Small Town Holiday Magic

Home / Small Town Holiday Magic

Small Towns Go BIG On Holiday Cheer!

Virginia Small Town Christmas Guide


Spending the Holiday Season in our 8 Great Small Towns feels a little bit like stepping into a Hallmark movie. Charming village streets filled with happy faces and beautiful holiday decor. Light displays that take your breath away. Unique Boutique shopping without the crowds, and cozy cottages & inns to spend weekends by a fire with friends, family, and loved ones. Take it all in & experience the ultimate small town holiday.

12 Ways To Experience Holiday Magic In Virginia’s River Realm

Virginia Small Town Christmas Guide


Snap a selfie with the big Santa at W.F. Booth & Son’s in Kilmarnock’s Steptoes District or strike a pose in front of the Christmas LOVE Sign at 17 S. Main Street.


Wander through a winter wonderland at Stephen Blue’s Deltaville Lights Display, featuring over 168,000 dazzling bulbs or stroll through a fabulous display at Kilmarnock’s Town Centre Park.


Join the jolly parade festivities and wave at marching bands, colorful floats, and maybe even the big man himself during a small-town Christmas Parade.

December 7, 2023


Go on a shopping spree without the holiday shopping frenzy. Explore our charming boutiques and artisan holiday markets, where you can shop at your own pace and discover one-of-a-kind gifts.


Step into a living Norman Rockwell painting as you wander through our decorated 8 Great Small Towns, where each street radiates the warmth and nostalgia of the season.


Climb aboard Urbanna’s Polar Express for a magical train ride through a town adorned with twinkling lights and holiday cheer.


Enjoy a delightful brunch with the one and only Santa Claus or the mischievous Grinch, guaranteed to add a dash of whimsy to your holiday.

December 10, 2023
December 17, 2023
December 22, 2023


Embark on a tree-picking extravaganza at Camp Irvington, Country Cottage, or Kilmarnock’s Town Centre Park, where finding the perfect Christmas tree is all part of the festive fun.


Cozy up fireside at one of our holiday lodging options. Whether it’s a crackling fireplace in a charming Inn or snuggled up with the whole family at a vacation rental, its the perfect way to unwind and savor the holiday spirit.


Get crafty with Handmade Holiday Crafts at holiday craft workshops, where creativity knows no bounds.

December 8, 2023
December 9, 2023
December 12, 2023
December 16, 2023
December 17, 2023
December 22, 2023


Glide into the holiday spirit with ice skating at Compass Entertainment‘s SuperGlide synthetic ice rink, offering cool, family-friendly fun for all ages.


Take a cruise on the Jackson Creek Christmas Cruise, a magical journey to witness beautifully decorated waterfront homes from the cozy comfort of the water, then step ashore for the Urbanna Holiday Home Tour to explore historic homes all decked out for the holidays.

Ready to Book your Holiday Getaway?

There’s nothing quite like a cozy retreat to the River Realm this time of year, and our boutique inns & cottage rentals just seem to elevate the experience. The crackle of a warm fire, the crisp air of the outdoors, and the beautiful Christmas trees awaiting presents are all so inviting. Escape to the River Realm this holiday season.

Ivy Cottage B&B
Southern Sighs Bed & Breakfast
Belle Haven
Kilmarnock Inn
Harmony Tides Cottage
Tides Inn
Chesapeake Inn
Hope and Glory Inn
Wilton Plantation House
Rosehill Cottage

Find More Holiday Fun Throughout The River Realm!

Virginia Small Town Christmas Guide

Upcoming Holiday Events

December 6, 2023
December 7, 2023

8 Great Holiday Towns


More About
Virginia's River Realm


Check Out
Our Event Calendar


View Our
Trip Itineraries

Discover Your Perfect River Realm Adventure!

Are you the type that loves an outdoor adventure? Or are you looking to spend quality time with your loved ones splashing along our shorelines?

Discover your perfect path for exploring the wonders of Virginia’s River Realm.