Kansas City's 2023-2024 Winter Events


Article by Mindy Hargesheimer

Photography by Mindy Hargesheimer

It’s the most wonderful time of year to soak up the sights, sounds, and sensational feelings of the holiday/winter season! With some old favorites to keep up the festive family traditions and some new additions to have yourself the merriest little Christmas, there’s no place like Kansas City to celebrate with some good old-fashioned pop-up bars, musicals, festivals, workshops and so much more! 

Here is my round-up of the 2023-2024 winter season experiences to have a magical time of year!

Downtown Kansas City

Union Station - 30 West Pershing Road - @unionstationkc 

Holiday Reflections Walk-Thru Village - Grand Plaza

Monday-Saturday, 10 am-8 pm, Nov 20-Jan 1

For the fourth consecutive year, the wildly popular indoor holiday walk-thru village, “Holiday Reflections” will take place in the Grand Plaza, filling 27,000 sq. ft. The magical experience (with tickets starting at just $7) features spectacular sights and sounds of the season: sky-reaching lights, a forest of decorated trees, dazzling overhead ornaments, and more. 

Conductor Club - 2nd Floor - @conductorclubkc

1st Round: (11/24, 11/25), (12/01, 12/02) & (12/08) **12/09 is CLOSED for private event, 2nd Round — releasing Friday, Dec 8th: (12/15, 12/16), (12/22, 12/23, 12/24) & (12/29, 12/30)

The Conductor Club is ELF’D UP… again! Join us this year for a holiday cocktail experience inspired by the 2003 classic, Elf. The first round of reservations opens Friday, November 17th at 10 am! 

SLEIGH - City Stage - @kansascityaerialarts

Dec, 1 & 2, 7:30-9 pm, Dec 3, 2-3:30 pm

Come celebrate the holidays with KC Aerial Arts! The season is not complete without a traditional holiday circus show. Filled with aerialist dynamic duos and trios, your favorite Christmas classics, and holiday circus cheer.

Reck Deck the Halls - Boulevard Brewing Company

2501 Southwest Boulevard - @boulevard_beer

Fridays & Saturdays, Nov 24-Dec 30, 1:30-10 pm

Join us for a magical experience featuring a copious cocktail menu of holiday-inspired bevvies concocted with Quirk Hard Seltzers, Fling Craft Cocktails, and of course boozy barrel-aged beers. With keepsake glassware, yuletide nibbles, and shimmering shuffleboard courts, we’ll have more holiday spirit than a Claymation movie marathon.

Crown Center - 2405 Grand Blvd - @crowncenter 

13th Annual Holiday Swing

Saturday–Sunday, Nov 25-26 and Friday–Sunday Dec 1-17, Fridays, 4–10 pm, Saturdays, 10 am–8 pm and Sundays, 10 am–4 pm - @strawberryswingkc

Crown Center welcomes The Strawberry Swing Indie Craft Fair’s 13th Annual Holiday Swing to Crown Center Square. Shop the Midwest’s top craft fair for handmade gifts from over 75 local makers and creators.

Rudolph The Red Nosed Reindeer: The Musical

Nov 7-Dec 31 at The Coterie Theatre - @thecoterietheatre

Back by popular demand, the beloved television classic Rudolph the Red-Nosed Reindeer soars off the screen and onto the stage this holiday season. Rudolph and his friends, Clarice, Hermey the Elf, and Yukon Cornelius learn what makes you different makes you special. Coterie Theater

Ice Terrace

Nov 3-Mar 10

Kansas City's original public outdoor ice skating rink opens for its 51st season of great skating fun!

Trans-Siberian Orchestra - T-Mobile Center

1407 Grand Boulevard - @tmobilecenter

Dec 16, 2:30 & 7:30 pm

By infusing seasonal classics with rock flamboyance, a symphonic sense of scope, and an eye-popping visual presentation complete with lasers and pyrotechnics, what began as a side project for a veteran group of American hard rockers has grown into one of today's top-selling acts, with over 10 million concert tickets sold since 1999.

