Romantic Holidays in Southern Virginia 2026

Photo by Tim Watkins

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Charles Bass House Bed & Breakfast

1505 North Main Street South Boston VA

2 hours drive from Smith Mountain Lake

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 located ...

9.8/10 Exceptional! (109 reviews)

"Highly recommend a stay in this grand, old house! It had everything we were looking for! South Boston is worth visiting for its history, charm and people. We will be returning to visit again!"

Reviewed on 15 Aug 2026

Oak Grove Bed and Breakfast

1245 Cluster Springs Road South Boston VA

2 hours drive from Smith Mountain Lake

Stay at this family-friendly B&B in South Boston. Enjoy free parking, a garden and a picnic area. Popular attractions Riverdale Plaza and The Prizery are located ...

9.4/10 Exceptional! (51 reviews)

"We love our stay , everything was perfect ."

Reviewed on 18 Aug 2026

The Berry Hill Resort & Conference Center

3105 River Road South Boston VA

2 hours drive from Smith Mountain Lake

Stay at this spa hotel in South Boston. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the property condition in ...

9.2/10 Wonderful! (764 reviews)

Couples like: full-service spa, bar, couples dining, champagne service

Travelers say...

"Staff is very polite and helpful. Rooms are very quiet, and the property itself, along with the location make for a very nice weekend destination. Its an older property with a lot of charm and a cozy feeling, we will be back."

Reviewed on 17 Aug 2026

See all 991 properties in Southern Virginia

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.