Wintertide

The Highland Center's Annual Wintertide Vendor Market
61 Highland Center Drive, Monterey
10 am - 4 pm • Wintertide Market with Local Vendors, Kids' Activities, and Seasonal Food
11 am - 1 pm • Visit with Santa
11 am - 1 pm • Chili and Grilled Cheese from Claire's Cakes & Cafe
11 am - 3 pm • Stop by and say hello to the 2024 Maple Queen Court in the Kid's Activity Area!

Interested in being a vendor at the Wintertide Market?  Click here for the application and full details!

Special thanks to Blue Grass Valley Bank for sponsoring the Christmas tree!
Special thanks to Highland Children's House for decorations for the tree!

 

Highland County Christmas Parade
Begins at the VDOT Parking lot at 1005 Fleisher Avenue in Monterey through downtown Main Street and Spruce Street to completion at The Highland Center
5 pm • The Highland County Recreation Commission is hosting this festive event, following by all kinds of fun on the Courthouse Lawn and Main Street Monterey afterwards! Email hcrc@highlandcountyrecreation.org to participate with a float!

After Parade Christmas Party on Main Street
Stick around downtown Monterey after the parade for so much fun, including:

• Meet and greet with storytelling from Santa on the Courthouse Lawn
• DJ AK Lion: Christmas music on The Curly Maple balcony
• Highland County Girl Scouts selling hot chocolate
• Highland County Recreation Commission selling Christmas Trees on a first-come, first-serve basis
• Highland FFA selling real greenery homemade wreaths from 5 - 7 pm at Courthouse Lawn (10 inches = $10; 16 inches = $15; 18 inches = $20)
• Ugly Sweater Contest

 

Back Creek Farms
7781 Upper Back Creek Road, Monterey
10 am - 5 pm
A unique shopping experience showcasing our amazing infused and barrel-aged maple syrups, and a gift shop full of delightful things!  Come for refreshments and Christmas joy!

 

Big Fish Cider, Co.
59 Spruce Street, Monterey
Regular Hours from 2 - 7 pm • Wintertide Trivia Night from 7 - 9 pm
Drop by Saturday for a free cup of hot mulled cider (nonalcoholic), and pick up unique Highland County gifts like local maple syrup, honey, and, of course, award-winning cider!  (Don't forget trivia night from 4 - 7 pm the previous Thursday, 12/5!)

PLUS! Wintertide will have its own Trivia Night this year! Enjoy Wintertide Trivia Night on Saturday, December 7th starting at 7 pm.  This is a fundraiser for the Highland County Humane Society!
$10 entrance fee, with a welcome glass of cider (alcoholic for 21+ or nonalcoholic) provided each person.  Snacks will be available.  Plus, the winning team will receive a grand prize.
Rules: teams up to 4 people, no cellphones, and have fun!  Limited space available.
Trivia will start at 7 pm for roughly 90 minutes or so.  Big Fish Cider will be open until 9 pm.
Come on out and support a great group of volunteers, and our animal community as well!
Stay updated at https://www.facebook.com/events/1092551072518002.

 

Charles Pinckney Jones House Museum
144 West Main Street, Monterey
10 am - 7 pm
Enjoy Highland County's newest museum decorated for Christmas!

 

Claire's Cakes & Cafe
107 West Main Street, Monterey
9 am - 2 pm
Breakfast, lunch, baked goods, cakes, coffee, and catering with seasonal offerings!

 

Ginseng Mountain Farm & Store
6359 Potomac River Road, Blue Grass
12 - 5 pm
Enjoy goodies while you shop and draw a 5% - 15% discount!  Shop for grass fed beef, lamb and sheepskins from our farm, 2025 Wolf Creek Calendars, candles, braided rugs, books for country living, local maple syrup, honey, sauces, wool earmuffs, scarves, hats, dusters, baskets, snowflakes, glass sun catchers, wreathes, kissing balls, and Christmas decorations.

 

Highland County Department of Social Services Angel Tree
158 Courthouse Lane
Monday - Friday between 8:30 and 4:30 pm
***UPDATE: 11/22/24: ALL ANGELS HAVE BEEN CLAIMED. THANK YOU EVERYONE FOR YOUR GENEROSITY.  Stop by the Highland County Department of Social Service's office at 158 Courthouse Lane in Monterey Monday - Friday between 8:30 am to 4:30 pm to pick up an Adult or Child Angel WHILE THEY LAST!  Gifts are due back to Highland DSS December 9th; instructions and wish list included in the envelope.  Please call Hannah Murray at 540-468-2199 ext. 307 with any questions.

 

Highland Inn Revitalization Project
114 West Main Street, Monterey
10 am - 6 pm
Join Board Members of the Blue Grass Resource Center at their office just west of the Farm Bureau at 114 W. Main Street for light refreshments and updates on Phase II of this historic project!

 

Highland County Visitor Center
27 West Main Street, Monterey
11 am - 9 pm
Browse Highland County info, and check out our one-of-kind maple syrup themed brochure display, located in the Highlander!

 

The Rock Shop at Heart and Soul
127 West Main Street, Monterey
10 am - 7 pm
We will have all our regular shop options, including gemstone mining for the kids, Western clothing, purses & hats, handmade rustic woodwork, acrylic & epoxy handmade items, and jewelry of all styles.  We will also have a few NEW things open!!!  Check out our custom t-shirt bar, as well as the additions of coffee, hot chocolate, spiced cider, and herbal teas to the shop!  In addition, we will have our annual Holiday Open House from 3 - 7 pm where visitors can purchase specials on massage gift certificates.

 

Sugar Tree Country Store
185 Mansion House Road, McDowell
10 am - 5 pm
Check out this unique country store with a great selection of gifts for all ages!

 

Twice is Nice
168 West Main Street, Monterey
10 am - 7 pm
Stop by this family clothing thrift store that benefits the Highland Medical Center for a special gift!

 

Spread holiday cheer with the entire family throughout December by entering the following!
• Highland County Recreation Commission's Holiday Lights Contest - Click here for full details!

 

If you're in Highland County, don't forget to check out our Barn Quilt Trail. Check out all our Chamber members and discover other things to do no matter the season!

Learn more about Virginia events at www.virginia.org.