Kauffman Center for Performing Arts - 1601 Broadway Blvd - @kauffmancenter

The Nutcracker 

Dec 1-3, 7-10, 14-17 & 20-24

The classic, Victorian-era story by E.T.A. Hoffman featuring Clara, the Nutcracker Prince, Dr. Drosselmeier, and the Sugar Plum Fairy is a magical theatrical experience wrapped with exquisite costumes, grand sets, and captivating choreography. Let your wonder ignite and feel the glimmer once more as your childhood dreams return and inspire you to IMAGINE again.

The Muppet Christmas Carol™ in Concert - Dec 8-9

The Nightmare Before Christmas in Concert - Dec 21-23

Sippin’ Santa Holiday Tiki Pop-Up - J. Rieger & Co.

2700 Guinotte Ave - @jriegerco

Nov 20-Dec 30, 4-9 pm

You better watch out – it’s the holiday tiki pop-up you don’t want to miss! Sippin’ Santa is coming to the Hey! Hey! Club, as our most intimate space is transformed into a swanky tropical holiday oasis. Make your reservations now to visit this enchanting and whimsical beach bar extravaganza, open all season long.

Christmas in the Crossroads - Society 

2050 Central St - @society.kc

Nov 24-Jan 14, Wednesday-Saturday 4 pm

Society’s immersive, modern, and upscale space will transform into a Christmas Pop-Up Bar/Restaurant experience featuring decorations, a festive cocktail menu, and numerous shareable food options. There are no reservation fees, and every guest will receive a surprise gift for the Holidays.

Crossroads Hotel - 2101 Central St - @crossroadshotelkc

New Year's Eve: Disco Never Died -

Dec 31, 9 pm-1 am

This time, we ring in 2024 with a night of modern disco (with a little surrealism, neon, avant-garde details & surprises & delights mixed in). Disco was designed with two things in mind: Music and movement. We want you to expect the unexpected, but those 2 things you can count on. 

Santa Paws: Pet Portraits

Ded 2 & 3, 10 -am-6 pm

Join Santa at CROSSROADS Hotel for year 3 of Santa Paws! This year we are opening it to Pets and People so come one, come all, and celebrate the holidays with us. Receive a 5×7 framed memento photograph and a digital photo file. Bring a pet treat or toy to be donated to KC Pet Project.

Winter Skies - Sheraton Kansas City at Crown Center 

2345 McGee St - @skieskansascity

Located on the 42nd floor, “Winter Skies” will transform the iconic former Skies restaurant into a winter forest theme. An extensive and festive winter wonderland cocktail menu will be offered in partnership with Kansas City’s Restless Spirits distillery. Beer, wine, and a complete dinner menu of entrees and dessert offerings will also be available.

Tinsel Town - Tom’s Town 

1701 Main St - @toms_town

Nov 16-Friday & Saturday, 6 pm-12 am

Expect a blizzard of our holiday-themed cocktails like Gin-gle Bells, Highball Humbug, and the Salty Snowman. And of course, non-stop Christmas carols to rock around. Reservations for Tinsel Town are $5 per person and will be added to your party’s bill. Each reservation has a 2-hour time limit.

Miracle on the Plaza

4807 Jefferson St - @miraclepopupkc

Nov 23-Dec 30, Mon-Sun 4 pm-midnight (closed: Monday, Nov 27 and Tuesday, Dec 26)

Kansas City’s merriest Christmas pop-up bar presented by @rockhillrestaurantgroup.

Miracle on Main Street

1924 Main St - @miraclepopupkc

Nov 24-Dec 30, Mon-Sun 4 pm-midnight (closed: Sunday, Nov 26, Monday, Nov 27, Monday, Dec 25, and Tuesday, Dec 26) 

Power & Light District

Tinsel Tavern - 1323 Walnut St. - @kcpldistrict

Nov 24-Dec 30, Sunday-Thursday 4 pm-close, Friday 2 pm-close, Saturday 12 pm-close

Tinsel Tavern will invite guests to escape into a holiday oasis in the heart of downtown Kansas City. Festive small bites and cozy vibes will accompany holiday-inspired cocktails. Holiday-themed events including Christmas karaoke, ugly sweater contests, and Christmas DJ nights will be scheduled throughout the season to get guests into the holiday spirit.  

