Nestled in the heart of Virginia’s River Realm, Kilmarnock invites you for a weekend filled with quaint shops, unique dining experiences, and lively entertainment. From the historical streets to the lively markets, this guide ensures every moment of your stay is memorable.
Friday: Arrival & Evening Fun
Ride through Irvington on the way into the region. Stop at Livi’s Market to pick up some vegan-friendly snacks, gifts, and essentials for the weekend.

Where to Stay:
Check-in to your Hotel or Vacation Rental.
Dinner:
- Chao Phraya Thai & Sushi Grill: Enjoy a mix of Thai and sushi favorites, complete with fresh, locally-sourced seafood and creative cocktail twists.
- Alternate: The Office Bistro—Discover a quirky, foodie haven that once served as a dentist’s office. Enjoy vegan curry noodle bowls, flatbreads, and vibrant salads in a setting that pays homage to its unique history.
Evening Entertainment:
Cap off your evening at the Kilmarnock Town Centre Park for the award-winning Music on the Half Shell series. Bring your dancing shoes, a lawn chair, or a picnic blanket and enjoy the festive atmosphere. Gates open at 6:00 PM, and the tunes roll until 10 PM.
Saturday: Discover Kilmarnock
Morning Delight:
Start your day with a hearty brunch at the Inn’s own Fillibusters, famous for its delightful morning fare.
Shopping and Sightseeing:
- West Church Street: Home to charming boutiques like Fin and Pearl\WATR for unique clothing, Tiles Design for custom tiles, and Calluna next to The Book Shelf. Don’t forget a stop at Barkley’s Boutique if your traveling with a furry friend.
- More Finds: Visit Bay Bistro for gourmet snacks, Special Wine Seller for expert wine advice, and The Rivah for eclectic gifts.

Afternoon Excursion to Deltaville (30 minute drive):
- Don’t miss the Holly Point Farmers Market at the Deltaville Maritime Museum, where the community comes alive with vendors, live music, and exhibits from 9 AM to 1 PM.
Dinner:
Experience fresh, local dining at Prime Meridian, known for its seafood and excellent vegetarian and vegan options.
Sunday: Leisure & Departure
- Breakfast: Enjoy vegan sandwiches, salads, and lattes at The Local in Irvington, ideal for a relaxing morning on their picturesque patio.
- Historical Visit: Explore Historic Christ Church & Museum, a preserved gem from 1735 offering insights into colonial Virginia’s history.
- Optional: Finish the weekend with Sangria Sundays at Good Luck Cellars, perfect for unwinding before the journey home.

Ready to Visit?
Come discover the hidden gems of Virginia’s River Realm and make memories that will last a lifetime!