Leavenworth Main Street hosts many types of events and activities throughout the year encouraging people to enjoy our historic downtown.
Alive After 5
First Thursday (except July is the 2nd Thursday) every month March-December in 2024. Each month is a theme and participating business will have a drink offering (alcoholic and non-alcoholic) and a 1-2 bite food offering complementing the theme. Essentially it is a walking Happy Hour.
There is a $15 adult ticket and $5 child(3-12) ticket can be purchased online or at the LMS office and maps picked up at the Leavenworth Main Street office the night of Alive After 5. Check the Leavenworth Main Street Facebook page or the Alive After 5 Facebook page for more information.
Alive After 5: Cinco & the Symphony, May 2 from 5-8pm
Get ready to win BIG at the Alive After 5 Cinco with the Symphony 50/50 Raffle! 
#CincoandtheSymphony #MainStreetRaffle #SupportLeavenworthMainStreet #AliveAfterFiveMainStreet
Leavenworth City Market
Join Us at the Leavenworth Main Street City Market! 
Main Street Build a Bouquet!
Saturday, May 11, 10 a.m. to 4 p.m. at participating shops
Embark on a whimsical journey of floral wonder at this year’s Main Street Build A Bouquet event! Each participant will receive a map of participating merchants. As the clock strikes 10 a.m., let the treasure hunt for the most exquisite stems begin! Wander through participating shops nestled in our historic streets, where a bountiful array of blooms awaits. From vibrant daisies to elegant sunflowers, there’s an abundance of choices to embody your heartfelt sentiments! Pick up your map and jar on May 11th beginning at 9:30am at Haymarket Square Pavilion.
Get ready to win BIG at the Main Street Build-A-Bouquet 50/50 Raffle!
Purchase your raffle tickets below and join in the excitement! The more tickets you buy, the greater your chances of winning big! 
Wine Tasting Adventure: Each participating store will be a treasure trove of flavors. Sample a velvety red, a crisp white, or perhaps a sparkling surprise. Discover hidden gems and raise your glass to the magic of Leavenworth.
Hors d’Oeuvres Delight: The air will be filled with tantalizing aromas as our Main Street Member merchants serve up delectable 2-3 bite mini hors d’oeuvres. From savory bites to sweet temptations, it’s a feast for the senses.
Tickets: A suggested donation of $15 for adults and just $5 for children (ages 3-12) opens the door to this unforgettable evening. Purchase your tickets online or visit our friendly Main Street office.DIY for Dad
Saturday, June 15, 10 am-4pm
DIY for Dad Leather Craft Event 
Location: Downtown Leavenworth, Kansas
Family Ticket (1 Adult + 1 Child): $10
Additional Child Ticket: $5
Summer Concert Series – Free at Haymarket Square
Saturday, July 13- The M80s, 7-10pm, FREE
September 14, October 12, 7 to 10 p.m.
Haymarket Square, 7th & Cherokee
Be sure to join in the fun! Concerts are sponsored by numerous businesses from the Leavenworth area. Food, beer and beverages for purchase. No coolers allowed.
Christmas in July!
July 1- 27th, 2024
Christmas in July! The Leavenworth Main Street $100 Giveaway
Event Date: July 1st – July 27th
Alive After 5 Snap and Shop Art Walk – August 1
$15 Adults $5 Children (3-12)
Moonlight Market and FREE Summer Concert
Saturday, September 14th – 3:00-10:00pm
Haymarket Square
Get ready for an unforgettable evening at the Moonlight Market and FREE Summer Concert Series! Haymarket Square and Cherokee Street will come alive with vibrant energy, fantastic music, and a bustling vendor fair!
Event Highlights: · Live Music: Enjoy electrifying performances by SNAFU, the Silas Dougan Band, and MOTION. These talented bands will keep you entertained with their diverse musical styles throughout the evening. ·
Vendor Fair: Explore a variety of unique artisanal products from local vendors. It’s the perfect opportunity to find one-of-a-kind items and support local businesses. ·
Food Trucks and Concessions: Satisfy your cravings with delicious offerings from a range of food trucks and concession stands. There’s something for everyone! ·
Food and Beverages: Food and beverages will be available for purchase, but please note that coolers are not allowed. Enjoy domestic and craft beer, wine and cocktails. This event is free and open to all ages, so bring your family and friends. Don’t miss out on this fantastic opportunity to enjoy live music, shop locally, and indulge in great food.
