
Can you guess where this beautiful beach is located? A gift from Oyster to you for a Friday full of daydreaming. ...
Best Fall Dishes at Mercat a la Planxa at The Blackstone, a Renaissance Hotel
The Blackstone Hotel's Mercat a la Planxa is frequented by hotel guests and locals alike. With a superb location on the Lake, the tapas-style restaurant features delectable Spanish fare and an innovative cocktail menu. The beautiful restaurant in The Blackstone, a Renaissance Hotel, is a true gem in the Windy...
Foto Friday: Halloween Parties
How will you be celebrating Halloween, and more importantly, what are you dressing up as? Hotels in this story Price Dates Wynn Las Vegas Tryst at the Wynn Las Vegas ...
A Sneak Peek of Hotel Jerome in Aspen, Colorado
We're just as excited about the approaching ski season as you are, which is why we have tons of new destinations where you can find out where to sleep at the slopes. Below, you'll find Hotel Jerome in Aspen, the conveniently located property with a stunning, grand lobby, and lovely...
Hit the Slopes In Oyster’s Newest Destinations
Oyster’s got its ski suit and earmuffs on — we’re ready for ski season. We have been working tirelessly scoping out all the best ski destinations for you to hit the slopes in style. These hotels are the best of the best, whether it’s value, luxury, kid-friendly, or location, you...
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