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Waynesboro Downtown Development Inc

Waynesboro Downtown Development Inc revitalizes and promotes downtown Waynesboro by enhancing economic growth, supporting local businesses, and fostering community engagement through events and initiatives that celebrate the area's unique culture.

Join us downtown for a holiday fun run/walk that&#39;s open to all ages and pay what you will! It&#39;s &frac34; of a mile out and &frac34; of a mile back, for a grand total of 1.5 miles. That&#39;s roughly half a 5K, so no need to train, just bring your friends and enjoy a morning walk or run on the Greenway. All participants receive a Santa hat, participants 21+ get a Wassail Trail passport and those under 21 will get a Kids Wassail passport!&nbsp; Dress up as Santa, your favorite character from &#39;The Grinch&#39;, or whatever gets you in the holiday spirit so you can enjoy a full day of activities at Winterfest! So, register now to run, walk, or jog for a fun way to kick off the holiday season. &nbsp; Never wassailed before? Wassail is a traditional holiday drink, typically made with warm spiced cider, and wassailing is the centuries-old tradition of gathering, drinking, and spreading good cheer. So, after the run, keep the festivities going with the Winterfest Wassail Trail, featuring alcoholic and nonalcoholic holiday drinks at participating downtown businesses. Thanks to Destination Downtown Waynesboro&#39;s designated outdoor refreshment area (DORA), you can enjoy your drinks while strolling through downtown. Grab your friends, do a little holiday shopping, and make a festive bar crawl out of it! Your registration supports Destination Downtown Waynesboro as we boost local shops, celebrate our historic streets, and keep downtown a welcoming gathering place for everyone.&nbsp; Sign up, invite a friend, and help keep our downtown active and thriving&mdash;one step (and one toddy) at a time.

Trot & Toddy Fun Run/Walk

Kick off the holiday season with the Winterfest Cookie Trail! Get your ticket now (limited tickets available) and pick up your Winterfest Cookie Trail bag on November 28 starting at 11 am at the DDW Info Booth, 503 W Main Street. Stroll around Downtown Waynesboro and pick up individually wrapped holiday cookies at 13 different businesses while you shop, sip, and dine and end up with a baker&#39;s dozen of delicious, decorated cookies! <img height="16" width="16" alt="❄️" src="https://static.xx.fbcdn.net/images/emoji.php/v9/t2e/1/16/2744.png" id="isPasted" fr-original-style="" fr-original-class="fr-draggable" style="cursor: pointer; padding: 0px 1px; user-select: none; max-width: 100%; position: relative; box-sizing: inherit;"><img height="16" width="16" alt="🎄" src="https://static.xx.fbcdn.net/images/emoji.php/v9/t7/1/16/1f384.png" fr-original-style="" fr-original-class="fr-draggable" style="cursor: pointer; padding: 0px 1px; user-select: none; max-width: 100%; position: relative; box-sizing: inherit;"><img height="16" width="16" alt="🍪" src="https://static.xx.fbcdn.net/images/emoji.php/v9/t76/1/16/1f36a.png" fr-original-style="" fr-original-class="fr-draggable" style="cursor: pointer; padding: 0px 1px; user-select: none; max-width: 100%; position: relative; box-sizing: inherit;"> Participating businesses: Boutique in the Boro adorn. Rusticae Augusta County Rail Road Museum Shenandoah Valley Art Center (South Wayne Ave) The Russell Museum The French Press Initial Inspiration Stone Soup Books Shelf Indulgence Crack O&#39;Dawn and more!

Cookie Trail

What the heck is wassail, anyway? Glad you asked! Wassail is a traditional holiday drink usually made with warm, spiced cider, and wassailing is an old English tradition involving drinking, singing, and spreading a little holiday cheer, typically outside. Frankly, I think they were onto something. And we&#39;re bringing the tradition to downtown Waynesboro for the third year with our Winterfest Wassail Trail! Grab your friends and make your way through participating downtown businesses, sampling their own versions of wassail along the way. Some will be alcoholic, some won&#39;t, and you&#39;ll get to vote for your favoriteSince downtown is a designated outdoor refreshment area (DORA), you can take your drink with you! Enjoy a little holiday shopping, support our local businesses, and turn your wassailing adventure into a festive downtown bar crawl. Must be 21 or older to participate in the Wassail Trail.

Winterfest Wassail Trail

Get ready for a royal holiday treat! <img height="16" width="16" alt="✨" src="https://static.xx.fbcdn.net/images/emoji.php/v9/tf4/1/16/2728.png" id="isPasted" fr-original-style="" fr-original-class="fr-draggable" style="cursor: pointer; padding: 0px 1px; user-select: none; max-width: 100%; position: relative; box-sizing: inherit;"> Meet your favorite winter princesses at the Russell Museum one hour before the Winterfest festivities begin. Little princes and princesses can sip hot cocoa, have some cookies, and enjoy songs straight from the castle. Each child will receive a winter magic crown and wand. Don&rsquo;t miss the sing-a-long with the princesses before they head off to spread more cheer downtown!<img height="16" width="16" alt="🎄" src="https://static.xx.fbcdn.net/images/emoji.php/v9/t7/1/16/1f384.png" fr-original-style="" fr-original-class="fr-draggable" style="cursor: pointer; padding: 0px 1px; user-select: none; max-width: 100%; position: relative; box-sizing: inherit;"> When: November 28 from 10-11:00 am &mdash; one hour before Winterfest! <img height="16" width="16" alt="📍" src="https://static.xx.fbcdn.net/images/emoji.php/v9/t2d/1/16/1f4cd.png" fr-original-style="" fr-original-class="fr-draggable" style="cursor: pointer; padding: 0px 1px; user-select: none; max-width: 100%; position: relative; box-sizing: inherit;"> Where: The Russell Museum, Downtown Waynesboro <img height="16" width="16" alt="🍪" src="https://static.xx.fbcdn.net/images/emoji.php/v9/t76/1/16/1f36a.png" fr-original-style="" fr-original-class="fr-draggable" style="cursor: pointer; padding: 0px 1px; user-select: none; max-width: 100%; position: relative; box-sizing: inherit;">&nbsp;Includes: Cookies, cocoa, winter magic crown and wand, and sing-a-long fun! Bring your camera, your holiday spirit, and your biggest smiles! Photography Release: By purchasing a ticket to this event, you consent to Destination Downtown Waynesboro (DDW) and Character Connections photographing you and/or your child and using those images for promotional and marketing purposes, including social media, websites, and printed materials. Photos will not be used for AI-generated content or AI image manipulation.

Waynesboro Downtown Development Inc

Waynesboro Downtown Development Inc

Upcoming events

Events

Get your tickets

Trot & Toddy Fun Run/Walk

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Cookie Trail

Get your tickets

Winterfest Wassail Trail

Get your tickets

Cookies and Cocoa with the Princesses

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Upcoming events

Events

Get your tickets

Trot & Toddy Fun Run/Walk

Get your tickets

Cookie Trail

Get your tickets

Winterfest Wassail Trail

Get your tickets

Cookies and Cocoa with the Princesses

Powered by

Waynesboro Downtown Development Inc