Nightlife in Woodstock

Minhas Craft Brewery Tour for Two or Four in Monroe (50% Off)

Minhas Craft Brewery


Brewery tour travels behind scenes of historic establishment as beer enthusiasts sip samples & leave stocked with complimentary gifts

$48 $24

$39 for Date Night with Two Movie Tickets and $100 eGift Card ($124 Value*)

Ultimate Date Night Package

Online Deal

Create your own ultimate date with movie tickets and a $100 eGift Card for dinner

$124 $39

"Thrones! The Musical Parody": A Parody of "Game of Thrones" (October 12-October 30)

"Thrones! A Musical Parody"

Apollo Theater

This send up of the HBO phenomenon puts a humorous, musical spin on the world of Westeros, including spoilers all the way through Season 6

$59.75 $25

"Hip Hop Nutcracker" on Friday, December 9, at 7:30 p.m.

Hip Hop Nutcracker

Rosemont Theatre

A dozen dancers pair with a DJ and electric violinist to put an explosive hip-hop spin on this holiday classic

$42.55 $25

Halloween Bar Crawl on October 28 or 29

Halloween Trolley Bar Crawl or Halloween Bar Crawl: Crawl-o-ween

Multiple Locations

Don creative Halloween costume, then walk to Chicago bars featuring drink specials, scavenger hunts, and prizes

$17.36 $8

General, VIP, or VIP Admission with a Drink to Laugh Factory Chicago Weekend or Tuesday-Night Comedy Shows

Laugh Factory

Laugh Factory

Legendary standup-comedy venue hosts some of the best local and touring comedians around during weekend and Tuesday night comedy shows

$10 $7

Standup or Improv Comedy Show at The Comedy Shrine Theater through January 28

The Comedy Shrine

The Comedy Shrine Theater

Comics and resident improvisers fill standup showcases and a flagship show of short-form improv a la Whose Line Is It Anyway?

$20 $10

Movie Theater Ticket Subscription Plans from MoviePass (Up to 37% Off). Four Options Available.


Online Deal

Smartphone app lets users reserve movie theater tickets at major theaters nationwide, saving them time and money

$17.99 $12.99

"The Rocky Horror Show"

Cutting Hall


$20 $13.75

America's Baking and Sweets Show on Friday, November 11, at 10 a.m.

America's Baking and Sweets Show

Schaumburg Convention Center

My Cupcake Addiction mastermind Elise Strachan headlines a weekend of sweets, classes, and demos

$26 $15

A Nightmare on Hubbard Street-The 5th Annual River North Halloween Costume Bar Crawl on Saturday, October 29, at 12 pm

A Nightmare on Hubbard Street – The 5th Annual River North Halloween Costume Bar Crawl

Bar Louie

Annual Halloween-themed bar crawl weaves through River North, with drink specials, live DJs, and a costume contest along the way

$27.95 $15

The Second City Presents Urban Twist for Two (October 14–December 16)

Second City Diversity and Inclusion presents: "Urban Twist", a hip sketch comedy revue featuring Bob Curry Fellows

The Blackout Cabaret - 2nd Floor Pipers Alley

The famed Chicago institution presents a night of political satire and sketch comedy written and performed by a diverse cast

$32 $16

Improv-Comedy Show with Popcorn (Through January 28)

Laugh Out Loud Theater Schaumburg

Laugh Out Loud

Improvisers perform shows with spontaneous scenes, games, and songs

$22 $11

"Naughty Little Cabaret" Burlesque, Fridays at 8 p.m. through December 17

Naughty Little Cabaret

Original Mothers

Male and female burlesque performers, including some from RuPaul’s Drag Race, dazzle with acrobatics, teasing, and titillating dance moves

$30 $20

"MJ Live: A Michael Jackson Tribute Concert" and Boy Band Review on Saturday, January 21, at 7:30 p.m.

MJ Live

Rosemont Theatre

The tribute dance show matches the energy and excitement of the biggest hits with a sing-along stage spectacle that’s just as huge

$36.15 $21.50

"A Christmas Survival Guide"

Raue Center for the Arts

Raue Center for the Arts

$32.50 $21

Rusted Root with The Devon Allman Band on November 3 at 8 p.m.

