The Outward Bound Building

10/26/2026

10/24/2026

🎄 VENDORS WANTED! OUTWARD BOUND HOLIDAY MARKET! 🎄

We still have vendor openings for our 2026 Outward Bound Holiday Market, and we’d love to have you join us!

✨ AN INDOOR HOLIDAY MARKET IN THE HEART OF CHARLESTOWN!

We’re located between Greenway Park and City Square, surrounded by the beautiful holiday lights and festivities of downtown Charlestown! Enjoy the warmth and convenience of an indoor market while being right in the middle of the holiday excitement.

🎄 OPENING NIGHT: FRIDAY, NOVEMBER 27 – LIGHT UP CHARLESTOWN!

📅 November 27 – December 20, 2026
Thursdays, Fridays, Saturdays & Sundays
⏰ 5:00–8:30 PM

📍 Outward Bound Building
359 Market Street, Charlestown, IN 47111

🎁 INDOOR VENDOR SPACES START AT JUST $10! Prices are listed in registration form.

Booth fees range from $10–$25 per night, depending on the date or event. Spaces are approximately 8 feet by 8 feet. *limited larger spaces available*

A few extra perks for our vendors!

* Weekend vendors: Sign up for an entire weekend (Thur to Sun) and leave your booth set up throughout the weekend! No need to pack everything up each night.
* Full-market vendors: Vendors registering for all Holiday Market dates receive priority booth placement, with a discounted rate available for early payment.

**ALL TYPES OF VENDORS ARE WELCOME!**Handmade crafts, holiday gifts, boutique items, baked goods, vintage finds, resale items, comics, collectibles, and just about anything else!

Not sure if your products are a good fit? Send us an email and ask!

You can participate for one night, a full weekend, or the entire holiday market!

READY TO REGISTER? Visit the link IN THE COMMENTS the complete schedule, individual booth fees, payment options, and registration form.

Spaces are limited, so register early to secure your preferred dates!

Please share with vendors who might be interested. We look forward to celebrating the holiday season with you in downtown Charlestown!

Questions?? Email [email protected]

10/20/2026

We love seeing other organizations bringing vendors and the community together! If you’re looking for something to do this Saturday, stop by the Charlestown VFW Post 1427 for their Craft & Vendor Market!

Saturday, October 24, 2026

Time: 9 a.m. to 3 p.m.

Location: VFW Post 1427, 350 Harrison Street, Charlestown, Indiana

Support local vendors, get some early Christmas shopping done, and bring the kids for some early trick-or-treating! The VFW Auxiliary will also be serving chili.

Supporting local events and organizations helps keep our community connected!

10/20/2026

SAVE THE DATES! Our 2027 Pop-Up Markets Are Coming Back!

We're already looking ahead to another season of bringing local businesses, talented makers, delicious food, and our community together at Outward Bound!

Beginning in May 2027, we'll be hosting our Pop-Up Markets on the second Saturday of every month through September, from 4 to 8:30 p.m.

That's five evenings of shopping, discovering local businesses, enjoying good food, and spending time with friends and neighbors!

📅 Second Saturdays | May through September 2027

⏰ 4 to 8:30 p.m.

📍 Outward Bound Building
359 Market Street, Charlestown, Indiana

And that's not all! We'll also be sprinkling special events and pop-up markets throughout the year, giving everyone even more opportunities to shop local, discover new businesses, and connect with our community!

We're excited to continue growing these markets and creating opportunities for small businesses, home-based vendors, artists, and makers throughout our community.

Vendor registration will open in 2027, but if you'd like to be among the first to know when registration opens, send us an email to get on our vendor notification list! email [email protected]

10/14/2026

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Are you a local business owner serving the Charlestown community? We are working with Miguel Hampton of F5 Enterprises on a brochure highlighting local businesses and services for Charlestown residents. We’d love to hear from you and see you Monday. If you can’t make it, please email Jennifer Jennifer David at [email protected]

Send a message to learn more