2024 Leavenworth Main Street Events

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 participate, tickets 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.

May 2-Cinco & the Symphony, May 2 from 5-8pm
Click for Facebook Event

The upcoming May Alive After 5 event promises a delightful treat celebrating Cinco de Mayo with “Cinco and the Symphony”! We’re thrilled to announce our partnership with LV Arts for this month’s festivities. Join us for a special fundraiser supporting Leavenworth Main Street and indulge in themed food and drinks offered by participating downtown merchants! Alive After 5 is from 5-8pm with after parties at local establishments.

$15 suggested donation for adults https://swipesimple.com/links/lnk_2b34638b

$5 suggested donation for children 3-12 https://swipesimple.com/links/lnk_aafc3b16

Join in the fun of our new monthly raffle and split the pot! Purchase your 50/50 raffle ticket chance at: https://swipesimple.com/links/lnk_5f83c1fe

June 6*- Summer Wine Walk (& Live outdoor street entertainment)
July 11 (Second Thursday)-Summer Cool Down (& Live outdoor street entertainment)
August 1*-Craft Beer Crawl (& Live outdoor street entertainment)
September 5- Putt Putt Strut
October 3- Zombie Crawl
November 7- Time to Tailgate
December 5*-Winter Wine Walk

*You MUST be 21 years old to buy a ticket and participate this month.

Leavenworth City Market
Second Saturdays May through October: May 11, June 8, July 13, Aug 10, Sept. 14 & Oct. 12, 8 a.m. to Noon
Haymarket Square, 7th and Cherokee
Come on down to browse and shop for a variety of great stuff!
Vendor applications can be submitted @ 416 Cherokee in the Main Street office. The City Market is a Rain or Shine event.

Build a Bouquet! 
Saturday, May 11, 10 a.m. to 4 p.m. at participating shops
An interactive day with merchants that results in a beautiful floral arrangement for Mom. The cost is $10 to participate.

Free Outdoor Summer Concert Series
Saturday, July 13- “Down on Mainstreet” weekend
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. Look for bands and restaurant announcements in late spring! Family friendly!  Food, beer and beverages for purchase. No coolers allowed.

DIY for Dad
Saturday, June 15, 10 am-2pm
An interactive walk-through downtown. Visit participating merchants and make a card, make a key fob, take a picture at our photo booth, make a keepsake handprint and put it all in a nice gift bag for dad. Map and bag hand out begins at 9:45. You must be in line with an adult to pick up a map.

Sidewalk Sales
July 11, 12 & 13: 10 a.m. to 4:00 p.m.
Cherokee, Delaware, and Shawnee streets
The biggest sales of the year, Broadway to the river.  Look for tables outside in front of your favorite shops! With so many great shops participating it is hard to keep a fair list updated! If you have a favorite shop call and find out if they are participating!

Christmas in July! 
July 27
Participating businesses offering fun midyear specials! And Leavenworth Main Street is giving away $1000! for every $20 you spend at a participating business receive a ticket toward the drawing! 10- $100 Bundles of Main Street Bucks’.

Downtown Loft Tour- September 7
What does the view look like from the 2nd floor? On this one-of-a-kind tour check out what 2nd floor downtown living looks like in 8+ lofts downtown. Tickets are available for purchase from the Leavenworth Main Street office or on our website closer to the event.

Safe Trick or Treat
Saturday, October 26: 10 a.m. to 2 p.m.
Trick-or-treat at participating downtown businesses.

Holiday Open House 
Saturday, Nov. 2: 10 a.m. to 4 p.m.
Kick off the holiday shopping season with special activities that capture the Christmas spirit! Music, carriage rides, special events around town! The first 200 customers receive a map and collect ornaments at participating stores. No participation fees.

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. Participating businesses will have specials and giveaways! Leavenworth Main Street is giving 10- $100 bundles of Main Street bucks away! For every $25 you spend at participating businesses receive a ticket toward the drawing!

Festival of Trees- December 1- December 21 
Walk around town and see how the shops and restaurants have decorated their Christmas Trees. Pick up you Tree guide at 416 Cherokee St. Beginning December 1.  Vote on your favorite 3 and turn in your guide by December 20! We will award the top choices 1st, 2nd, and 3rd cash awards!

Rockin’ Around the Christmas Tree- December 1-23, Get your tree stamped for a chance to win Main Street Bucks!

Storefront Holiday Displays- December 1- December 21 
In conjunction with the Leavenworth CVB store windows are voted on and top choices for 1st, 2nd, and 3rd win cash awards! Be sure to walk around town and see how the shops and restaurants have decorated their storefront windows for the holidays!

Reindeer Romp
Saturday, December 7, 10-2pm
Are you ready to meet Rudolph! Come out to our 3rd Annual Reindeer Romp1 This is not a 5k run! It’s a nice walk around town while you take part in the Reindeer Games! This is a free event! Map handout will begin at 9:45. YOU MUST BE IN LINE with an adult to pick up a map. Music, crafts, food, plus some other fun!


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. 

Upcoming Events