Best Staycation Spots In Chicago: Where To Eat, Relax And Explore

CHICAGO — Planning a vacation can be stressful, especially when it includes choosing the right destination, booking flights and researching activities to fill that treasured time off. However, there is a simpler option with just as much charm: a staycation!

Why plan a holiday in the place you call home? Well, it's not everyday that you get to show your city some love by exploring the spots you typically don't get the chance to appreciate. And Chicago is brimming with luxurious hotels, mouthwatering dining destinations and wondrous attractions that are sure to impress, even if you've lived here all your life.

When was the last time you stopped to smell the flowers at Garfield Park Conservatory? And how often do you treat yourself to a 5-star stay and a spa day at The Langham? We're guessing the answer is not often enough.

That's why we've rounded up some essential destinations around the city to ensure a successful staycation. From exquisite cuisine to lavish spas, here are all the spots that deserve a spot on your staycation checklist in Chicago.

Enjoy Some Delectable Dining

If you're a true Chicagoan, you're no stranger to the city's abundance in delectable dining options. Luckily, your staycation is the perfect excuse to dine at an upscale establishment like the trendy steakhouse Swift and Sons, or treat yourself to some irresistible sweets from Bang Bang Pie & Biscuits. Here are some other must-visit restaurants around the city:

Swift and Sons — a swanky American steakhouse with a modern twist, located in Fulton Market District.

Momotaro — a fine Japanese dining venue serving sushi and more, with a lower-level izakaya bar, located in Fulton Market District.

Bang Bang Pie & Biscuits — a cafe offering Mid-Western style cooking in the form of sweet and savory pies, biscuits and more, located in both Logan Square and Ravenswood.

Monteverde — a contemporary Italian restaurant in Chicago's West Loop, serving homemade pasta and global wines.

Lula Cafe — a casual, funky Logan Square space serving market-driven food and offering a popular brunch menu.

The Publican — a hip restaurant with long communal tables, featuring a pork, beer and seafood-centric menu, located in Fulton Market District.

Indulge In Crafty Cocktails

When it comes to nightlife in Chicago, there's an endless array of watering holes, music venues and elegant establishments lining the streets. Whether you're in the mood to enjoy a tiki-inspired beverage like the Swizzle #27 at Scofflaw's or hit the town for some stunning cocktails and dancing at Best Intentions, you're in store for a night to remember.

The Whistler — a trendy music venue serving "cult-inducing" dishes and craft cocktails in Logan Square.

Good Measure — a retro neighborhood dive bar situated in Chicago's River North, offering food, drinks and music.

Best Intentions — a refined Logan Square haunt serving simplistic-yet-memorable libations in a fun, enticing atmosphere.

Scofflaw Chicago — a sophisticated, gin-centric Logan Square bar serving craft beers and pub grub in a Victorian-style setting.

RM Champagne Salon — a West Loop Champagne bar serving American small plates in a chic ambiance.

The Violet Hour — an elegant space located in the heart of Wicker Park serving pre-prohibition style libations.

Shop 'Til You Drop

What's a staycation without a little retail therapy? From boutiques to shopping districts, Chicago is home to the ideal spot for just about everyone. If you're interested in checking out a luxury shopping district, Oak Street is the perfect place for snagging designer finds. Or, if you were hoping for something a little more off-the-beaten-path, Damen Avenue has a quirky set of shops just for you.

The Magnificent Mile — a 13-block stretch of North Michigan Avenue showcasing fun and stylish shopping, dining, restaurants, hotels and attractions.

Foursided — premiere boutiques for unique custom framing, antique and vintage finds, cards, gifts, books and more in three Chicago locations.

Maxwell Street Market — an international outdoor market with an eclectic mix of merchandise from produce and food to clothing and furniture, taking place on Sundays.

Damen Avenue — located in Bucktown, a trendy shopping district with indie and boutique shops, thrift stores, dive bars and more.

Oak Street — a luxury shopping district in the heart of downtown Chicago with historical buildings housing brand names and designers with posh storefronts.

Explore The Wonders Of Chicago

Consider your staycation a chance to get out and appreciate all the wonders that Chicago has to offer. Because how often do you get to marvel at the masterpieces adorning the walls in the Art Institute of Chicago, or spend a day outdoors at the Garfield Park Conservatory admiring the botanical gardens?

Museum of Science & Industry — one of the largest science museums in the world, home to exhibits designed to spark scientific inquiry and creativity, located in Jackson Park.

Art Institute of Chicago — one of the world’s great art museums, housing a collection that spans centuries and the globe in Downtown Chicago.

Garfield Park Conservatory — a stunning botanical conservatory, with a park that offers a swimming pool, fishing lagoon, athletic fields, tennis courts and more.

Tiffany Dome — a massive stained-glass Chicago landmark and masterpiece, located in the Chicago Cultural Center.

Adler Planetarium — a public museum dedicated to the study of astronomy and astrophysics.

Chicago Architecture Foundation River Cruise — a 90-minute guided boat tour along the Chicago River, telling the story of Chicago's rich culture, architecture and history.

Navy Pier — a treasured lakefront landmark with restaurants, rides, exhibitions, shopping and more.

Indulge and Relax

It's no secret that staycations and relaxation go hand-in-hand, which is why booking your well-deserved spa day is a must. Unwind with a tranquil trip to the Chuan Spa at The Langham, or spend a fun-filled and relaxing day with the family at King Spa & Sauna.

King Spa & Sauna — a unique, family-friendly, Korean-inspired spa, sauna and pools located in Niles.

Chuan Spa at The Langham — an award-winning luxury spa located in The Langham, offering signature holistic treatments.

Cowshed Spa — a rustic, chic spa located in the Soho House Chicago with a sociable vibe, offering a full range of treatments like manicures, pedicures, facials, body massages and more.

Waldorf Astoria Spa & Health Club — an award-winning sanctuary located in the heart of downtown Chicago offering indulgent treatments, an indoor lap pool and holistic exercise facilities.

Aire Ancient Baths— temples dedicated to the relaxation of body and mind, complemented by massages and exclusive rituals, located in the River West.

Treat Yourself To A 5-Star Stay

Sure, you can save some money and stay at home if you're a local, but if you're looking to get the full staycation experience, booking a stay at a luxurious Chicago hotel will certainly be worth your while. Get a stylish boutique experience at The Guesthouse Hotel, or take in the stunning city views from a modern room at The Ace Hotel. Regardless, you'll get the R&R you deserve.

The Langham — a convenient, stylish and luxurious skyscraper hotel located in downtown Chicago.

Ace Hotel — an industrial-yet-modern West Loop hotel with stunning city views.

Waldorf-Astoria Chicago — a luxury hotel boasting beautiful interiors, expansive rooms and suites and exclusive amenities, located in Chicago's Gold Coast.

InterContinental Chicago Magnificent Mile —a landmark hotel situated right on the Chicago Magnificent Mile, offering sophisticated accommodations, a central location and exceptional services.

The Guesthouse Hotel — a boutique hotel located in Chicago's Andersonville neighborhood, offering great style, comfort and value.