
Southern Virginia Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ₩234,741 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Romantic Southern Virginia Hotels

Charles Bass House Bed & Breakfast
1505 North Main Street, South Boston, VA
Stay at this B&B in South Boston. Enjoy free breakfast, free parking, and a computer station. Popular attractions North Main Street Park and Penick Park are ...
9.8/10 Exceptional! (75 reviews)
"A walk back in history that gives you the gentile accommodations and comfort not available in new skyscraper hotels. John, the owner, treated me like family."
Reviewed on Aug 19, 2025

Oak Grove Bed and Breakfast
1245 Cluster Springs Road, South Boston, VA
If you're looking for a special getaway, consider a stay at this romantic bed & breakfast where there's a garden and much more for you and your partner to ...
10/10 Exceptional! (20 reviews)
"Beautiful Victorian home. Lovely rooms. Very nice grounds and a quaint town."
Reviewed on Oct 13, 2024

The Berry Hill Resort & Conference Center
3105 River Road, South Boston, VA
Fall in love again at this boutique hotel. You and your special someone are sure to love the spa, garden, and 2 restaurants. You'll also appreciate the champagne ...
9/10 Wonderful! (661 reviews)
Couples like: full-service spa, bar, couples dining, champagne service
Travelers say...
"Its not the same old chain hotel. Its a throw back in time. Get out of your box and try it"
Reviewed on Aug 23, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.