12 Bars of Charity

Saturday, Dec 16, 2-6 pm

This 21+ holiday pub crawl benefits 12 local charities! $15 of each ticket purchased goes towards the charity of your choice. You will get a 12-bar sweatshirt dedicated to the charity of choice to wear during the event. Venues include McFadden's Sports Saloon, Pizza Bar, Guy Fieri's Dive & Taco Joint, Shark Bar, Mosaic, and PBR Big Sky.

Country Christmas at PBR Big Sky

Wednesday, Dec 13, 6 pm

Come out for a 21+ live acoustic performance by Randy Houser, Drew Baldridge, and HunterGirl on PBR's main stage. Tickets are just $20 and all proceeds go to support St. Jude's Research Hospital. Don't wait - these tickets will go fast!

NYE Live!

Sunday, Dec 3, 6 pm

Enjoy exclusive access to up to 10+ bars and nightclubs, all-inclusive food and drink packages, great DJs, party favors, champagne toasts, confetti cannons, and the city's most anticipated countdown to midnight – complete with a Times Square ball drop! 

Winter Magic Drive-Thru - Cliff Drive

1800 Cliff Drive - @wintermagickc

Nov 2-Dec 31, 6 pm

Come experience the most fantastic one mile of synchronized holiday lights this side of the North Pole! Create lasting memories with family and friends. Enjoy your favorite dancing KC holiday light show displays while you “holiday-party-in-your-car”. You’re sure to be vibin’ away to the most modern versions of holiday classics!  

MERRY MARKET - City Market

20 E 5th St - @citymarketkc x @artgardenkc

Every weekend 10 am–5 pm, Nov 24-26, Dec 2-3, Dec 9-10, and Dec 16-17

MERRY MARKET is an open-air holiday shopping experience featuring all-local artisans with handmade products including paintings, ceramics, leatherwork, custom clothing, décor, jewelry, and more. Shop more than 75 unique artisans and makers curated by ART GARDEN KC.

Ugly Christmas Sweater Party - The Truman KC

601 E Truman Rd - @kcsweaterparty

Dec 1, 7 pm

The Ugly Christmas Sweater Party is an explosion of holiday spirit; our guests come gift-wrapped and ready to dance! The event will also have holiday-themed games, a photo booth, a costume contest, raffle prizes, and more! 

The Fairy Princess - Kansas City Museum

3218 Gladstone Blvd - @kansascitymuseum

Dec 7 & 8, 3-7 pm, Dec 9, 10 am-7 pm, Dec 10, 12-4 pm

It was in 1935 that Kline’s on Main Street, downtown Kansas City, had first initiated the Fairy Princess event to promote their new “Toyland” Department. After 35 years of yesterday’s youngsters telling their fondest holiday hopes to the magical Fairy Princess, her enchantment came to an end. Now, the Fairy Princess will always be on her throne in a room befitting the wonderous enchantment and hopeful wishes she gives to each child’s visit.

Humbug KC - Kansas City Club

918 Baltimore Ave - @humbugkc

Select Nov & Dec dates at 6 & 9 pm

Kick off your holidays with a brand new, unique pop-up experience unlike anything else in Kansas City. Join Scrooge and his ghosts for an unforgettable evening! Enjoy a theatrical performance from a seasoned cast and a script written just for the Humbug holiday experience.

Christkindlmarkt - The Campground

1531 Gennessee St - @thecampgroundkc

Dec 7-9 & 14-16, 5-9 pm

Outdoor & indoor local vendors - Holiday food, drinks & cheer

East Kansas City

Jolly Country Christmas Pop-Up Bar - Faulkner’s Ranch

10600 Raytown Road - @faulknersranch

Friday, Nov 24–Saturday, Dec 23, Thursday at 6 pm, Friday-Sunday at 4 pm

Jolly is Where Your Favorite Hallmark Christmas Movie Meets Nashville Honky Tonk! Faulkner’s fusion of festive food and beverages, served in their over-the-top western-themed event barn, is sure to sleigh your holiday! After your 90-minute reservation inside Jolly, you’ll exit into the indoor barnyard filled with Faulkner’s party animals where you can have another round with the llamas, goats, and sheep! Reservations are required. 21 & over.

Powell Gardens - 1609 N.W. U.S. Highway 50 - @powellgardens

Festival of Lights

Wednesday-Sunday, Nov 16-Dec 30, 5-10 pm

Holiday lights turn Kansas City’s botanical garden into a winter wonderland. This year, Quixotic will transform the Conservatory into Crystal Chambers. While the surrounding world sinks softly into a season of hibernation, uncover a new world beneath the frost.  

