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Check Prices on Hotels in South Boston

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Featured South Boston Romantic Hotels

See all 45 Properties in South Boston

Estimated price for 1 night/2 adults

Charles Bass House Bed & Breakfast
Charles Bass House Bed & Breakfast
2.5 out of 5.0 1505 North Main Street, South Boston, VA
4.9/5 (50 reviews)
$130/ night for 2 guests

Best B&B ever...

Reviewed on Apr 5, 2019
Oak Grove Plantation
Oak Grove Plantation
3.0 out of 5.0 1245 Cluster Springs Rd, South Boston, VA
Free Cancellation
5.0/5 (2 reviews)
$115/ night for 2 guests

Great place to experience a time gone by. Perfect host & beautiful place. No tv though but there is WiFi lol

Reviewed on Sep 21, 2018
The Berry Hill Resort & Conference Center
The Berry Hill Resort & Conference Center
4.0 out of 5.0 3105 River Road, South Boston, VA
Free Cancellation
4.7/5 (144 reviews)
$152/ night for 2 guests

I loved learning about the history of the property. There is a lot of great hiking to different ruins, small bodies of water and graves. I food was excellent. I would highly recommend this plantation for a fun and/or romantic getaway. I stayed there while traveling for work and it was nice to sleep ...

Reviewed on Jul 15, 2019
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Romantic Hotels and Accommodations in South Boston


Are you in need of a romantic getaway? Couples enjoy South Boston for its restaurants. During your trip, you might consider a visit to South Boston Speedway or Hudson Heritage Farms while you're exploring South Boston with your significant other.


Whether you want to get a couple's massage or enjoy a candlelit dinner, there are 3 hotels and other lodging options in South Boston.


Guests enjoy these accommodations for their romantic atmosphere:

Oak Grove Plantation: This 3-star B&B offers wedding services, free breakfast, and free WiFi.

Charles Bass House Bed & Breakfast: B&B featuring massages, a spa tub, and free breakfast. Customers give good reviews for its breakfast and convenient parking.

The Berry Hill Resort & Conference Center: With a stay at this 4-star hotel, you'll have access to massages, an indoor pool, and 2 restaurants. Expedia travelers speak highly of its comfortable rooms and prime location.


When is the Best Time to Visit South Boston?


Weather can be an important factor in your romantic holiday, so we've provided rainfall and temperature averages to help you plan your vacation:


  • Hottest months: July, June, August, and September, with an average temperature of 87°F
  • Coldest months: January, December, February, and March, with an average temperature of 26°F
  • Driest months: February, December, November, and October, with an average rainfall of 3.33 inches
  • Rainiest months: July, June, March, and September, with an average rainfall of 4.18 inches

Sightseeing in and Around South Boston


There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in South Boston. If you and your partner are interested in sampling the area's cuisine, you'll enjoy South Boston for its restaurants. You might consider a visit to South Boston Speedway or Hudson Heritage Farms while you're in town.


Expedia travelers also like South Boston for its:
  • Tours
  • Entertainment
  • Art
  • Architecture
  • Churches
  • Shopping

Getting Around South Boston


The closest major airport is in Danville, VA (DAN-Danville Regional), located 25.7 mi (41.4 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.