Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Great weekend hotel deals in Chicago, IL
Showing deals for:Sep 12 - Sep 14
Image gallery for The Neighborhood Hotel-Little Italy
The Loop electrifies with skyscraper energy and cultural powerhouses that'll make your neck hurt from looking up. Snap selfies with "The Bean" in Millennium Park or lose track of time at the Art Institute's world-class art collection. The Chicago Symphony Orchestra delivers spine-tingling performances while the rumbling "L" trains create the neighborhood's signature urban soundtrack.
Getting around couldn't be easier with multiple train and metro stations connecting you to everywhere worth going. Dining options range from quick lunch spots to upscale steakhouses catering to the business crowd. Hotels tend toward the luxurious side, perfect for travelers who appreciate downtown convenience with a side of architectural wow-factor.
River North buzzes with Chicago's most vibrant nightlife and foodie scene. Art lovers can explore America's largest gallery concentration outside Manhattan, with everything from contemporary pieces to photography exhibits. The Chicago River offers scenic strolls while Merchandise Mart and swanky shops keep retail therapy within reach. You won't lack things to do in this playground for grown-ups.
Upscale hotels and boutique properties dominate the accommodation scene, many with rooftop bars and river views. Getting around is a breeze with three metro stations (Merchandise Mart, Chicago, and Grand) connecting you to the whole city. The neighborhood's grid layout makes walking a pleasure despite the bustling crowds.
Magnificent Mile dazzles with its canyon of glitzy skyscrapers and luxury flagship stores that make window shopping an Olympic sport. The historic Water Tower stands proudly among modern retail palaces, while Chicago's stunning riverfront beckons just steps away. From rooftop cocktail lounges to celebrity chef restaurants, this stretch delivers big-city energy with a side of architectural wonder.
Getting around couldn't be easier with frequent buses, nearby train stations, and super-walkable wide sidewalks. High-end hotels dominate the accommodation scene, putting you right in the heart of Chicago's shopping paradise. Expect a polished, international atmosphere where tourists and business travelers mingle amid the retail magic.
West Loop has transformed from an industrial zone into Chicago's culinary playground. Former warehouses now house art galleries and design studios, while "Restaurant Row" sizzles with celebrity chef hotspots and craft breweries. Visitors can explore converted lofts, browse boutique shops, or relax in Mary Bartelme Park between food adventures.
Getting around is a breeze with three transit stations including Racine and Clinton on the Green Line. Most attractions sit within easy walking distance along wide sidewalks and bike lanes. Accommodation options feature industrial-chic hotels with exposed brick and modern amenities, perfectly matching the neighborhood's creative energy.
Lincoln Park is where Chicago shows off its outdoorsy side with a splash of sophistication. The 1,200-acre park offers everything from a free zoo with 1,000 animals to serene lily pools and a tropical plant conservatory. Locals and visitors alike hit the lakefront trails for morning jogs or grab a volleyball game at North Avenue Beach. Tree-lined streets with gorgeous brownstones give you that authentic Chicago neighborhood feel.
Restaurants range from upscale bistros to trendy gastropubs, with most spots requiring dinner reservations. Getting around couldn't be easier with three metro stations and plenty of bus routes crisscrossing the area. Shop the boutiques along Armitage Avenue or catch live performances at nearby theaters for the full Lincoln Park experience.
Why not catch an event at Wrigley Field, a major stadium in Lakeview. Let yourself be amazed at the art galleries in the area— your cultural tour starts here. If you think Wrigley Field is cool, you also might like United Center and Wrigley View Rooftop, both located nearby.
If you want to give your credit card some exercise, head out to Michigan Avenue, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here? It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Splash some more cash at Chicago Place Mall, Water Tower Place, and 900 North Michigan Shops.
If you want to give your credit card some exercise, head out to Navy Pier, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?
During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the fascinating museums and notable monuments in this vibrant area.
After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.
Gaze up at towering skyscrapers while cruising the Chicago River on an architecture tour. Snap a selfie at 'The Bean' before savoring deep-dish pizza and catching a Cubs game at Wrigley Field.
If you're looking for the flexibility to change your plans to Chicago, most hotels offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Chicago if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 408 vacation homes. In addition, there are 2458 apartments and 298 condos.
What will the weather in Chicago be like during my trip?
July and August are typically the warmest months in Chicago when the average temp is 70°F. January and February are the coldest months when the average temperature is 31°F. June and May are the months with the most rain.
Why should I book my Chicago hotel through Hotels.com?
There are lots of reasons to book your Chicago trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.
Find out more about Chicago
Find out more about Chicago
Chicago is a scenic place known for its skyscrapers, architecture, and riverfront. Nature lovers can explore top areas such as Millennium Park and Grant Park. Michigan Avenue and Navy Pier are other popular sights to see.
