Nightlife in Westchester


Valentino Vineyards & Winery: Vineyard Tour, Tasting and Wine Appreciation Seminar for One at Valentino Vineyards & Winery (Up to 66% Off)

Vineyard Tour, Tasting and Wine Appreciation Seminar for One at Valentino Vineyards & Winery (Up to 66% Off)

Valentino Vineyards & Winery

Long Grove

Following a brief tour in the vineyard, guests enter a winery to sample five estate wines during wine appreciation seminar

$56 $19

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Hala Kahiki: $20 for $30 Worth of Tropical Appetizers and Drinks at Hala Kahiki

$20 for $30 Worth of Tropical Appetizers and Drinks at Hala Kahiki

Hala Kahiki

River Grove

Tropical cocktails named for Pelé and coral reefs poured in Polynesian-themed bar opened in 1963

$30 $20

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The Vino Cellar: Wine Flights and Cheese for Two or Four at The Vino Cellar (Up to 47% Off)

Wine Flights and Cheese for Two or Four at The Vino Cellar (Up to 47% Off)

The Vino Cellar

Lombard

Three white or red wine samples accompanied by a cheese plate with cheddar, havarti and gouda

$30 $17

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The Murder Mystery Company: Dinner Show for One or Two from The Murder Mystery Company (47% Off)

Dinner Show for One or Two from The Murder Mystery Company (47% Off)

The Murder Mystery Company

Multiple Locations

Interactive dinnertime murder mystery that stars professional actors tests diners’ sleuthing skills throughout a multicourse meal

$60 $32

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Downers Grove Wine Shop: Wine Tasting for Two, Four, or Six at Downers Grove Wine Shop (Up to 53% Off)

Wine Tasting for Two, Four, or Six at Downers Grove Wine Shop (Up to 53% Off)

Downers Grove Wine Shop

Downers Grove

Samples of six wines accompany light appetizers during tasting sessions for two, four, or six

$20 $10

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Dealflicks: $13.99 for $20 Worth of Movie Tickets and Concessions at VIP Cinemas and more from Dealflicks

$13.99 for $20 Worth of Movie Tickets and Concessions at VIP Cinemas and more from Dealflicks

Dealflicks

Multiple Locations

Guests enjoy $20 worth of Dealbucks, which they can use to buy movie tickets and concessions at multiple theaters on Dealflicks.com

$20 $13.99

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Village of Bensenville: Movie with Popcorn and Drinks for Two or Four at Bensenville Theatre (Up to 45% Off)

Movie with Popcorn and Drinks for Two or Four at Bensenville Theatre (Up to 45% Off)

Village of Bensenville

Bensenville

Guests grab buckets of popcorn and large sodas before heading into intimate twin theaters to view recent releases

$20 $12

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Studio Movie Grill: $5 for a Movie Ticket at Studio Movie Grill ($10.75 Value)

$5 for a Movie Ticket at Studio Movie Grill ($10.75 Value)

Studio Movie Grill

Wheaton

A wide selection of new releases and cult classics is projected on towering screens as viewers watch from leather recliners and tables

$10.75 $5

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Vintners Wine Cellar: Wine Tasting for Two, Four, or Six at Vintners Wine Cellar (Up to 51% Off)

Wine Tasting for Two, Four, or Six at Vintners Wine Cellar (Up to 51% Off)

Vintners Wine Cellar

Oak Lawn

Sample and learn about a wide variety of wines

$50 $25

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The Public House Theatre: Echoes Of...: A Ten-Minute Play Festival at The Public House Theatre

Echoes Of...: A Ten-Minute Play Festival at The Public House Theatre

The Public House Theatre

Lakeview

$18 $12.50

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Tokio Hotel: Tokio Hotel at House of Blues Chicago on August 5 at 6 p.m. (Up to 28% Off)

Tokio Hotel at House of Blues Chicago on August 5 at 6 p.m. (Up to 28% Off)

Tokio Hotel

House of Blues Chicago

International alternative-electro superstars deliver an electrifying set of dance-ready tracks from their latest album, Kings of Suburbia