Register Now: Moonlight Market and Summer Concert Series – Leavenworth Main Street
**Date:** October 12, 2024
**Time:** 1:00 PM – 10:00 PM
**Location:** Historic Downtown Leavenworth, Kansas
Jeep Parade & Shine N Show Competition– Parade Start: 1:00 PM
– Route: Through the charming streets of historic downtown Leavenworth
– Special Feature: Kids’ Powerwheel Electric Jeep Parade and Shine Contest
Outdoor Concert Series– Live Bands: Rock out with three amazing bands from 3:00 PM to 10:00 PM
– Genres: Classic rock, modern rock, and everything in between
Food Trucks & Vendor Fair– Delicious Eats: A variety of food trucks offering mouth-watering options
– Vendor Fair: Explore event merch and unique products perfect for #JeepLife from local vendors
Judged Categories & Awards– Shine N Show: Compete in various categories for the best-looking Jeep
– Other Contests: Fun and engaging judged categories throughout the day and night!
Pre-Event Party – Make it a getaway holiday!– Date: October 11, 2024
– Time: 5-8pm
– Details: Meet fellow Jeep enthusiasts who will be showing and get ready for the big day over Kansas brewed craft beer and amazing food!
**Free Community Event** Historic Downtown Leavenworth, KS
Safe Trick or Treat
Safe Trick-or-Treat in Downtown Leavenworth! Join us on Saturday, October 26th from 10 AM – 4 PM for a spooktacular time! Stroll through downtown and stop by participating stores for trick-or-treating fun. No map needed! This event is open to all stores, not just those on Main Street. Participating businesses will be decorated and ready to welcome you in for treats. Look for posts from your favorite spots on Facebook! We can’t wait to see all the creative costumes!
Saturday, October 26th | 10 AM – 4 PMLook for stores displaying a Find Your Boo Flyer and hunt for 3 hidden little ghosts to unlock exclusive in-store specials! Each store has different offers, so happy hunting!
Visit 10 participating stores throughout October, collect stamps, and turn in your Boo Card at 416 Cherokee St by October 30th to enter for a chance to WIN $100 in Main Street Bucks!
Get your Bingo Card at participating stores, and don’t forget to turn in your card before October 31st. The winner will be announced on Halloween!
Join us for the Pumpkin Carving and Drawing Competition on October 26th from 12 PM – 2 PM at the VFW (519 Cherokee St, Leavenworth)! Sponsored by Lamborn Farms and the VFW, this event is perfect for all ages to show off their creativity! Carve or draw your favorite spooky design, and then get ready for a Facebook contest starting that afternoon!
Here’s how it works:
• There will be two categories: Carved Pumpkins and Pumpkin Drawings.
• Each entry will have a name attached, and it’s up to the people of Facebook to vote by liking or reacting to their favorite!
• The entries with the most likes/reactions in each category by Halloween will win the contest!
Winners in both categories will receive a Boo Basket filled with goodies and $25 in Main Street Bucks! The baskets can be picked up at the Main Street office.Let’s make this Halloween even more fun! Don’t miss out on the creativity and excitement!
VFW, 519 Cherokee St, Leavenworth, KS
Holiday Open House
Saturday, Nov. 2: 10 a.m. to 4 p.m.
Join us for our annual Holiday Open House and Ornament Giveaway on November 2nd from 10 AM to 4 PM in downtown Leavenworth!
Annual Ornament Giveaway:Maps available to the first 200 people.
One map per family.
Must be in line to claim a map.
Map pick-up begins at 9:30 AM at the Leavenworth Main Street office.
Last map will be handed out at 2pm or while maps are available.
There will be a green map and a red map, each with 11 participating stores and ornaments.
Veterans Day VIP Reception
Monday, November 11: immediately following the Leavenworth Veterans Day Parade join us for a VIP reception with refreshments in honor of our Veterans, lower level of Exchange National Bank, 630 Delaware.
Small Business Saturday/Shop Small Saturday or The Miracle on Main Street
Saturday, Nov. 30
Support local businesses by shopping small on Small Business Saturday. For every $25 you spend at participating businesses receive a ticket toward the drawing!
A Christmas Story FREE Family Event: Enjoy a heartwarming evening with your loved ones.
Alive After 5 Annual Winter Wine Walk (21+): Sip, stroll, and savor the season with our delightful wine walk.
In-Store Promotions: Discover amazing deals and special offers throughout our shops.
And so much more!
THINGS YOU CAN DO ANYTIME DOWNTOWN!
ART WALK Shawnee Street– (Click the link to download the map) We have curated a variety of art found up and down Shawnee Street. Our map will allow you to explore Shawnee’s Art Walk and learn about the history behind some of the more prominent pieces. (From the comfort of your own home!) And, when some of the social distancing guidelines are lifted, come down and “Walk the Walk” downtown Leavenworth! *This doesn’t represent all of the wonderful murals downtown, but it gets you started! Take a look at our video below to see some of the creations by talented local artists.
Wayfinding Tour
The City of Leavenworth offers visitors a unique opportunity to learn about exciting people, places and events that contribute to Leavenworth’s storied past. You can walk or drive this self-guided tour. Each wayside stop displays both a graphics and audio element that helps tell the story of Leavenworth. Click for the brochure courtesy of the City of Leavenworth.