Rusted Root with The Devon Allman Band

Durty Nellie's

Pittsburgh-based band behind “Send Me On My Way” melds driving rock with elements of world music; The Devon Allman Band opens

$29.87 $15

GreenRoom Productions' Unscripted Improv Show for Two through November 26

GreenRoom Improv

Multiple Locations

Family-friendly band of comedians tickles ribs in a 90-minute improv show with sketches, games, and skits based off audience stories

$24 $12

Rittz on Friday, October 28, at 7 p.m.


Portage Theater

Southern rap star from Tech N9ne’s Strange Music label unleashes dextrous and ruthless rhymes in support of his latest, Top of the Line

$25.49 $15

"A Christmas Carol" (November 29–December 14)

"A Christmas Carol"

Pabst Theater

The Milwaukee Rep celebrates a holiday tradition for the 39th year running by bringing Charles Dickens’s classic morality tale to life

$35 $20

$15 For $30 Worth Of Casual Dining

Grover's Bar & Grill

Hyde Park

$30 $15

"Rudolph The Red-Nosed Reindeer: The Musical" (November 17–19)

"Rudolph The Red-Nosed Reindeer: The Musical"

The Chicago Theatre

The look, story, and beloved characters of the classic stop-motion Rudolph film take to the stage with live music

$61.02 $45

"DaVinci & Michelangelo – The Titans Experience" (November 5–December 30)

"DaVinci & Michelangelo – The Titans Experience"

Water Tower Place

Interact with DaVinci’s Machines before experiencing a live theatre production comparing DaVinci’s and Michelangelo’s works on-stage

$60 $42

Craig Ferguson: The New Deal Tour on November 6 at 7 p.m.

Craig Ferguson: The New Deal Tour

The Chicago Theatre

The charming Scottish actor, comedian, and television host returns to the stage with a new set of ruthlessly witty standup material

$61.42 $36

Hookah for Two or Four at Aromas Hookah Bar (Up to 50% Off)

Aromas Hookah Bar


More than 200 flavored shisha tobaccos including blueberry, lemon, citrus dream, and strawberry margarita

$20 $10

$15 for $30 of Wagering Credit to Bet the Belmont at DerbyJackpot


Online Deal

Bet on 100+ live horse races happening daily around the world; players pick a horse, place a bet, watch the race live, and can win real cash

$30 $15

Naughty Little Cabaret Presents Not Your Mother's Drag Show on November 18 and December 16 at 9 p.m.

Not Your Mother’s Drag Show

Original Mothers

Celebrated drag artists perform both lip-synced and live musical numbers during interactive show

$30 $20

Tony Award-Winning Best Musical: "Fun Home", November 2–8

Fun Home

Oriental Theatre Chicago

Adaptation of Alison Bedchel’s acclaimed autobigraphical graphic novel looks with a score by Caroline or Change’s Jeanine Tesori

$103.35 $81.76

Broadway Subscription Series: "Elf the Musical," "Annie," "Rent," and More (November 30–May 18)

Broadway Subscription Series

Coronado Performing Arts Center

Tony- and Pulitzer-winning musicals, including iconic shows “Rent” and “Annie” and newer classics like “Elf the Musical”

$160 $160

$139 for Murder Mystery Dinner & One Night Stay for Two at Periwinkle Place Manor B&B ($270 Value)

Murder Mystery Dinners In Iowa

Periwinkle Place Manor B&B

Pairs dine on a hearty meal while participating in a twisting tale of mayhem and murder, and enjoy a one-night stay with breakfast