$41.55 $30

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Naughty Little Cabaret: Naughty Little Cabaret at She-nannigans on August 14, September 11, October 9, or November 20 (Up to 33% Off)

Naughty Little Cabaret at She-nannigans on August 14, September 11, October 9, or November 20 (Up to 33% Off)

Naughty Little Cabaret

Shenannigans

Male and female burlesque revue dazzles with acrobatics, teasing, and titillating dance moves

$30 $20

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Down the Line Rooftop: Billy Joel or Foo Fighters : Down the Line Rooftop: Billy Joel on August 27 or Foo Fighters on August 29 (Up to 51% Off)

Down the Line Rooftop: Billy Joel on August 27 or Foo Fighters on August 29 (Up to 51% Off)

Down the Line Rooftop: Billy Joel or Foo Fighters

Down The Line Rooftop

Climb to the top of a Wrigleyville rooftop deck for Dave Grohl’s anthemic arena rock or timeless hits from the Piano Man

$173.19 $99

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Laugh Factory: Comedy Show with Optional VIP Seating at Laugh Factory (Up to 43% Off)

Comedy Show with Optional VIP Seating at Laugh Factory (Up to 43% Off)

Laugh Factory

Chicago

Large lineups of top local standup talent, comedic storytelling, and themed shows such as the Facebook-centric Social Takeover

$20 $12

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"Bard Fiction": "Bard Fiction" at City Lit Theatre on July 10–August 1 (Up to 50% Off)

"Bard Fiction" at City Lit Theatre on July 10–August 1 (Up to 50% Off)

"Bard Fiction"

City Lit Theatre

Shakespeare enthusiasts translate Quentin Tarantino’s Pulp Fiction into Elizabethan dialect, accompanied by original musical score

$30 $15

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The Classical Symphony Orchestra: Protégé Philharmonic Concert and Summer Showcase Joint Concert: Classical Symphony Orchestra and Protege Philharmonic at Robin Bennett Theatre (Up to 42% Off)

Classical Symphony Orchestra and Protege Philharmonic at Robin Bennett Theatre (Up to 42% Off)

The Classical Symphony Orchestra: Protégé Philharmonic Concert and Summer Showcase Joint Concert

Robin Bennett Theatre at William Jones College Prep High School

The young people’s orchestra performs on their own in July, and is joined by the adults’ ensemble for a joint August performance

$17.34 $10.50

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World Traveler Pub Crawl: World Traveler Pub Crawl at Flagship Tavern on Saturday, August 1 at 2 p.m. (Up to 55% Off)

World Traveler Pub Crawl at Flagship Tavern on Saturday, August 1 at 2 p.m. (Up to 55% Off)

World Traveler Pub Crawl

Flagship Tavern

A globetrotting-themed bar crawl explores Lakeview for a good cause, and comes with a raffle ticket for a plane ticket anywhere in the USA

$20 $9

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"Grand Concourse": "Grand Concourse" at Steppenwolf Theatre on July 15–August 2 (Up to 47% Off)

"Grand Concourse" at Steppenwolf Theatre on July 15–August 2 (Up to 47% Off)

"Grand Concourse"

Steppenwolf Theatre

A nun suffering a crisis of faith nevertheless keeps her soup kitchen humming until a emotionally unstable volunteer sets her off balance

$50 $26.50

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Million Dollar Quartet: "Million Dollar Quartet" at the Apollo Theater on July 29–August 29 (Up to 54% Off)

"Million Dollar Quartet" at the Apollo Theater on July 29–August 29 (Up to 54% Off)

Million Dollar Quartet

Apollo Theater

Jerry Lee Lewis, Carl Perkins, Elvis Presley, and Johnny Cash gathered together for one incredible jam session re-created by this musical

$82.75 $40

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Beres Hammond: Beres Hammond at The Shrine on August 18 at 9 p.m. (Up to 55% Off)

Beres Hammond at The Shrine on August 18 at 9 p.m. (Up to 55% Off)

Beres Hammond

The Shrine

Grammy-honored reggae musician enchants listeners with his soulful take on the genre

$22.10 $10

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Events with BeneFitz, LLC: Indiana Dunes Day: Beaches, Hikes and Brewery on Sundays in August

