Find a cheaper way to wander? We'll match it and refund the difference.
Wherever you wander, cancel or rebook most flights within 24 hours without fees.
Need help on your journey? Use our 24/7 social media support @TravelocityHelp.
This 1927 landmark Chicago hotel is a half block from Michigan Avenue/Magnificent Mile shopping, two blocks from Oak Street shopping and Water Tower Place. Lake Michigan is three blocks away.
Built in 1927, this Chicago hotel is one block from Michigan Avenue shopping and Rush Street restaurants and nightlife; Lake Michigan is within five blocks.
Located 5 miles south of downtown Chicago, this hotel is also just south of McCormick Place and overlooks Lake Michigan.
Situated near the airport, this hotel is 0.4 mi (0.7 km) from Northwestern University and within 6 mi (10 km) of Loyola University Chicago and Skokie Theatre. Wrigley Field and Lincoln Park are also within 9 mi (15 km). Davis Metro Station is 8 minutes by foot and Dempster Station is 10 minutes.
Overlooking Lake Michigan, this opulent 1920s landmark Chicago hotel is set on the Magnificent Mile, with the shops of Water Tower Place a block away; Oak Street Beach is across the street.
Located in Lincoln Park, this boutique hotel is within a 10-minute walk of Park West, Second City, and Chicago History Museum. Lincoln Park Zoo and North Avenue Beach are also within 15 minutes. Sedgwick Station is 12 minutes by foot and Clark-Division Station is 17 minutes.
Ambassador Chicago's Gold Coast location is within a short walk or cab ride to the finest shopping and dining as well as the majority of downtown Chicago businesses, while being nestled in a quiet and exclusive residential neighborhood.
Located in Near North Side, this hotel is within a 10-minute walk of Oak Street and Newberry Library. International Museum of Surgical Science and Water Tower Place are also within 15 minutes. Clark-Division Station is only a 3-minute walk and Chicago Station (Red Line) is 13 minutes.
Located in the heart of McHenry, this hotel is within 6 mi (10 km) of McCullom Lake, McHenry Shores Beach Park, and McHenry City Hall. Volo Auto Museum and Wilmot Mountain are also within 12 mi (20 km).
If you close your eyes, you can hear the crowds cheering at Wrigley Field from here. Yes, you long for a trip to the land of pan pizza and the Magnificent Mile, a city so sparkly they had to put a giant metallic bean in the middle where all the shimmer can bounce off the side and play in the sky. And while you’re no stranger to the epicurean adventures to be had in The Windy City, you also love to visit the city in the summer and soak up the sun. Between the Chicago River and Lake Michigan, you won’t be left wanting for places to gaze at the water or even get in and play for a while. Book Chicago hotels on the beach with Travelocity, and you’ll wake up to a serene view. Yes, that’s some wise wandering.
There are no fewer than two dozen beaches in Chicago, a fact that may surprise the island-hoppers in your social circle. Among the best are Oak Street Beach and the 31st Street Beach. Oak Street Beach is near Michigan Avenue and all of its appeal, while the 31st Street Beach offers up a spectacular skyline view along with a picnic area and fishing dock. Stay at one of our top Chicago beach hotels, and you can walk to the sand with morning coffee in hand.
What are the best restaurants in Chicago with a view of the water?
After you sink your teeth into a divinely gooey slice of deep-dish pizza, there is yet more food to be discovered in Chicago. While pizza and hot dogs tend to make the headlines when it comes to Chi-Town food, St. Louis-style ribs, Korean chicken wings, and chocolate-covered churros are also must-try dishes in this diverse city. While you’re at it, slurp up some noodles and top it all off with a bowl of gelato.
You want to do some retail therapy and be surrounded by homespun charm, but you’re not ready to give up the dream of finding some sand in your jeans for months to come. Head to Chi-Town, where the best of metropolitan and beachy meet. When you book Chicago beachfront hotels, like the Chicago Lake Shore Hotel or Thompson Chicago, your vacation is off on the right sandal-clad foot already.