$270 $139

Select Local Merchants

  • Woodstock Public House
    Chow down on all of your pub favorites at Woodstock Public House. If gluten is something you try to avoid, check out the G-free menu at Woodstock Public House. Low-fat fare is also available for those keeping an eye on their diet. Take a peek at the drink menu here, and make sure to sample something off the list. The perfect place to take the kids, dining out at this restaurant won't cost you a sitter. Whether it's just you and a date or you're bringing the whole gang, it's best to call ahead and make a reservation. No need to be formal, business casual will pass. Always five minutes behind schedule? Pick up your food to go instead. Throwing a big party? Count on Woodstock Public House to provide top-notch catering with the same great dishes you love. At Woodstock Public House, you won't have to worry about circling the block multiple times to find parking. For an indulgent bite, Woodstock Public House serves up some of the finest pub-food creations around.
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    Woodstock, IL US
  • Offsides Sports Bar & Grill
    Ounces of juicy goodness are coming off the griddle hot at Offsides Sports Bar and Grill. Be sure to complete your meal at this burger joint with a drink from the burger joint's full bar. What do you need at the end of the workweek? A happy hour at Offsides Sports Bar and Grill. Treat your ears to some live tunes — the burger joint frequently features a DJ or band. Don't be shy — step out on the burger joint dance floor and soak up the sound of live music. Take note that the burger joint can get a bit loud, so vocal cords and eardrums should be in tip-top shape. The burger joint is quite lively during the week, so seating may be hard to come by. Ordering food? You can pick it up yourself! Offsides Sports Bar and Grill is located near endless parking options, allowing diners to find quick and easy parking. For the best burgers in town, the choice is easy. Just head on over to Offsides Sports Bar and Grill.
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    Woodstock, IL US
  • Stingerz Bar and Grill
    Stingerz has a large section of craft cocktails and craft beers, making it a local favorite. TVs are also on hand in the bar to keep up with the latest scores. At Stingerz, you won't have to wait for your large or small group to be seated. For some fresh air during the non-winter months, dine outside on Stingerz's patio. If you plan to hit the bar on a Friday or Saturday, it's best to fend off the crowds by calling ahead for a reservation. The dress code at Stingerz is as relaxed as the ambience, so wear whatever suits you. Catering makes it easier to organize any event, and Stingerz will ensure that it is delicious. Some say walking is the greatest thing in life. This bar knows it's carryout. Stingerz's diners can make use of nearby parking lots. Who s hungry for great grub at a reasonable rate? Stingerz s yummy creations will leave a mark in your memory but not a dent in your pocketbook.
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    Harvard, IL US
  • Liquid Blues
    Dig in to your favorite American meal at Liquid Blues. Kick back, relax and watch the game on Liquid Blues' TV. Whether you have a large or small group, Liquid Blues can accommodate both. Pull your partner onto the dance floor — the restaurant provides more than enough room to twist the night away. A tad noisy, the restaurant is well-suited for those who don't mind a little extra hustle and bustle. The restaurant takes reservations, so you can plan your next get-together ahead of time. Want to enjoy this restaurant without the wait? Get it to go. With parking onsite, it's easier to get straight to our delicious food. Meals at Liquid Blues are moderately priced — most diners spend about $30 per person. When you're craving a true American classic, such as a burger and fries, make your way over to Liquid Blues.
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    Woodstock, IL US
  • Miss Kitty's Saloon
    For true American comfort food, head to Miss Kitty's Saloon for a sandwich or side of fries. Don't forget the drinks! Order a round from the Miss Kitty's Saloon bar or get a bottle of wine for the table. Eat outdoors Miss Kitty's Saloon (weather permitting) with their beautiful patio seating. Driving to the restaurant is easy as pie, and parking surrounds the area. Deep pockets not required! Miss Kitty's Saloon takes pride in its over-the-top flavor and just-right prices. Indulge in all of your favorite American classics with a trip to the definitive standard in town at Miss Kitty's Saloon.
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    Marengo, IL US
  • DC Cobbs
    On warm nights, live music spills from D.C. Cobb's stage and flows onto Woodstock Square. As if thumping bass weren't incentive enough to duck into the brick-walled dining room, passersby may be won over by the aroma of sizzling bacon, which chefs smoke and season in-house daily. The juicy strips grace hand-formed beef patties, joining the ranks of other creative flourishes such as fried egg, mac 'n' cheese, and guacamole. Further cementing their status as a bastion of the Square, D.C. Cobb's hosts the annual Main Street Music Fest, replete with local bands, food vendors, and longing looks from park statues.
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    Woodstock, IL US