Indiana Dunes Day: Beaches, Hikes and Brewery on Sundays in August

Events with BeneFitz, LLC

Near North Side

Groups explore Indiana Dunes National Lakeshore through beach games and hikes, then head over to a local brewery for a cold draft

$39

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The Comedy Bar: Standup Comedy Show and Appetizer for Two or Four at The Comedy Bar (Up to 56% Off)

Standup Comedy Show and Appetizer for Two or Four at The Comedy Bar (Up to 56% Off)

The Comedy Bar

Gino's East River North

National headliners and up-and-coming comedians take the stage at legendary club’s new space inside Gino’s East River North

$55.18 $25

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Brew & View : $9 for a Movie and Popcorn for Two at Brew & View ($16 Value)

$9 for a Movie and Popcorn for Two at Brew & View ($16 Value)

Brew & View

Lakeview

An evening of recently released titles as well as cult, classic, and underground favorites in the Vic Theatre

$16 $9

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Chicago Hot Dog Fest: Chicago Hot Dog Fest Presented By The Chicago History Museum on August 7–9

Chicago Hot Dog Fest Presented By The Chicago History Museum on August 7–9

Chicago Hot Dog Fest

Chicago History Museum

Three-day fest celebrates the great American hot dog with specialty dogs, ice cold brews, and music

$30 $25

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“The Perfect Ganesh”: "The Perfect Ganesh" at Athenaeum Theatre, July 23–August 23 (up to 46% Off)

"The Perfect Ganesh" at Athenaeum Theatre, July 23–August 23 (up to 46% Off)

“The Perfect Ganesh”

Athenaeum Theatre

A Hindu deity takes pity on two mourning American mothers who have come to India in search of spiritual enlightenment

$33.35 $18

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Gorilla Tango Burlesque Shows: Gorilla Tango Burlesque Shows at Gorilla Tango Theater, June 27–August 21 (Up to 39% Off)

Gorilla Tango Burlesque Shows at Gorilla Tango Theater, June 27–August 21 (Up to 39% Off)

Gorilla Tango Burlesque Shows

Gorilla Tango Theatre

Comedic burlesque takes on James Bond, Star Wars, Batman, and Disney

$33.04 $20

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"Steppin for a Cause" Dinner Affair with "Men at Large" Gemini Porter & Cedric Nunley: "Steppin for a Cause" Dinner Affair with Gemini Porter & Cedric Nunley on August 22 (Up to 29% Off)

"Steppin for a Cause" Dinner Affair with Gemini Porter & Cedric Nunley on August 22 (Up to 29% Off)

"Steppin for a Cause" Dinner Affair with "Men at Large" Gemini Porter & Cedric Nunley

Chicago Lakeshore Hotel

Benefit corrals shoes for those in need while treating guests to soul food buffet and live R&B and gospel from Gemini Porter & Cedric Nunley

$41.99 $30

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"Rock the Badges III" Charity Fundraiser: Rock The Badges III at Copernicus Center on Saturday, August 22 (Up to 52% Off)

Rock The Badges III at Copernicus Center on Saturday, August 22 (Up to 52% Off)

"Rock the Badges III" Charity Fundraiser

Copernicus Center

10 bands made up of Chicago Police and Fire Departments members square off for a concert benefiting the families of fallen servicemen

$40 $19

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Under the Gun Theater: Improv or Scripted Comedy for One, Two, or Four at Under the Gun Theater (Up to 50% Off)

Improv or Scripted Comedy for One, Two, or Four at Under the Gun Theater (Up to 50% Off)

Under the Gun Theater

Lakeview

Improv inspired by audience members, diverse standup performances, and other innovative forms of stage comedy

$12 $8

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"Baby Wants Candy": "Baby Wants Candy" at the Apollo Theater on Select Performances, June 12–August 28 (Up to 50%Off)

"Baby Wants Candy" at the Apollo Theater on Select Performances, June 12–August 28 (Up to 50%Off)

"Baby Wants Candy"

Apollo Theater

Backed by a full band, improvisers create a 60-minute musical based on a title suggestion from the audience

