Top 10 Things To Do, Activities and Attractions in Westchester

We've collected top 10 mentioned things to do in Westchester from other articles such as Your Chicago Guide, traveltriangle.com, chicagofoodplanet.com, including activities with kids, adult only attractions, cheap and free events

Top 10 Things To Do, Activities and Attractions in Westchester

Millennium Park
Millennium Park
4.8 (58155 ratings)4.5 (22489 ratings)
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
201 E Randolph St, Chicago, IL 60602, USA
ParkSights & LandmarksHistoric Walking AreasPoints of Interest & Landmarks
Navy Pier
Navy Pier
4.6 (50660 ratings)4 (13593 ratings)
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
600 E Grand Ave, Chicago, IL 60611, USA
Sights & LandmarksAmusement centerCultural centerEvent venuePiers & BoardwalksTheme Parks
Mentioned by UpgradedPoints.com
The 30 Best Things to Do in Boston [Free, Historical, Kid-Friendly Activities]
"Navy Pier is one of Chicago’s most popular attractions and is certainly not your average pier. Stretching over 3,000-feet into Lake Michigan, Navy Pier is packed full of entertainment, offering 50-acres of shops, restaurants, parks, and attractions. Enjoy a ride on the Centennial Wheel that stands prominently in the middle of Pier Park, and there’s often live music, art exhibitions, and firework displays throughout the summer."
Mentioned by 10Best
The most popular things to see and do in Chicago
"The only Chicagoans you'll run into at Navy Pier are the employees but out-of-towners and suburbanites seem to love the downtown pier that extends into Lake Michigan. Once used by the military, it's now Chicago's largest tourist attraction. You can just walk up and down the pier, taking in skyline and lake views."
Mentioned by Choose Chicago
Best Places to Take A Selfie in Chicago
"You have two choices here: you can either take a selfie from afar, with Navy Pier and its massive Ferris wheel in the background, or you can buy a ticket and take the ride, snapping a selfie from 150 feet up in the air."
Garfield Park Conservatory
Garfield Park Conservatory
4.8 (6118 ratings)4.5 (719 ratings)
184-acre park with a swimming pool, fishing lagoon, athletic fields, tennis courts & more.
300 N Central Park Ave, Chicago, IL 60624, USA
ParkSights & LandmarksBotanical gardenHistoric SitesGardens
Grant Park
Grant Park
4.7 (16394 ratings)4.5 (854 ratings)
319-acre centerpiece of Downtown housing some of the city's busiest attractions.
337 E Randolph St, Chicago, IL 60601, USA
City parkNature & ParksPark
Skydeck Chicago
Skydeck Chicago
4.5 (18620 ratings)4.5 (15971 ratings)
103rd floor of the former Sears Tower with clear observation boxes & views extending to four states.
233 S Wacker Dr, Chicago, IL 60606, USA
Observation deckSights & LandmarksMuseumArchitectural BuildingsObservation Decks & TowersPoints of Interest & Landmarks
Soldier Field
Soldier Field
4.5 (7755 ratings)4 (846 ratings)
Lakeside home to the Chicago Bears, this 1924 open-air stadium received a modern upgrade in 2003.
1410 Museum Campus Dr, Chicago, IL 60605, USA
StadiumSights & LandmarksAthletic fieldFootball FieldArenas & Stadiums
Mentioned by Busy Tourist
51 Best & Fun Things To Do In Chicago (Illinois)
"There’s nothing like the pounding of 66,000 feet to make the earth move during a football game or rock ‘n’ roll concert. At Soldier Field, you can enjoy this energy to its fullest extent!. As Chicago’s biggest stadium, Soldier Field plays host to all of the city’s top events."
Mentioned by bwgrantparkhotel.com
Things to Do in Downtown Chicago - Best Western Grant Park Hotel
"See the NFL's Chicago Bears score a touchdown at this legendary stadium in downtown Chicago. Take a stadium tour to see the historic "doughboy" foot soldier statue and the Veteran's Memorial water wall. Category: Entertainment, Attractions"
Auditorium Theatre
Auditorium Theatre
4.6 (1388 ratings)4.5 (11 ratings)
A theater in the grand old style, this 1889 architectural gem stages dance, ballet & rock shows.
50 East Ida B. Wells Drive, Chicago, IL 60605, USA
Performing arts theaterSights & LandmarksAuditoriumConcert hallDance hallArchitectural BuildingsTheaters
Mentioned by Fodor's Choice
Sights in Chicago
"Hunkered down across from Grant Park, this 110,000-ton granite-and-limestone behemoth was an instant star when it debuted in 1899, and…"
Charnley-Persky House Museum
Charnley-Persky House Museum
4.6 (34 ratings)4.5 (19 ratings)
Important example of early modern architecture from 1892 by Louis Sullivan & Frank Lloyd Wright.
1365 N Astor St, Chicago, IL 60610, USA
MuseumSights & LandmarksHistorical landmarkArchitectural BuildingsHistory Museums
Mentioned by Museum Hack
Museums in Chicago: The Complete List (2020
"The Charnley-Persky House Museum is in Chicago's Gold Coast neighborhood. The location is famous for being one of the only surviving residential pieces designed by Louis Sullivan. Frank Lloyd Wright was also a contributor to the project; at the time of the house's construction, Wright worked for Sullivan."
Mentioned by ArchDaily
23 Buildings You Shouldn’t Miss in Chicago
"Description: Charnley-Persky House is one of the oldest houses of Chicago (with Glessner and Clarke Houses) and it is said to be the first modern house in Chicago. The red house next to it was built shortly before, and the differences are amazing. Tours are offered on Wednesday afternoons."
St. Mary of Perpetual Help Catholic Church
St. Mary of Perpetual Help Catholic Church
4.9 (78 ratings)5 (4 ratings)
1039 W 32nd St, Chicago, IL 60608, USA
Catholic churchSights & LandmarksChurches & Cathedrals
Lakefront Trail
Lakefront Trail
4.5 (2244 ratings)
18.5-mi. mixed-use trail along Lake Michigan, with multiple parks & city skyline views.
Illinois, USA
Nature & ParksBiking TrailsHiking Trails
Mentioned by Chicago 3 days itinerary
Chicago – The Perfect Itinerary for First-Timers
"Chicago’s Lakefront Trail I promised we’d do a lot of walking today, so next, head back towards Lake Michigan and enjoy the lakefront trail, a nearly 20-mile stretch of paved walkway that meanders down the city’s coastline. The views are spectacular and it’s a great way to see the city’s skyline from a distance. If you’d prefer to bike the trail (highly recommended!), check out the city’s bike-sharing system, Divvy, where you can grab a bike for a 24-hour rental period from one of the city’s many stations"