Winter Wreath Workshop

Dec 2 & 9, 4-6 pm

Decorate a premade wreath for your home for the holidays with natural materials harvested from Powell Gardens. There will also be ribbons and other fun items to make a festive winter wreath. Attendees who are 21+ will also enjoy a seasonal cocktail to sip while decorating. Your workshop ticket includes one admission to the Festival of Lights.

Winter Container Workshop

Nov 18 & 25, 4-6 pm

Make a winter container to take home featuring harvested items from the Powell Gardens. Decorate your home for the holidays with natural adornments created during this workshop! Each participant will create a fiber pot container that can be displayed indoors or out. Attendees who are 21+ will also receive a seasonal cocktail to sip while decorating. The workshop price includes one admission to the Festival of Lights.

Farmers Market Holiday Mart - Downtown Lee’s Summit

Saturday, Dec 9, 10 am-2 pm - @downtownls

Join the Lee’s Summit Farmers Market for our annual Holiday Mart on Saturday, December 9th at Lee’s Summit City Hall. Shop the best local goods from our amazing market vendors!

36th Annual Christmas in the Park - Longview Lake

3901 SW Longview Park Drive

Wednesday, Nov 22-Sunday, Dec 31, 5:30-10 pm

Now in its 36th year, this magical winter wonderland features more than half a million lights and 200 animated displays, all designed and built entirely in-house by our talented crews!  Your drive to the Longview Lake Campground begins at the Frank White Jr., Softball Complex. Admission is free.

Snowglobe - Calaveras

219 SE Main St - @calaveras_ls

Nov 14-Dec 31 

Snowglobe Lee's Summit is a family-friendly Christmas-themed pop-up located at Calaveras. Using an insane amount of Christmas decorations and lights, the entire restaurant will be transformed to make you feel as though you are eating and drinking in an actual snow globe, minus the snow…

Kingdom’s Greetings - GEHA Field at Arrowhead Stadium

1 Arrowhead Dr - @vignettesbar

Thursday-Sunday, Nov 24-Dec 30

We're decking the halls of the luxurious Penthouse, transforming it into a snow globe of red and gold. Take your picture on the Chief's sleigh, take a stroll through the red and gold trees, or curl up by the fireplace in this winter wonderland. Don't miss Kingdom's Greetings, brought to you by Arrowhead Events and Vignettes Cocktail Bar.

Santa Delivers - Kansas City Zoo

6800 Zoo Drive - @kansascityzoo

Dec 16 & 17, 10 am-3 pm

Santa is back one last time before the big day and this time, he is visiting some extra special animals! All weekend long, guests can catch a glimpse of Santa as he is delivering gifts to some of our animal residents who have made the top of the nice list this year.

West Kansas City

Enchant Christmas - Legends Field

1800 Village West Pkwy - @enchantkansascity

Nov 24-Dec 31

Enchant Christmas is debuting The Mischievous Elf, a captivating, multi-sensory light experience that weaves magic into every corner and will transport guests into a world of Christmas wonder. Sprawling over 10 acres and featuring the renowned World’s Largest Christmas Light Maze and Village, Enchant’s dazzling, larger-than-life light displays will completely transform Legends Field into a magical winter wonderland. 

Drastic Mensches - Drastic Measures

5817 Nieman Road - @drasticmeasures.kc

We are once again turning our bar into a space inspired by and in support of our local Jewish community & @jfskc. The pop-up will take us all the way into the new year. Last year we raised $7,500 for the Kansas City Chapter of Jewish Family Services from donating half our sales during one week. This year we are going to donate 100% of sales to JFS from the nights that Hanukkah falls on, and we will be making Drastic Mensches a month-long holiday pop-up.

North Kansas City

Zona Rosa - 7210 NW 86th Terrace - @zonarosakc

The Rink

Nov 11-Feb 29

The Northland’s newest ice rink is back at Zona Rosa this winter season. The Rink at Zona Rosa is open daily from early November through February 19, 2024, for open public ice skating, pond hockey, special events, and more.

