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Compare 5 B&B in South Boston with updated reviews, rates, and availability.

Villa Cathedral

3.5 star property
10.0 out of 10, Exceptional, (63)
"We had a great stay at Villa Cathedral and would not hesitate to stay there again. "
The price is $239
includes taxes & fees
$215 per night
May 2 - May 3
Villa Cathedral

The Sunnyside Sisters Bed and Breakfast

3.5 star property
10.0 out of 10, Exceptional, (40)
"The Sunnyside Sisters Bed & Breakfast was an excellent stay. The accommodations were immaculate and comfortable, and the breakfast provided was incredible. The host was very helpful and attentive to requests, I will be returning!"
The price is $183
includes taxes & fees
$163 per night
May 20 - May 21
The Sunnyside Sisters Bed and Breakfast

Charles Bass House Bed & Breakfast

2.5 star property
9.8 out of 10, Exceptional, (101)
"Wonderful Place with a wonderful proprietor "
The price is $185
includes taxes & fees
$165 per night
May 8 - May 9
Charles Bass House Bed & Breakfast

Oak Grove Bed and Breakfast

3.0 star property
9.4 out of 10, Exceptional, (41)
"Beautiful Victorian home. Lovely rooms. Very nice grounds and a quaint town."
Oak Grove Bed and Breakfast

The Rebecca Rolfe House

3.5 star property
9.8 out of 10, Exceptional, (6)
"It was a nice setting, although I was on the move a lot so didn't have a chance to stay long and enjoy the house more. The house is close to an amazing restaurant called the Molasses Grill in Halifax."
The Rebecca Rolfe House
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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Other property types in South Boston

Solar powered cottage at lake, with dock, on private 300 acre timber preserve

9.8 out of 10, Exceptional, (150)
"This is the third time we have stayed at this property. We love that it is secluded, private and on the water. Our dogs love it here too. "
Solar powered cottage at lake, with dock, on private 300 acre timber preserve

Kerr Lake Log Cabin On Calm Cove With Gentle Slope To Water, Nearby Sandy Beach

10.0 out of 10, Exceptional, (174)
"This is our fourth or fifth day at Jen‘s place. Suits all our needs for a weeklong fishing trip."
Kerr Lake Log Cabin On Calm Cove With Gentle Slope To Water, Nearby Sandy Beach

Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA

10.0 out of 10, Exceptional, (86)
"Wonderful property, fantastic hosts. "
Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA
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.

Frequently asked questions

What are the most popular South Boston B&Bs?
Charles Bass House Bed & Breakfast stands out as a premier choice for travelers seeking an exceptional stay in South Boston, boasting a superb 10.0 rating. Guests rave about the warm hospitality and unique amenities, such as a spacious private jacuzzi, ideal for unwinding after a day of exploring. The complimentary breakfast is a delightful way to start your morning, ensuring you’re fueled up for your adventures ahead. Whether you’re traveling solo or with a partner, this B&B provides an inclusive setting for relaxation and rejuvenation.

For families and dog lovers, Oak Grove Bed and Breakfast is an excellent option with an impressive rating of 9.8. This charming property not only welcomes pets but also offers nearby hiking and biking trails, making it superb for active families. Guests appreciate the thoughtful touches, like secure door locks that provide peace of mind during your stay. The hearty breakfast served here is a hit, ensuring everyone starts the day on a good note, while the surrounding natural beauty invites exploration and adventure together.
What is the nightly rate for a B&B in South Boston?
Prices for B&Bs in South Boston often vary, but you can find a great deal from $183 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at South Boston B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
Are there any family-friendly Bed and Breakfasts in South Boston?
The Charles Bass House Bed & Breakfast is an excellent choice for families visiting South Boston. This cozy property features comfortable accommodations with the convenience of a sofa bed, making it easy for families to settle in and enjoy their stay. Its inclusive setting sets the stage for a memorable getaway, ensuring that both parents and children feel right at home.

For families looking for more recreational options, the Oak Grove Bed and Breakfast stands out with its array of family-friendly amenities. Children will delight in the playground and the pool designed just for them, allowing for hours of fun and relaxation. The property also boasts a kitchen, superb for preparing family meals, and a garden area where everyone can unwind together. Additionally, the arcade game room adds an element of excitement, ensuring that kids have plenty of entertainment during their stay.
Do any South Boston Bed and Breakfasts allow dogs?
Oak Grove Bed and Breakfast in South Boston is an excellent choice for dog owners seeking a welcoming retreat. This charming property not only permits pets but also provides a dedicated environment for dogs, ensuring that your furry friends feel just as comfortable as you do. With amenities that include a playground and a pool designed for children, families will find plenty of opportunities for quality time together.
When is the best time to book a Bed & Breakfast in South Boston?
The best time to book a B&B in South Boston is during the spring months, particularly from March to May. This period showcases the city in full bloom, making it an ideal time for travelers seeking to explore the vibrant cultural scene and outdoor attractions. With temperatures ranging from the mid-40s to the mid-70s Fahrenheit, the pleasant weather invites leisurely strolls along the historic streets and beautiful parks.

April stands out as a particularly appealing month to visit South Boston, as it often features a delightful array of local events and festivals that celebrate the rich heritage of the area. Visitors can immerse themselves in the lively atmosphere, enjoying everything from art shows to food festivals, all while basking in the refreshing spring air.

For those considering a budget-friendly option, November presents an excellent opportunity to experience the charm of South Boston without the crowds. The fall season offers a quieter ambiance, great for leisurely exploration and enjoying the last of the autumn foliage in nearby parks.
What is the difference between a South Boston B&B and a hotel?
Every South Boston B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at South Boston B&Bs.