This Fredericksburg Itinerary at a Glance
Celebrate the holiday season with a festive weekend of lights, seasonal traditions, and hands-on fun. From twinkling Christmas trees and gingerbread displays to holiday crafts, downtown riddles, and live performances, this itinerary blends history, creativity, and cheer.
Check out these great attractions and more:
- Riverfront Park
- Mary Washington House
- Mary Washington House
- Window Wonderland
Looking for expert insights and fresh travel ideas? Download the latest issue of Leisure Group Travel for free and start planning your next unforgettable group adventure.
Fredericksburg, VA Day-to-Day Itinerary
Day 1: A Merry & Bright Evening
Your group arrives in Fredericksburg and checks in at your preferred hotel. Guests may settle in, freshen up, and relax before the evening’s activities.
Stroll to Riverfront Park, where the city’s signature Christmas tree stands illuminated by thousands of twinkling lights. Stop for a group photo in front of the glowing tree or capture memories at holiday-themed photo stations throughout the park.
Located in the historic 1910 train station, enjoy beautiful decorations and authentic Alpine and German cuisine. Alpine Chef is known for hearty dishes, warm hospitality, and a charming, festive atmosphere.
Board a private Fredericksburg Trolley for a sparkling nighttime tour of the region’s best holiday lights. From historic downtown to glowing residential neighborhoods, it’s a cheerful seasonal highlight. Let the trolley do the driving while you enjoy the festive light displays and take in the joyous sights of Christmas.
Day 2 – Holiday Traditions & Creative Fun
Enjoy breakfast at your hotel before embarking on a holiday-themed historic site tour.
Select one of Fredericksburg’s significant colonial sites for a morning tour with seasonal interpretation:
Mary Washington House
Step inside the home of George Washington’s mother, Mary, elegantly decorated in simple 18th-century holiday style. Learn about Mary Washington’s life and the holiday customs of colonial Virginia.
Rising Sun Tavern
Knowledgeable guides share tales of holiday customs, wintertime gatherings, and the everyday traditions of early Virginians, offering a vivid glimpse into how the season was celebrated in an authentic 18th-century tavern.
At Ferry Farm, the boyhood home of George Washington, your group will wander through the annual Gingerbread House Contest, where intricate gingerbread creations represent historical scenes, whimsical settings, and impressive edible craftsmanship.
Indulge in a riverside lunch known for fresh, locally sourced ingredients and classic American fare. Its waterfront views make it a delightful midday break.
Participate in a festive hands-on workshop where guests create a themed craft (ornament painting, winter canvases, or seasonal décor). This interactive, relaxed session is full of photo-worthy fun. Everyone leaves with a personalized keepsake. The workshop takes place at Wine & Design Studio or in a pre-arranged hotel space, depending on group size.
Walk along Caroline Street to see holiday window displays, decorated lamp posts, and seasonal storefront charm. A perfect opportunity to explore shops offering gifts, local art, and seasonal treats.
Enjoy dinner and a seasonal Broadway-style production at the Riverside Center for the Performing Arts. The 2026 Seasonal Production is A Christmas Carol.
Day 3 – Riddles, Miniatures & Spirits
Participate in Fredericksburg’s popular Window Wonderland, where you can solve creative riddles displayed in downtown shop windows while enjoying holiday décor. Along the way, enjoy a warm seasonal beverage from one of many downtown coffee shops and cafés, including Agora Downtown, Hyperion Espresso, Curitiba Art Café, OriginalGrinds, and more.
Visit the annual Dollhouse and Miniatures Show at Historic Kenmore, featuring artist-created miniature homes, accessories, and elaborate holiday scenes.
Savor a group brunch at Foode with locally sourced ingredients and creative dishes in a charming downtown atmosphere. Located in the historic National Bank Building.
End your trip with a guided holiday-themed tour at A. Smith Bowman Distillery, highlighting:
- The distilling process
- Award-winning small-batch bourbons and spirits
- Festive seasonal tasting pours (as available) and holiday cocktail recipes
Looking for expert insights and fresh travel ideas? Download the latest issue of Leisure Group Travel for free and start planning your next unforgettable group adventure.
Contact Fredericksburg, VA
- Victoria Matthews
- (540) 372-1216
- vamatthews@fredericksburgva.gov
- www.FXBG.com