Historic Candlelight Homes Tour - Weston, MO

Weston, MO 64098

Dec 2 & 3

For over four decades, Weston homeowners have opened the doors to their historic homes and welcomed visitors for the holidays. Come share in the festive atmosphere and holiday decor—"It's Like Being in a Holiday Movie!" Weston shops will be all decked out for the season, and our iconic Father Christmas will be strolling the streets along with holiday carolers.

Deck the District - Iron District

1599 Iron St - @irondistrict

Nov 15-Dec 23

We have a new cocktail lineup this year that you don’t want to miss…curated by Trent Kesterson of @tikihuna 🍸 Join us in our enclosed + heated upper deck as you immerse yourself into our winter wonderland. We will have bites & booze, all you need to do is reserve your spot. 

Holiday Hideaway - Chicken N Pickle

1761 Burlington - @chickennpicklenkc

Nov 17-Nov 30

Escape to a winter wonderland this season at The Holiday Hideaway: A Chicken N Pickle Pop-Up Bar! Get ready for lodge vibes, breathtaking summit views, and the coziest atmosphere you’ve ever experienced. It’s time to sip, savor, and celebrate the season with us! The Holiday Hideaway is for guests 21+, each table reservation includes complimentary small bites. 

A Pop Up Before Christmas - Vignettes

Armour Rd 2376 - @vignettesbar

Thursday-Sunday, Nov 4-Dec 9, 6-10 pm (exclusively 21+ Friday/Saturday)

Remember Christmas is no fun without a good scare - for we’ve got delicious drinks and snacks to share! Whether you are here to throw snowballs or heads, you shall find delight and fright in this collision of the holiday lands of yore! 


Shop Small Crawl - Waldo 

601 E 63rd St - @waldokcmo

Saturday, Nov 25-Dec 1

The annual Shop Small Crawl in Waldo is back, November 25 - December 1, as an opportunity to walk around and explore everything offered in the neighborhood with specials at participating businesses. 

Nine Zero One Igloo Bar - The Fontaine Hotel

901 W 48th Pl - @ninezeroonekc

Nov 20-Feb 18

Discover the enchanting winter wonderland atop Kansas City's most sought-after holiday destination: Nine Zero One's rooftop Igloo Bar. Our Igloos and Glamping Lounge are back and more spectacular than ever this year, promising an unforgettable seasonal experience. When you reserve your spot, you'll step into a world of themed ambiance, expertly crafted cocktails, delectable seasonal fare, and picture-perfect moments.

Westport Christmas Market - Westport 

Pennsylvania Ave - @westport_kc

Dec 9, 9 am-7 pm

Embrace the festive vibes as you explore a curated selection of handcrafted treasures from our talented local makers at their charming market stalls. Shop unique ornaments for one-of-a-kind gifts, enjoy live music performances, and enjoy hot cocoa and festive treats.

Merry Krampus - Goat & Rabbit

13800 Switzer Rd - @goatandrabbitkc

Nightly Dec 11-30 (themed cocktails available after 4 pm, decor all day)  

Make sure you’ve been good or the Krampus will whisk you off to the underworld! Join us for the darker side of the holiday season as we celebrate with ghoulish cocktails during our holiday Sip ‘n’ Scare that is sure to fright and delight you. This event is free to attend with no reservations necessary. 21+ only

Holidays in Crestwood - The Crestwood Shops

55th St between Brookside Blvd & Oak St - @crestwoodshops

Thursday, Nov 30, 5-8 pm, Friday, Dec 1, 10 am-6 pm, Saturday, Dec 2, 10 am-5 pm

Join us for our 22nd annual Holidays in Crestwood! A three-day holiday event with Carolers, live music, entertainment, great food & drink, and of course the wonderful gingerbread houses you’ll find in each store.  

The Poinsettia - The Primrose

5622 Johnson Dr - @theprimrosemission

We proudly present The Poinsettia, our take on a holiday pop-up bar. Your local neighborhood speakeasy will be turning into a winter wonderland starting this Tuesday and continuing through December! Join us for festive craft cocktails and merry memories this season.

