Find Romantic Hotels in South Boston, VA

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Check availability on South Boston Romantic Hotels

Our top choices for South Boston romantic hotels

Indoor pool
The Berry Hill Resort & Conference Center

The Berry Hill Resort & Conference Center

The Berry Hill Resort & Conference Center
4.0 star property
South Boston
9.2 out of 10, Wonderful, (688)
"Our stay was wonderful really enjoyed it. The pool was amazing. Everybody was friendly."
United States
Raymond
The price is AED 519
AED 642 total
includes taxes & fees
5 Jan - 6 January 2026
The Berry Hill Resort & Conference Center
Luxury Room, 2 Queen Beds, Mountain View | In-room safe, desk, laptop workspace, blackout drapes
Caesars Virginia - A Caesars Rewards Destination

Caesars Virginia - A Caesars Rewards Destination

Caesars Virginia - A Caesars Rewards Destination
3.5 star property
Danville
8.4 out of 10, Very Good, (119)
"Staff were courteous and helpful very enjoyable stay "
United States
deborah
The price is AED 547
AED 783 total
includes taxes & fees
16 Dec - 17 Dec
Caesars Virginia - A Caesars Rewards Destination
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.
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Top South Boston Hotel Reviews

Charles Bass House Bed & Breakfast

Charles Bass House Bed & Breakfast

10/10 Excellent
"Charles Bass is always a great place to stay. It's so tranquil and inviting. The place was clean and the entire home is beautiful. "
Ronnie 1-night trip
Posted 3 weeks ago
Charles Bass House Bed & Breakfast

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Frequently asked questions

Searching for romantic hotels in South Boston?
Are you looking for a romantic vacation? Our guests also enjoy South Boston for its restaurants. If you want to explore the area, you might head to South Boston Speedway, Hudson Heritage Farms, or Downtown South Boston Farmers Market. If you're interested in staying close to a certain attraction, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to South Boston?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in South Boston: The hottest months are usually July and August with an average temp of 76°F, while the coldest months are January and February with an average of 43°F. Average annual precipitation for South Boston is 49 inches.
What is there to do in South Boston?
There's nothing better than seeing a new place with your sweetheart, so consider checking out 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 think about visiting South Boston Speedway, Hudson Heritage Farms, or Downtown South Boston Farmers Market.
What's the best way to get to South Boston and around town during my romantic getaway?
This information about transportation options in South Boston might help your romantic trip go off without a hitch: Make your way to South Boston with a flight to Danville, VA (DAN-Danville Regional), which is the closest major airport 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.