$20 $10

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#Afterlife: VIP Admisison to #AfterLife at Grandbar Whiskey Lounge on Saturdays at 10 p.m. through August 29 (Up to 50% Off)

VIP Admisison to #AfterLife at Grandbar Whiskey Lounge on Saturdays at 10 p.m. through August 29 (Up to 50% Off)

#Afterlife

Grandbar Whiskey Lounge

A weekly party celebrates the iconic house music of Chicago as it used to be, emphasizing dancing over dress codes

$70 $35

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"Bye Bye Liver: The Chicago Drinking Play": "Bye Bye Liver: The Chicago Drinking Play" at The Public House Theatre on July 10–August 29 (Up to 50% Off)

"Bye Bye Liver: The Chicago Drinking Play" at The Public House Theatre on July 10–August 29 (Up to 50% Off)

"Bye Bye Liver: The Chicago Drinking Play"

The Public House Theatre

A troupe performs an interactive comedy show inspired by drinking, barhopping, and male-female relations

$18 $9

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Michael Blackson and Friends: Michael Blackson and Friends at Harold Washington Cultural Center on Saturday, September 12 (Up to 37% Off)

Michael Blackson and Friends at Harold Washington Cultural Center on Saturday, September 12 (Up to 37% Off)

Michael Blackson and Friends

Harold Washington Cultual Center

With his own unique lingo and style of dress, “The African King of Comedy” nabs laughs with skills he honed on Chappelle’s Show and HBO

$55.76 $35

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"The Rainmaker": American Blues Theater's "The Rainmaker" at Greenhouse Theater Center, August 28–September 27 (Up to 42% Off)

American Blues Theater's "The Rainmaker" at Greenhouse Theater Center, August 28–September 27 (Up to 42% Off)

"The Rainmaker"

Greenhouse Theater Center

Lizzie Curry’s life in a drought-ridden, Depression-era town is turned upside down when handsome rascal Starbuck rolls into town

$22 $14

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Chicago Magic Lounge: Show at Chicago Magic Lounge at 8 p.m. (Up to 52% Off)

Show at Chicago Magic Lounge at 8 p.m. (Up to 52% Off)

Chicago Magic Lounge

Uptown Underground

Step back in time to an era when close-up, table-side, and parlor magic were all the rage in Chicago

$25 $12

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A Taste Of Theater Performance Showcase: "A Taste of Theater" Performance Showcase at Gwendolyn Brooks College Prep on October 9 and 10 (Up to 39% Off)

"A Taste of Theater" Performance Showcase at Gwendolyn Brooks College Prep on October 9 and 10 (Up to 39% Off)

A Taste Of Theater Performance Showcase

Gwendolyn Brooks College Prep

Theatrical company gives rising playwrights a platform with shows featuring a single-scene sample of six different plays

$30.20 $18.50

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Edible Alchemy: Can Seasonal Jam Flavors with the Manager of Edible Alchemy Co-Op

Can Seasonal Jam Flavors with the Manager of Edible Alchemy Co-Op

Edible Alchemy

Pilsen

Andrea Mattson shows you how to spice fresh fruit and cook it into low-sugar, local-fruit jam before canning it to take home

$35

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MCL Chicago: $25 for Two Tickets to VAMP: A Music Comedy Drinking Show at MCL Chicago ($41 Value)

$25 for Two Tickets to VAMP: A Music Comedy Drinking Show at MCL Chicago ($41 Value)

MCL Chicago

Lakeview

This twice-weekly, interactive musical comedy show features short-form improv in the style of “Whose Line is it Anyway”; shows are BYOB

$41 $25

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The Nostalgia Group : The Nostalgia Group: '90s Hip-Hop Party at Lite Chicago on Tuesday Nights through January 31 (Up to 52% Off)

The Nostalgia Group: '90s Hip-Hop Party at Lite Chicago on Tuesday Nights through January 31 (Up to 52% Off)

The Nostalgia Group

Lite Chicago

$10 $7

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The Harper Theater: Movie and Popcorn for Two or Four with Sodas or Well Drinks at The Harper Theater (Up to 41% Off). Four Options.

Movie and Popcorn for Two or Four with Sodas or Well Drinks at The Harper Theater (Up to 41% Off). Four Options.

