UPCOMING EVENTS
UPCOMING EVENTS
2nd Annual Spring Kickoff! at Mt. Trashmore
Saturday March 21st & Sunday March 22nd, 2026
Mt. Trashmore Park, Virginia Beach
10 am - 4 pm
FREE ENTRY
Last spring was unreal — tons of local makers, food trucks, live music, all-ages games, massive raffles, and THOUSANDS of people showing up to shop small, support local, and just have a ridiculously good time together. So naturally… we’re doing it again — and then some!
What to expect this year:
• 50+ local makers & small businesses (handmade, handpicked, and truly one-of-a-kind)
• Food trucks serving up the good stuff
• Live music BOTH DAYS
• Our fan-favorite The Wandering Makers contests & games — all ages, all fun:
– Potato Sack Race
– Hula Hoop Contest
– Hot Potato
Each contest features a gift card prize to spend with our vendors — money going straight back into the local community
• The return of the Wandering Library
• Plus, the TWM original you all know and love : The Wandering Rose Game! Find one of our hidden Wandering Roses during the event and turn it in for a prize!
• Plenty of space to relax, explore, play, and enjoy Mount Trashmore with friends, family, and pups on leashes
Let’s talk about the raffles — because they’re kind of a BIG deal
This year, since it’s a two-day event, we’re doubling down:
• FOUR total raffle prize baskets
• Two winners on Saturday + two winners on Sunday
• Each basket is packed with items donated by our vendors — meaning you could win goodies from dozens of small businesses in one shot
Even better?
It's the TWM-original SHOP-TO-WIN RAFFLE! Every time you make a purchase with one of our vendors, you earn a FREE raffle entry. Shop local = more chances to win. (Raffle tickets will also be available for purchase.)
Each day has its own raffle drawings, so coming both days means even more chances to win — and more time to fully soak it all in! Miss something Saturday? Come back Sunday. Can only make one day? You're still getting the full TWM experience!
This event is what The Wandering Makers is all about:
Community. Creativity. Supporting creatives and small businesses. Having FUN together!
Whether you’re a longtime The Wandering Makers fan or discovering us for the first time — THIS is the perfect way to kick off spring!
Mark your calendar, invite your people, and come wander with us at Mount Trashmore!
This event is sponsored by Westgate Resorts. These incredible events would not be possible without support from our sponsors, and we are beyond grateful for each one!
Curious about sponsoring? Head to the Sponsorships page to send us a message!
Summer Bash!
Saturday August 8, 2026
Mt. Trashmore Park, Virginia Beach, VA
10 am - 4 pM
FREE ENTRY
Ready to wander with us again this summer?! US TOO!!
Join us for a full day of summer fun, community connection, and small-business love at Summer Bash at Mount Trashmore! This one-day outdoor market brings together local makers, artisans, food trucks, live music, and interactive activities for all ages — all set against the iconic backdrop of VB’s own Mount Trashmore!
What to expect:
• A curated lineup of local artisans, makers, and small businesses
• Food trucks serving up delicious bites
• Live music throughout the day
• Prizes, giveaways, and gift cards
• Family-friendly fun for all ages
And of course, our CAN’T MISS, fan-favorite activities & games:
• The Wandering Rose Game – Find a hidden rose, bring it to The Wandering Makers table, and win a prize (one per guest!)
• The Wandering Library – Our free, donation-based community library where you can bring or take books, puzzles, and games
• Our famous Shop-to-Win Raffle – Earn a raffle ticket with every purchase from a participating vendor for a chance to win one of two artisan-filled prize baskets
• Crowd-pleasing contests like the potato sack race, hula hoop challenge, and a brand-new summer water toss game — all with prizes!
All activities and prizes are completely free to play, all-ages, and designed to bring people together the way you’ve come to expect from The Wandering Makers!
This event is about celebrating creativity, supporting small businesses, and making memories with your community. Whether you’re shopping, playing, dancing, or just soaking up the vibes — there’s something here for everyone!
Summer Bash is produced with support from our amazing sponsor, Westgate Resorts!
Interested in sponsoring Summer Bash? Head to the Sponsorships page!
We love partnering with local businesses and organizations to help make these awesome community events possible!
3rd Annual Fall Fest
Saturday Sept 19 & Sunday Sept 20, 2026
Mt. Trashmore Park, Virginia Beach
10 am - 4 pm
FREE ENTRY
After two wildly successful Fall Fests that completely filled Mount Trashmore from morning to night with thousands of people, nonstop energy, and an overwhelming show of support for local businesses, we knew one thing for sure…
We had to bring it back.
And we had to make it TWO DAYS.
So here we are — returning to Mount Trashmore for our THIRD ANNUAL Fall Fest, and doing it bigger and better than ever! This event has become a true community favorite, and we cannot wait to do it all over again!
What Fall Fest is all about:
• A super-talented lineup of local makers, artists, and small businesses
• An incredible crew of food trucks
• Live music throughout both days
• Games, contests, raffles, and interactive fun
• A park buzzing with community, connection, and fall vibes
This isn’t just a market — it’s an experience. One where you can shop, play, win, dance, eat, and hang out all day long!
Don’t miss out on our Fall Fest games and crowd-favorite activities:
• Hot Potunkin — our fan-favorite fall twist on Hot Potato! (You can thank one of our clever Fall Fest ‘24 guests for that name) It’s loud, chaotic, hilarious, and always a hit!
• Potato Sack Races — classic fun for all ages
• Hula Hoop Contest — show off your skills and win bragging rights (and prizes)
• The Wandering Rose Game — find one, win a prize!
• The Wandering Library — our AWESOME community library - bring the books and games you’d like to donate! Take home something new to love!
AND, our Contest Winners get TWM Gift Cards!
Winners of Hot Potunkin, Potato Sack Races, and the Hula Hoop Contest get gift cards to shop ANY of the businesses and artists you see at the event!
And of course, it’s not a TWM event without our ORIGINAL SHOP-TO-WIN RAFFLE!
Every purchase you make earns you a FREE raffle entry! It’s our way of rewarding you for supporting local! (Raffle tickets will also be available for purchase!)
Each day has its own raffle drawings, so coming both days means…EIGHT chances to win that drawing — and more time to fully soak it all in! Miss something Saturday? Come back Sunday. Can only make one day? You’re still getting the full Wandering Makers experience.
• Free to attend
• Family-friendly
• Pet-friendly (leashed)
Fall Fest has become one of our most anticipated events of the year, and this third year is shaping up to be another one for the books!
Come for an hour or stay all day!
Mark your calendar, invite your crew, and let us show you how we do community!
Fall Fest at Mount Trashmore is BACK — and we can’t wait to see you there!
Fall Fest 2026 is sponsored by Westgate Resorts! Interested in sponsoring? Head to the Sponsorships page and send us a message!