Luxéry Stay "Game of Thrones" Downtown/McCormick/WinTrust AreaN°001
Chicago, USA
GymAir conditioning
From $265 per night
A lakefront skyline built for culture, dining and big-city ease
Chicago rises along the shore of Lake Michigan, a city of landmark architecture, world-class museums and a dining scene to rival any in America. Renting a luxury residence here gives families and groups the space a hotel cannot: full kitchens, private terraces and a concierge to line up tables, tickets and transfers.
- An architecture river cruise through the birthplace of the skyscraper
- Millennium Park, Cloud Gate and the encyclopaedic Art Institute of Chicago
- Eighteen miles of Lakefront Trail linking beaches, harbours and parks
- Blues, jazz and stadium sport, from intimate clubs to Wrigley Field
- Spacious residences with skyline views, private terraces and concierge support
Known forLandmark architecture, Millennium Park and the Art Institute, Lake Michigan beaches, blues and jazz, deep-dish pizza and fine dining
Best time to visitMay to October for lakefront weather and festivals; December for holiday lights and markets
Nearest airportO'Hare International (ORD); Midway (MDW) closer to the South Side
Ideal forFamilies, groups of friends and culture-focused city breaks
Luxéry Stay "Chicago" Downtown/McCormick/Wintrust AreaN°002
Chicago, USA
GymAir conditioning
From $230 per night
3homes available
1–1bedrooms
up to 4guests
Events not to miss in Chicago
- June
Chicago Blues Festival
The world's largest free blues festival fills Millennium Park with three days of performances honouring the city's status as the home of electric blues. Book early, as the surrounding weekends are among the year's busiest.
- July
Taste of Chicago
The city's signature food festival brings restaurants and food trucks from every neighbourhood together in Grant Park, with free concerts alongside. A relaxed way to sample Chicago's kitchens in a single afternoon.
- Early August
Lollapalooza
One of the world's major music festivals takes over Grant Park for four days, with headline acts across rock, pop and hip-hop against the skyline. The city hums all week, so plan accommodation well ahead.
- August
Chicago Air and Water Show
A free two-day spectacle over North Avenue Beach featuring military and civilian display teams. Lakefront residences and boat charters offer superb private vantage points.
- Late November to December
Christkindlmarket
Daley Plaza hosts a German-style Christmas market of timber stalls, mulled wine and handmade ornaments, a Chicago tradition since 1996. Pair it with the holiday lights of the Magnificent Mile.
Chicago through the seasons
- Spring (March – May)
Museums, blossom and baseball's return
The city thaws with blossom in Lincoln Park, opening day at Wrigley Field and quieter galleries at the Art Institute. Crisp, clear days suit architecture walks before summer crowds arrive.
- Summer (June – August)
Beaches, rooftops and festival season
Lake Michigan beaches, rooftop dining and back-to-back festivals from blues to Lollapalooza make this Chicago's headline season. Boat charters and lakefront cycling are at their best.
- Autumn (September – November)
Golden parks and marathon weeks
Comfortable temperatures, autumn colour along the lakefront and the Chicago Marathon in October. An ideal season for dining tours and museum days without the summer bustle.
- Winter (December – February)
Holiday lights and indoor grandeur
The Christkindlmarket, Magnificent Mile lights and ice skating in Millennium Park bring sparkle to the cold months, with world-class museums, theatre and dining to retreat to.
The Area and Where to Stay
Chicago unfolds in distinct neighbourhoods along the lake. The Gold Coast and Streeterville put you beside the Magnificent Mile's shopping and the Oak Street Beach lakefront, while River North concentrates galleries, nightlife and many of the city's best restaurants. Lincoln Park pairs leafy streets with a free zoo and conservatory, and the West Loop, once the meatpacking district, is now the centre of the dining scene around Fulton Market. Families often prefer the quieter blocks of Lakeview near Wrigley Field or the brownstone streets of Lincoln Park. Our residences favour these central, walkable districts: penthouse apartments and townhomes with skyline views, generous living space and a concierge who arranges everything from restaurant reservations to private boat charters out on the lake.
Things to Do
Start on the water: the architecture cruise along the Chicago River is the definitive introduction to the city that invented the skyscraper. In Millennium Park, Cloud Gate and the Pritzker Pavilion anchor a lakefront cultural campus that includes the Art Institute of Chicago, one of the world's great museums. Ride to the observation decks of Willis Tower or 875 North Michigan for hundred-mile views, then come down to earth in the blues and jazz clubs that made the city's musical name. Sports run deep here, from Cubs games at century-old Wrigley Field to Bulls and Bears seasons. Cycle the eighteen-mile Lakefront Trail, take the children to Navy Pier and the Shedd Aquarium, and let the concierge handle tickets and tables.
Food and Local Flavour
Chicago eats seriously. The city stacks Michelin-starred tasting menus alongside the classics it invented: deep-dish pizza, the Chicago-style hot dog and the Italian beef sandwich. The West Loop's Restaurant Row is the modern heart of the scene, with chef-driven kitchens spilling along Randolph Street, while River North and the Gold Coast keep the white-tablecloth steakhouses that defined an earlier era. Neighbourhood dining is a pleasure in its own right, from Pilsen's Mexican kitchens to Chinatown and the Polish and Italian traditions woven through the city. Order in a private chef for a night at your residence, or have the concierge secure the reservations that book out weeks ahead.
When to Visit
Summer is Chicago at full volume: beaches busy, rooftop terraces open and a festival calendar that runs from the Blues Festival in June through Lollapalooza in August. May, June and September offer the same lakefront pleasures with softer crowds and comfortable temperatures. Autumn brings crisp, clear weeks ideal for architecture walks and gallery days, and the marathon in October. Winter is genuinely cold, but the city answers with holiday lights along the Magnificent Mile, the Christkindlmarket and blockbuster museum shows, all best enjoyed from a warm residence with the concierge managing the logistics. For most villa travellers, late spring to early autumn is the sweet spot.
Getting There
O'Hare International (ORD) is one of the world's best-connected airports, with nonstop flights from across North America, Europe, Asia and the Middle East; the drive into the central neighbourhoods takes thirty to forty-five minutes outside peak traffic. Midway (MDW) is a convenient alternative for domestic routes and sits closer to the South Side. Amtrak trains arrive at Union Station in the Loop for those combining cities. Once in town, Chicago is unusually walkable for an American city, with the L train, taxis and rideshares filling the gaps; your concierge can arrange private airport transfers and a car and driver for day trips.