Best Breweries in Westchester

Motor Row Brewing
Motor Row Brewing
4.6 (143 ratings)4.5 (25 ratings)
Microbrewery for seasonal beers in a warehouselike space with a tasting room & upstairs taproom.
2337 S Michigan Ave, Chicago, IL 60616, USA
BreweryFood & DrinkBarEvent venue
Mentioned by Culture Trip
Sip Niche Beers at Chicago's Top 10 Craft Breweries
"Motor Row Brewery is located in Chicago’s historic Motor Row neighborhood|Courtesy of Motor Row Brewery. Frank Lassandrello, the head brewer of Motor Row, learned the tricks of his trade while at college in Vermont, creating home brews with his roommate. It wasn’t until 2007 that Lassandrello partnered with his son and purchased a space in Chicago’s historic Motor Row neighborhood to start his own legitimate brewery."
Mentioned by Kev's Best
5 Best Craft Breweries in Chicago 🥇
"Motor Row Brewing is a microbrewery with a tasting room and taproom. It produces and serves seasonal beers. As it is located in the neighborhood of automobile manufacturers and dealers, their name is conceived."
Mentioned by hoodline.com
The 4 best breweries in Chicago
"Michigan Ave. (between 24th and 23rd streets), the brewery is the highest-rated brewery in Chicago, boasting 4.5 stars out of 80 reviews on Yelp."
Bungalow by Middle Brow
Bungalow by Middle Brow
4.6 (384 ratings)
Pub fare from breakfast toasts to pizza complements the house beers at this funky, open taproom.
2840 W Armitage Ave, Chicago, IL 60647, USA
BrewpubBreweryCafeGrocery storeRestaurantWine barWinery
Haymarket Pub & Brewery
Haymarket Pub & Brewery
4.3 (834 ratings)
Rustic brewpub offering a rotating selection of house brews & pub food, plus occasional live music.
737 W Randolph St, Chicago, IL 60661, USA
BrewpubAmerican restaurantBreweryLive music barPubSports bar

Best Bath Houses in Westchester

Lena Rose Beauty
Lena Rose Beauty
4.8 (57 ratings)
4645 N Rockwell St, Chicago, IL 60625, USA
Health and beauty shopCosmetics storeFacial spaHair removal serviceMake-up artistNail salonWellness center
Mentioned by PureWow
Top 10 Chicago Spas by Neighborhood
"If you’ve ever read the ingredients label on your lotion and felt slightly freaked out, head to this green boutique spa. For hair removal, they do sugaring. Their nail services use only 5- to 10-free polishes (meaning they’re free of harsh chemicals)."
Chicago Sweatlodge
Chicago Sweatlodge
4.8 (602 ratings)
3500 N Cicero Ave, Chicago, IL 60641, USA
SaunaEastern European restaurantMassage spaMassage therapistRussian restaurantSpa
Dita Day Spa & Hair Salon
Dita Day Spa & Hair Salon
4.6 (36 ratings)
22 E Elm St, Chicago, IL 60611, USA
Day spaBeauty salonFacial spaHair salonLaser hair removal serviceMassage therapistNail salonSpaHairdresserWaxing hair removal service

Best & Cool Bars in Westchester

Sleeping Village
Sleeping Village
4.7 (548 ratings)
Spacious, bi-level bar with ample draft beer & cider plus coffee in the AM, live music in the PM.
3734 W Belmont Ave, Chicago, IL 60618, USA
Bar
Le Petit Paris
Le Petit Paris
4.3 (180 ratings)
Francophiles seek out this cozy, out-of-the-way spot for classic French cooking.
260 E Chestnut St, Chicago, IL 60611, USA
French restaurantBarContinental restaurantRestaurant
Waveland Bowl
Waveland Bowl
4.3 (1562 ratings)
Open in 1959, this large bowling alley also has billiards & Alley Dogs (serving hot dogs & more).
3700 N Western Ave, Chicago, IL 60618, USA
Bowling alleyBarPool hall
Mentioned by Flat Price Moving & Auto Transport
Chicago Nightlife | City Guides | Flat Price Auto Transport
"No matter where you relocate to, bowling is always a fun activity. Waveland Bowl is a fun place to bring out your old ball and hit a few pins. Located right smack in the center of the North Center neighborhood, you can enjoy the alley, play some pool and have a drink – it’s good for late-evening fun in the Chi."

Vacation Rentals, Airbnb, Hotels & Cabins near Westchester

Gem In The City! 2BR Apt with Free Parking OAK7
Apartment
$136 /night
View deal
4.5 (360 reviews)
Holiday Inn Express & Suites Chicago O'Hare Airport, an IHG Hotel
Hotel
$130 /night
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4.2 (379 reviews)
Gateway Inn
Hotel
$89 /night
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.