Make Melodic Memories with Classic Caroling

Picture this -  you’ve finished all your holiday shopping, you find festive food amidst thousands of lights, and then carolers start to serenade.

Sound like a picture-perfect Saturday this holiday season? Then use our guide to make melodic memories that will last you all year round.

Carolers singing on Saturdays starting at 5 PM
December 9 - Patrick Henry YMCA Singers

December 16 - Patrick Henry High School Choir

December 23 - John C. Alley


The Route

5 PM - Ashland Town Hall

5:30 PM- Ashland Branch Library Plaza

6 PM - Changing Reins

6:30 PM - Henry Clay Inn

7 PM - Ashland Town Hall


Listen Live from

The Caboose Market and Cafe

The Depot

The Henry Clay Inn

The Iron Horse Restaurant

Origin Beer Lab

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JOIN US

Commemorate the season and support a vibrant new year in the Center of the Universe.

Get a free Light Up the Tracks ornament when you become a VIP Member of Downtown Ashland Association.

Or purchase an ornament at Caravati's Architectural Salvage now through January 1.

Holiday Cheer Unveiled: Your Ashland Christmas Market Directory

📸 Robert Pfiefer

'Tis the season to shop, dine, and be merry! Saturday, December 2 from 11 - 4 PM over 60 local artists and makers will showcase their talents at Ashland Christmas Market. Jingle all the way with sidewalk sales, lively holiday tunes, four food trucks, and 18 local eateries.  

Come rain or shine, this seasonal shopping celebration is free, accessible, and open to the public. We’ve made our list and checked it twice so you can find everything nice in our Ashland Christmas Market Directory below.

Downtown Ashland Shops:

• Hickory Creek Antiques

• Thrill of the Hunt

• Caravati's Architectural Salvage

• Ashland Meat Company

• Ashland Haunted History Tours

• RED VEIN Escape

• Fin & Feather of Ashland

• Bell, Book & Candle

• Tiny Tim's Trains & Toys

• Changing Reins

• Center of the Yarniverse

• Ashland Museum

• Wagner Jewellers

• Refunkit

• The Shop at 112

Downtown Ashland Eateries:

• Ashland Sports Page

• Casa Herradura Family Mexican Restaurant

• Top's China

• Andy's Restaurant & Lounge

• Ashland Theatre

• sweetFrog

• College Corner

• Sugar Fix Bakery

• Henry Clay Inn

• Homemades by Suzanne

• Iron Horse Restaurant

• Ashland Meat Company

• The Depot

• Origin Beer Lab

• Caboose Market & Cafe

• Trackside Kitchen and Wine

• Ban Thai Noodle Restaurant

121 Thompson Street

• Live music by Free Jambalaya and friends 

• James River Cellars Winery

• Sweet Heat Candles

• Cedar Lane

• MOUNTAIN ROAD SOAP COMPANY, LLC

• LexiCon Designs

• Gema Crystal Jewelry

• Savory LLC

• Lady Madonna Pottery

• Kreative Gifts by S & K

• Meadowgate Alpacas

• Fever Dream Forge

• Cadbury's Keepsakes

• Donovan Apiaries

• TBS Dream Designs

• TORI RADDAY

• Farmview Creamery

• Bikini Panini LLC

108 Robinson Street 

• Qi Mind Body

• The Love of Crochet Plus

• Part-Time Cryptid

• KP Jenkins Jewelry and Fine Art

• Little Ghost Co.

107 S. Railroad Avenue 

• Shop Siesta

• Carolyn!

• Adam's Woodworking

• Immagine' LLC

• Heavenly Expressions by Crystal

• DayLily Acres

The Hanover Bank Building

• Your Path Counseling Center

• Root Modern Dentistry

Ashland Town Center

• Hang It Up RVA

• MOMS VA K9 RESCUE

• World’s Mini Bazaar

• Creations of A. Kiss LLC

• jiji frozen custard

307 England Street

• Rooted Boutique

• Sweet Cheeks Candle Company

• Momma J's Treasures

• Peery's Plant Co

• Knights of Columbus

• Rich Earth Farm

• Boozy Bundt Cocktail Cakes

• Whiskerful

• Toad Hill Goods

• Sperlazza Pottery

• All Things Mental Health by Ashley

• ZOË

• Hellenic Kouizina Greek Cafe

315 England St, Ashland, VA 23005

• Thrill of the Hunt

• Ostara’s Hollow Candles

• The Cutting Garden Sweet Rolls by Leah

• Whispering Springs Farms

• Crafts by Toni 

• Created by Catherine

• Fireworx Leather

• Handmade Greeting Card Factory

• J's Gemstones

• K Squared Beading

• Lighter Moments

• Lucky Lotus

• Little Jewel

• Macher Creations Pottery

• Pottery by Kris

• Sapphire Ceramics

• The Chosen Styles 

• The Gilded Magnolia 

• Tiara Nicole Candles

• The Local Cup 

201 England Street

• PinPaalz

• Spring Farm Window Works

• Pawfect Sweets LLC

How to Give the Gift of Growth to Downtown Ashland this Giving Tuesday

Downtown Ashland Association is on a mission to make Ashland’s future vibrant! This Giving Tuesday, we're not just asking for support; we're inviting you to become a VIP (Very Important Partner) and spread the joy of giving throughout our community.

