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B&B in South Boston

Oak Grove Bed and Breakfast

3.0 star property
9.4 out of 10, Exceptional, (42)
"Very nice accommodations, great breakfast and enjoyed the tour of the home. Enjoyed the sun porch that had a selection of games and books for guests."
Oak Grove Bed and Breakfast

The Sunnyside Sisters Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (45)
"What a great bed-and-breakfast! We truly enjoyed our stay! The hosts were so accommodating and the food was excellent! We are planning and looking forward to our next stay! "
$166 nightly
The price is $186
Aug 27 - Aug 28
Total includes taxes and fees
The Sunnyside Sisters Bed and Breakfast

Charles Bass House Bed & Breakfast

2.5 star property
9.8 out of 10, Exceptional, (103)
"The house was idyllic, and our host was so amiable. Also, we really enjoyed the on-site hot tub and relaxing private deck. We would definitely stay here again!"
$165 nightly
The price is $185
Sep 9 - Sep 10
Total includes taxes and fees
Charles Bass House Bed & Breakfast

Villa Cathedral

3.5 star property
10.0 out of 10, Exceptional, (64)
"Welcoming comfortable country B&B. Very convenient to VIR. Hosts very friendly. Nice breakfast. Very comfortable bedroom. "
$215 nightly
The price is $239
Aug 18 - Aug 19
Total includes taxes and fees
Villa Cathedral

The Rebecca Rolfe House

3.5 star property
9.8 out of 10, Exceptional, (6)
"Our stay at The Rebecca Rolfe House was wonderful! It is located on a beautiful street with large, charming mansions, and is very convenient to town. It was sparkling clean and neat with a lot of character, very warm and lovely in all respects. We also thought our hostess Angela was the best: very accommodating, friendly and thoughtful -- good hot breakfast too."
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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Top South Boston Hotel Reviews

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 $185 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.