The Harper Theater

Hyde Park

Renovated historical theater screens blockbuster films in high-def digital projection

$35.50 $22

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The New 400 Theater: Movie for Two or Four with Popcorn and Drinks at The New 400 Theater (Up to 46% Off). Four Options Available.

Movie for Two or Four with Popcorn and Drinks at The New 400 Theater (Up to 46% Off). Four Options Available.

The New 400 Theater

Rogers Park

Four screens in a renovated 1912 vaudeville venue show first-run blockbusters as patrons sip soda or well drinks

$34.50 $20

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Paired Wine Co.: $306 for a One-Year Wine Club Membership with Two Cases of Wine from Paired Wine Co. ($600 Value)

$306 for a One-Year Wine Club Membership with Two Cases of Wine from Paired Wine Co. ($600 Value)

Paired Wine Co.

Lakeview

Membership includes 10% off purchases in store, invites to wine-tasting events, $5 voucher toward self-serving wine machines, and more

$600 $306

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Glascott's Saloon: Drinks at Glascott’s Saloon (Up to 45% Off). Four Options Available.

Drinks at Glascott’s Saloon (Up to 45% Off). Four Options Available.

Glascott's Saloon

Lincoln Park

Bellied up to a wooden bar at an authentic speakeasy, guests sip on a selection of 18 draft beers, imported brews, and glasses of wine

$20 $11

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Emporium Arcade Bar : Two Well Drinks and $10 in Tokens at Emporium Arcade Bar (Up to 45% Off). Two Options Available.

Two Well Drinks and $10 in Tokens at Emporium Arcade Bar (Up to 45% Off). Two Options Available.

Emporium Arcade Bar

Multiple Locations

Visitors juggle drinks and joysticks at the arcade bar’s two locations, where vintage video games and pinball tables abound

$20 $11

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Hydrate Nightclub Chicago: Tickets to See "Beauties & Beaus" for 2, 4, 6, or 10 with Champagne at Hydrate Nightclub Chicago (Up to 65% Off)

Tickets to See "Beauties & Beaus" for 2, 4, 6, or 10 with Champagne at Hydrate Nightclub Chicago (Up to 65% Off)

Hydrate Nightclub Chicago

Lakeview

Audiences watch a rotating guest lineup of drag performers strut their stuff onstage while sipping champagne

$36 $16

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Pressure Billiards: Billiards, Beer, and Appetizers at Pressure Billiards (Up to 57% Off). Four Options Available.

Billiards, Beer, and Appetizers at Pressure Billiards (Up to 57% Off). Four Options Available.

Pressure Billiards

Edgewater

Players sip beer and snack while shooting pool on 13 Brunswick Metro tables framed by eight LCD TVs

$46.85 $20

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Sluggers World Class Sports Bar: Dueling Pianos and Drinks for 2 or 4 on a Friday or Saturday at Sluggers World Class Sports Bar (Up to 60% Off)

Dueling Pianos and Drinks for 2 or 4 on a Friday or Saturday at Sluggers World Class Sports Bar (Up to 60% Off)

Sluggers World Class Sports Bar

Sluggers

Dueling pianists take requests to soundtrack lively nights of games and drinking in the shadow of Wrigley Field

$25 $10

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Beviamo: Wine Tasting for Two or Four at Beviamo (Up to 64% Off)

Wine Tasting for Two or Four at Beviamo (Up to 64% Off)

Beviamo

Little Italy

Two reds, two whites, and one bubbly from across the world recommended by a wine specialist; complimentary snacks

$50 $19

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The Sedgwick Stop: Wine, Beer, or Whiskey Flight with Appetizer for Two or Four at The Sedgwick Stop (56% Off)

Wine, Beer, or Whiskey Flight with Appetizer for Two or Four at The Sedgwick Stop (56% Off)

The Sedgwick Stop

Near North Side

Gastropub that emphasizes whiskey and craft brews also spotlights sliders, poutine, and spare ribs