🎉 BECOME A VIP MEMBER - YOUR TICKET TO COMMUNITY CHEER!

Support our mission and unwrap the exclusive perks of being a Downtown Ashland Association VIP:

🎟️ Two tickets to the fabulous annual Toast of Downtown reception

🛍️ A delightful coupon packet from your favorite Downtown Ashland businesses

🕰️ Early bird ticket access to Downtown Ashland can't-miss events

❤️ An exclusive I ♥ Ashland vinyl sticker pack

📧 Receive the Get Centered monthly email newsletter to stay in the loop

We're not just organizers, fundraisers, or small-town cheerleaders—we're a vibrant mix of artists, farmers, government leaders, business owners, parents, and grandparents. Together, we're the architects of a brighter future, fueled by the power of community.

Your VIP Membership is the key to sustaining Downtown Ashland's quirky charm, all year round.

🌈 WHAT DOES YOUR DONATION DO?

Your donation helps us to welcome residents and visitors to the magic of Downtown Ashland with free community events: Ashland Train Day, Ashland Fourth Fridays, Ashland Halloween, and the enchanting Light Up the Tracks.

📬 Keeps our community connected with our email newsletter Get Centered, Facebook, Instagram, and AshlandVirginia.com

💼 Amplifies local businesses with stellar services, creative marketing, and powerful promotion. 

Be an integral part of our community's journey towards a brighter, more vibrant tomorrow! Join Downtown Ashland Association in our mission when you become a VIP Member.

Holiday Decor Destinations in Ashland, Virginia

Downtown Ashland is a winter wonderland of cute and quirky charm, making it the perfect spot to kick off your holly-jolly shopping spree. Let this guide light the way on your hunt for classy seasonal decor and one-of-a-kind gifts in the Center of the Universe.

Caravati’s Architectural Salvage
Caravati’s spreads joy to customers through a festive array of house restoration, remodeling, and repair services. Step into their merry showroom, adorned with architectural treasures, rejuvenated wares, and seasonal delights crafted by local artisans.

Center of the Yarniverse
In the Yarniverse, find festive fibers and patterns that dance like sugarplums, kits that sparkle with creativity, and accessories that jingle with joy. It's a cozy wonderland for knitting and crocheting enthusiasts, complete with classes straight from Santa's workshop!

Changing Reins
From apparel that's the mane attraction to accessories that hoof it with flair, Changing Reins has home décor and vintage gems that sleigh in style. Jingle all the way to the equestrian destination where every item is a holiday delight!

Hickory Creek Antiques
Hickory Creek is the jolliest antique mall in Metro Richmond. With a snowstorm of vintage treasures and collectibles, their glittering emporium, featuring over 40 merry vendors, ensures you'll unwrap affordable and unique finds for every season.

ReFunkIt
ReFunkIt's designs are the merry masterpieces of the season, bringing together a festive collection of artwork, decor, and gifts crafted by over 80 artists from Virginia and beyond.

Thrill of the Hunt
Get ready for a holly-jolly home makeover with Thrill of the Hunt! Their one-of-a-kind furniture, gifts, and home decor are like festive ornaments for your living space. And here's a ho-ho-holiday treat: Starting December 15th, for every $100 gift card purchase, unwrap a complimentary $10 gift card! It's the gift-giving season in full swing!

The Shop at 112
At The Shop at 112, it's a seasonal sleigh ride of treasures! Their ever-changing collection of goodies is like unwrapping presents with each new season. Catch the holiday spirit on Saturdays as they open their doors to spread joy and unveil the latest festive finds!

Live Caroling Concerts all Season Long

Cozy up to classic caroling every Saturday in the Center of the Universe!

From 5-7 PM, choirs walk along the illuminated Light Up the Tracks mile-long light display singing wholesome holiday tunes. You’re invited to join the singers or watch from the cozy comfort of heated outdoor patio and dining areas. Scroll to shine a spotlight on how you can make Ashland’s free Caroling Concerts your new cherished Christmas tradition.

The Carolers

Saturday, November 25 - Roger Reynolds

Saturday, December 2 - Shiloh Baptist Church

Saturday, December 9 -  Patrick Henry YMCA Singers

Saturday, December 16 - Patrick Henry High School Choir

Saturday, December 23 - John Alley

The Route
5 PM - Ashland Town Hall
5:30 PM- Ashland Branch Library Plaza
6 PM - Changing Reins
6:30 PM - Henry Clay Inn
7 PM - Ashland Town Hall

Listen Live from
Ashland Meat Company at Cross Brothers
The Caboose Market & Cafe
The Henry Clay Inn
The Iron Horse Restaurant
Origin Beer Lab