Christmas Parties Near Highland 2026

Perched high above the Chicago River, this rooftop experience features panoramic views of the skyline and the Magnificent Mile amid twinkling lights and seasonal holiday decor. Guests can gather inside fully enclosed, heated private igloos or enjoy the festive atmosphere...

Guests relax amid festive holiday décor and sweeping views of the Chicago River while enjoying an afternoon tea curated with Chicago’s Rare Tea Cellar. The multi-course service features savory selections such as mini lobster rolls, roast beef Yorkshire puddings, and...

Local independent Chicago bookstores gather at the American Writers Museum for a holiday-themed book fair for adults. Attendees can browse titles, take photos and listen to holiday stories with Santa, and purchase beer, wine, or the featured Red Nose winter...

Revelers gather to watch a 10-foot illuminated pierogi drop 50 feet into a boiling cauldron, accompanied by fireworks, confetti, and ringing church bells. The outdoor street celebration features live polka music, a fire dancer, and Polish food vendors. Visitors can...

Participants embark on a self-guided pub crawl through holiday-decorated bars and Christmas-themed pop-ups in Chicago's River North neighborhood, making their way toward the Christkindlmarket. Crawlers travel at their own pace and choose their own venue order. Passes include admission to...

Celebrate high above the city with sweeping indoor views of the Chicago River and skyline. Guests enjoy music, passed appetizers, a four-hour open bar, party favors, confetti, and a champagne toast. Visitors can also head out to the outdoor rooftop...

Participants tour multiple Chicago bars dressed in holiday costumes and festive attire. Admission includes drink vouchers, waived cover charges at all participating spots, a souvenir cup, a lanyard, and a digital crawl map. The event also features dedicated mid-party and...

Children and families celebrate the new year with an afternoon of interactive entertainment. The festivities include a live DJ, magic performances, and face painting stations. Guests also gather together for a special party countdown.

Guests indulge in a holiday buffet featuring a feast of festive seasonal treats and enjoy a personal encounter with Santa Claus to share their Christmas wishes. Admission also includes entry to explore the zoo's illuminated grounds during Holiday Magic.

Guests enjoy a festive holiday afternoon tea service held in the Christmas Room. The event features views of the Magnificent Mile parade commencement during the Festival of Lights. Live carolers perform holiday music during the tea service.

Participants don ugly holiday sweaters and visit multiple bars and nightclubs across Chicago's West Loop. Registered crawlers receive event wristbands granting waived cover charges, holiday-themed drink specials, and select food discounts. Entertainment across venues includes live DJs, a costume contest,...

Distillery and spirit brand stations mix custom holiday cocktails and provide printed recipe cards for guests to replicate drinks at home. Attendees can order each tasting as a mixed drink or a straight neat pour. The gathering also features a...

Participants complete an untimed 0.5k walk or run along neighborhood sidewalks between Goose Island and Midwest Coast Brewing. Registration provides a craft beverage at both taprooms along with a choice of a collector's pint glass or series swag item. Post-run...

Participants dress in Santa suits, elf outfits, ugly sweaters, or other festive attire to visit participating bars across the city. After checking in, crawlers receive an event wristband and route map granting entry to all stops. Attendees explore the participating...

Celebrate an annual holiday tradition at The Polo Inn's Christmas Brunch. This festive event takes place in the historic Old Eagle Room, featuring live organ music playing beloved Christmas favorites. Reservations are essential for this popular celebration, offering a unique...

Get ready for an unforgettable New Year's Eve at Howl at the Moon's spectacular celebration! They are hosting a night of high-energy entertainment and live music, promising a countdown like no other. Whether you prefer to start with a seated...

Frosty's Christmas Bar transforms into a dazzling holiday spectacle, offering an immersive seasonal experience across three levels. Guests can enjoy festive cocktails and a full bar, dance to non-stop holiday music on two dance floors, and capture memories with life-size...

Create unforgettable holiday memories at American Girl Chicago's festive teatime tradition. Guests can indulge in a delightful spread of dainty tea sandwiches and sweet treats, complemented by a fun tableside craft activity. Special seating is arranged for dolls, making it...