Crawling Santa Charity Bar Crawl - Westport

Tin Roof KC, Levee, Kelly’s, Ale House - @crawlingsanta

Saturday, Dec 2, 1- 5 pm

Crawling Santa is coming to town for its 1st Annual Bar Crawl for charity on December 2nd! The ticket includes a sweatshirt or Santa suit, drink specials, free admission at all participating venues, and a $15 donation will go to your selected charity. 21+ only. 

Holly Jolly Dining - Cafe Trio

4558 Main Street - @cafetriokc

Starting Nov 20, we will be decking the halls in our dining room, bar, and heated patio. ⁠Reservations book up FAST! Book your table at the "reserve" button in our bio, or on cafetriokc.com!

The Wonder Dome - OurHouseKC

1815 W 39th St - @ourhouse_kc

The Wonder Dome is coming back…and it’s going to be more magical than ever! We are booking out our live music for the Dome, finalizing our drink menus, and of course, our amazing food will be available as well.

Overland Park

Overland Park Arboretum & Botanical Gardens - 8909 W 179th St - @oparboretum

Luminary Walk

Nov 24 & 25, Dec 1 & 2, 7-9, 15 & 16, 5-9 pm (last entry at 8 pm)

Take a stroll along the lit pathways to experience the magical Gnome and Fairy Villages, Marder Garden by candlelight, and the colorful Children's Garden, and enjoy musical performances throughout. Families will enjoy photos with Santa, trains running in the Train Garden, and complimentary hot cider.

Adults-Only Candlelight Stroll

Thursday, Nov 30 & Dec 14, 5-9 pm (last entry at 8 pm)

The Adults-Only Candlelight Stroll is for those looking for a quieter Luminary Walk experience that still features the glow of candles through the woods, dazzling light displays, live musical performances, and enchanting gnome houses, all without children. 

Electric Glow 

Tuesdays and Wednesdays, Nov 28 & 29, Dec 5 & 6, 12 & 13, 19 & 20, 4:30-8 pm (last entry at 7 pm)

Enjoy a low-key version of the Luminary Walk where only the electric lights are on. No Santa, no candlelit woods, no musicians, no free cider, no trains running, and NO CROWDS. Capacity will be significantly limited on these nights, making them ideal for wandering through the lighted gardens and studying the intricate gnomes and fairy houses. 

Holiday Boutique - Overland Park Convention Center

6000 College Blvd - @overlandparkcc

Nov 16-19

The Holiday Boutique is a festive marketplace where you can shop for holiday gifts, see works from local artisans, experience holiday displays that will inspire your own decorations, and much more!

Holiday Lights on Farmstead Lane - Deanna Rose Children’s Farmstead

13800 Switzer Rd - @drcfarmstead

Nightly, Nov 23-Dec 31, 5-10 pm

Experience for free the enchantment of the season from the warmth of your car as you enjoy your favorite holiday tunes and watch a spectacular light show dance across the front entranceway of Deanna Rose Children’s Farmstead.

Nutcracker Tea Party - Fiorella’s Event Center

9000 W 137th St - @fiorellaskc

Saturday, Dec 2-Parties at 12 pm & 4 pm and Sunday, Dec 3-Parties at 11:30 am & 3:30 pm

Enjoy a family-friendly, one-hour version of the holiday classic, The Nutcracker Ballet, performed by Crescendo Conservatory, along with a delightful tea party. Dress up in your holiday best, shop the Nutcracker Boutique, nibble on delicious tea-party fare, and take in a magical holiday experience, all while raising funds for the Friends of Overland Park Arts. 

Holiday Market - Overland Park Farmers' Market

7950 Marty St - @opfarmersmarket

Saturday, Dec 2, 8 am-12 pm

Take advantage of an opportunity to shop at the Overland Park Farmer's Market for holiday gifts and goodies. Discover unique holiday gifts and delicious local treats while enjoying farm-fresh farmers' market finds.

Strolling Santa and Carollers - Park Place

11549 Ash Street - @parkplaceleawood

Saturdays: 11/18, 11/25, 12/2, 12/9, 12/16, & 12/23, 11 am-4 pm

Visit with Santa on Saturdays leading up to Christmas and enjoy our Dickens carolers as they create a nostalgic holiday shopping and dining experience. Bring your kids, pets, friends, and family for this free holiday fun! While you’re here, make a day of it at The Ice at Park Place (open daily mid-Nov - Feb 26), check out our shops, and dine at so many fun or fine restaurant dining options.