$32 $14

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Select Local Merchants

  • Eden Lanes
    Strike, spare, who cares? Bowling is always fun at Westchester's Eden Lanes. Whether you want mouth-watering food or great drinks, this club has the restaurant just for you. Whether you want beer or something stronger, you're covered. Parking is plentiful, so visitors can feel free to bring their vehicles.
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    10159 W Cermak Rd
    Westchester, IL US
  • Village Pub
    Snack on tasty pub fare at Village Pub, a local favorite. If you're looking for low-fat food, look elsewhere. If you're looking for great-tasting food, come to Village Pub. Don't be alone on gameday, come have a great drink and great fun. Village Pub features live DJs that are sure to amp up your evening. Volume at this bar can reach upper decibels, so come prepared to raise your voice to be heard. Those hoping to avoid the weekend rush will do best visiting the bar during the week. With food this good, you'll be running into Village Pub to pick it up yourself. You can also serve food from Village Pub at your next party — the bar offers catering. The parking options near Village Pub are quick and painless.
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    8839 W Cermak Rd
    Riverside, IL US
  • Big Corner Tavern
    Fill up on fare from Big Corner Tavern in Riverside and be sure to satisfy your stomach. Weather permitting, come enjoy a wonderful meal outside at Big Corner Tavern. The noise at the restaurant can be positively thunderous, so save intimate conversations for another night. Weekend diners, beware! The restaurant is busiest on Friday and Saturday, so getting seated will take some time. At Big Corner Tavern, drivers will appreciate the ample parking options in the area. Big Corner Tavern offers safe bike parking outside.
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    8405 West Cermak Road
    Riverside, IL US
  • Stacy's Cafe
    Head to Stacy's Cafe for a tasty cafe bite. Low-fat eaters will need to take care, however, since the menu does not feature any skimmed-down fare. Guests can migrate to the bar section to catch the game on the TV. Tots and tykes will be right at home at Stacy's Cafe with its kid-approved food and ambience. Your large group can all sit together at Stacy's Cafe. Wifi is on the house at Stacy's Cafe, so you can stay connected on your mobile device. Stacy's Cafe frequently features a DJ or live music. Musical visitors frequently perform here, so patrons can enjoy live tunes with their food. Live DJs often entertain the evening crowd while dining. It can be a bit of a mob scene on the weekends, so don't take a chance on getting seated — best to call ahead and make a reservation. No need to dress up for a trip to Stacy's Cafe — the casual bar encourages laid-back attire. For those in a hurry, the bar lets you take your meal or snack to go. Stacy's Cafe is conveniently close to a parking lot. Prices are affordable, with a typical meal running under $30. Paying with your major credit card is one payment option at Stacy's Cafe. Breakfast, lunch, and dinner are all served at the bar, but reviewers rate the dinner menu the highest.
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    845 Mannheim Rd
    Bellwood, IL US
  • Coaches Sports Bar
    It's the perfect time to visit Coaches, a top-rated bar in Berkeley. Stop by for the excellent quality and stay for friendly service. You'll be planning your next trip to Coaches before you know it. If you're wanting to plan ahead, most folks will agree that Mondays, Thursdays, and Saturdays are the best nights to visit. Though the overall price can be a bit on the low side, you won't be sacrificing any quality and if you're in the mood for tunes, you can search for your favorite song on the juke box. If you just feel like stopping by for a drink, the restaurant has helpful bar staff (and a good selection behind the bar). When you put it all together, making a trip to Coaches is never a bad call. Visitors to the restaurant have the ability to park nearby on the street.
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    5315 Saint Charles Rd
    Berkeley, IL US
  • Play Pen
    Enjoy finger-licking barbecue year-round at Play Pen in Stone Park. Skip the salad and grab some greasy goodness at Play Pen where they have their priorities straight: taste trumps everything. Cheer on your favorite team at Play Pen, a local restaurant with TVs. Enjoy the cool summer breezes on Play Pen's seasonally available outdoor seating. A dance floor is on hand for folks ready to boogie the night away. Don't spend time searching for parking — guests are welcome to use the adjoining lot. You'll also find plenty of safe spaces to lock up your bike if you prefer to cycle to the bar. Treating yourself doesn't mean breaking the bank, come taste the great dishes Play Pen has to offer.
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    1536 N Mannheim Rd
    Stone Park, IL US

Groupon Guide