Holiday Open House - Louisburg Cider Mill

14730 K-68 Hwy - @louisburgcidermill

Nov 25 & Dec 2, 8 am-6 pm 

The Louisburg Cider Mill Country Store is all decked out for the holidays! Shop our Country Store for unique gift items, gift baskets, and delicious specialty food & drink products. Enjoy tasty samples, festive music, and the wonderful smells of the holidays as you shop.

Brunch with Santa - Pinstripes

13500 Nall Avenue - @pinstripesbbb

Saturdays & Sundays: 12/2 & 12/3, 12/9 & 12/10, 12/16 10 am-2 pm

Bring the family and snap a picture with Santa while enjoying your favorite brunch menu items at Pinstripes this holiday season at our Santa Brunch. A professional photographer is not provided, but guests are encouraged to take their holiday photos with Santa at no cost. Don’t forget to have your little ones bring in their letter to Santa while visiting for Santa Brunch! 

Nutcracker Nights - Strang Reserve

8020 Marty Street - @strangreserve

Dec 7, 6-9 pm

Start your holiday season in festive Downtown Overland Park with Nutcracker Nights at Strang Reserve! Ticket ($50 per person) includes one drink, light hors devours, interactive stations and a night you will not forget!

Winter Wonderland - KC Pumpkin Patch

13875 S Gardner Road - @kcpumpkinpatch

Friday, Nov 24, 5:30 pm - Tuesday, Dec 17, 9 pm

KC Pumpkin Patch & KC Wine Co’s ROCKIN’ holiday light experience is back and better than ever! Join us for some “walkin’ in a winter wonderland” at the farm where you’ll take in the sights and sounds of the holidays this year.

Jingle Bar Christmas Cocktail Pop-Up - KC Wine Co

13875 S Gardner Road - @kcwineco

Nov 24-Dec 17, Fridays 4-9 pm, Saturdays 4-9 pm, Sundays 4-9 pm

Join us as we transform the NEW Black Barn into a magical winter experience. Sip on specialty cocktails like Jingle Juice, snap share-worthy photos, and indulge in tasty vineyard snacks. 

Holiday Hideaway - Chicken N Pickle

5901 W 135th St - @chickennpicklesop

Nov 17-Nov 30

Escape to a winter wonderland this season at The Holiday Hideaway: A Chicken N Pickle Pop-Up Bar! Get ready for lodge vibes, breathtaking summit views, and the coziest atmosphere you’ve ever experienced. It’s time to sip, savor, and celebrate the season with us! The Holiday Hideaway is for guests 21+, each table reservation includes complimentary small bites. 

Holiday Candy Lane - Serendipity Farm & Vine

4674 W 183rd St Stilwell - @serendipity_farm_vine

Dec 1, 2, 8, 9, 15, & 16, 6-10 pm

Serendipity Farm and Vine is BACK with an amazing Holiday Pop Up 3 different weekends in December. Your $20 ticket reserves your table for the entire duration of the 4-hour event. Food and drinks are not included in the ticket price. We will have themed cocktails and a themed grazing board, along with our full wine and beer menu. Christmas Music Bingo will begin at 7:00 on Friday, December 1st. 

Prairie Village

Holiday Open House & Mayor Tree Lighting - Corinth Square

Mission Rd & W 83rd St - @corinth_square

Thursday, Nov 30, 6 pm

Join Santa and the Mayor to light the tree while you enjoy entertainment from Dancerz Unlimited, the Belinder Elementary choir, the Shawnee Mission East drumline, and Dickens carolers. And, ’tis the season for AMAZING deals - shop local and save big at our annual Holiday Open House with specials running all day.

The Shops of Prairie Village - 6920 Mission Rd - @theshopsofprairievillage

Holiday Open House

Thursday, Nov 30 

’Tis the season for AMAZING deals - shop local and save big at our annual Holiday Open House with specials running all day.

Santa Saturday

Saturday, Dec 10 am-12 pm

Meet Santa and take a photo with the jolly guy. Write a letter to Santa with help from RSVP in the Village to make sure he gets your list at The North Pole. Plus, get your whimsical caricature picture drawn and purchase hot cocoa and treats from Dolce Bakery. 

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