Oak Grove Bed and Breakfast

Family-friendly B&B in South Boston

Choose dates to view prices

Sat, Nov 15
Mon, Nov 17
November 2025
14
December 2025
Nestled in a serene setting, Oak Grove Bed and Breakfast is the perfect retreat for families. Enjoy a hearty breakfast, unwind in the garden or let kids burn off energy at the playground. With an arcade room, library and free WiFi in public areas this B&B has plenty of activities to keep everyone entertained.
Exceptional

Popular amenities

  • Electric vehicle charging point
  • Pool
  • Pet-friendly
  • Non-smoking
  • Free parking
  • Free WiFi

Main amenities (12)

  • Weekly housekeeping
  • Internet in the lobby
  • Children's pool
  • Garden
  • Arcade/game room
  • Library
  • Computer station
  • Meeting room
  • Picnic area
  • Barbecue grills
  • Wedding services
  • Playground

Feel at home (6)

  • Children's pool
  • Playground on site
  • 2 bedrooms
  • Garden
  • Weekly housekeeping provided
  • Arcade/game room

Room options

Showing 4 of 4 rooms
Deluxe Double Room, Accessible, Ensuite (Library) | Interior
Deluxe Double Room, Accessible, Ensuite (Library) | Interior
Deluxe Double Room, Accessible, Ensuite (Library) | Bathroom
Deluxe Double Room, Accessible, Ensuite (Library) | Bathroom

Deluxe Double Room, Accessible, Ensuite (Library)

Exceptional

Highlights

Separate sitting area
Air conditioning
Heating
Fan
2 bedrooms
Premium bedding
Private bathroom
Bathrobes
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
Deluxe Suite, Private Bathroom (Family Suite) | Balcony view
Deluxe Suite, Private Bathroom (Family Suite)
Deluxe Suite, Private Bathroom (Family Suite)
Deluxe Suite, Private Bathroom (Family Suite)

Deluxe Suite, Private Bathroom (Family Suite)

Highlights

Balcony
Separate sitting area
Fireplace
Air conditioning
Heating
Connecting rooms available
Hypo-allergenic bedding
2 bedrooms
  • 72 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 Queen Bed and 2 Twin Beds
Deluxe Double Room, Ensuite (The Treehouse) | Interior
Deluxe Double Room, Ensuite (The Treehouse) | Exterior
Deluxe Double Room, Ensuite (The Treehouse)
Deluxe Double Room, Ensuite (The Treehouse) | Bathroom

Deluxe Double Room, Ensuite (The Treehouse)

Exceptional

Highlights

Separate sitting area
Air conditioning
Heating
2 bedrooms
Fan
Detached private bathroom
Bathrobes
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
Deluxe Cottage, Accessible, Shared Bathroom (1850) | Terrace/patio
Deluxe Cottage, Accessible, Shared Bathroom (1850) | Exterior
Deluxe Cottage, Accessible, Shared Bathroom (1850)
Deluxe Cottage, Accessible, Shared Bathroom (1850)

Deluxe Cottage, Accessible, Shared Bathroom (1850)

Highlights

Separate dining area
Separate sitting area
Fireplace
Air conditioning
Heating
Connecting rooms available
Kitchen
Refrigerator
  • 10 sq m
  • 2 bedrooms
  • Sleeps 4
  • 1 Double Bed and 1 Queen Bed

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About the area

Map
1245 Cluster Springs Road, South Boston, VA, 24592

What's nearby

  • Riverdale Plaza - 10 min drive - 11.6 km
  • Southside Virginia Community College - 11 min drive - 12.3 km
  • Constitution Square - 11 min drive - 12.3 km
  • Downtown South Boston Farmers Market - 11 min drive - 12.6 km
  • South Boston Town Hall - 11 min drive - 12.6 km

Getting around

  • Danville, VA (DAN-Danville Regional) - 33 min drive
  • Raleigh-Durham International Airport (RDU) - 77 min drive

Restaurants

  • ‪McDonald's - ‬9 min drive
  • ‪Taco Bell - ‬8 min drive
  • ‪Los Amigos Mexican Restaurant - ‬10 min drive
  • ‪Burger King - ‬9 min drive
  • ‪Hardee's - ‬8 min drive

About this property

Oak Grove Bed and Breakfast

Enjoy your visit to South Boston with a stay at Oak Grove Bed and Breakfast. Freebies like breakfast and self parking are added perks, and guests looking to stay active can check out the nearby hiking/biking trails, kayaking, and mountain biking. Other highlights include a children's pool and a garden.

At a glance

Hotel size

    • 5 rooms

Arriving/Leaving

    • Check-in start time: 3:00 PM; Check-in end time: 9:00 PM
    • Contactless check-in available
    • Early check-in subject to availability
    • Check-out time is 12:00 PM
    • Contactless check-out available

Special check-in instructions

    • The host will greet guests on arrival

Required at check-in

    • Credit card, debit card, or cash deposit required for incidental charges
    • Government-issued photo ID may be required

Pets

    • Pets allowed (dogs only)
    • Service animals welcome

Internet

    • Free WiFi in public areas

Parking

    • Free onsite self parking
    • Free onsite RV/bus/truck parking
    • Electric vehicle charging point on site

Other information

    • Smoke-free property

Property amenities

Food and drink

  • Free breakfast
  • Barbecue grills

Traveling with children

  • Children's pool
  • Playground

What to do

  • Karaoke
  • Hiking/biking trails nearby
  • Mountain biking nearby
  • Kayaking nearby
  • Fishing nearby

Working away

  • Meeting room
  • Computer station

Services

  • Wedding services

Facilities

  • Garden
  • Picnic area
  • Library
  • Arcade/game room

Accessibility

  • Wheelchair-accessible path of travel

Room amenities

Sleep well

  • 2 bedrooms

More

  • Weekly housekeeping

Fees & policies

Optional extras

  • Wired internet access is available in public areas for an extra charge

Policies

This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
This property does not have elevators.
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).
This property accepts credit cards.
Credit cards accepted: Visa, Mastercard, American Express, Discover

Also known as

Oak Grove Plantation B&B South Boston
Oak Grove Plantation B&B
Oak Grove Plantation B&B South Boston
Oak Grove Plantation B&B
Oak Grove Plantation South Boston
Bed & breakfast Oak Grove Plantation South Boston
South Boston Oak Grove Plantation Bed & breakfast
Oak Grove Plantation Boston
Oak Grove Plantation South Boston
Oak Grove Plantation Bed & breakfast
Oak Grove Plantation Bed & breakfast South Boston

Frequently asked questions

Is there a pool at Oak Grove Bed and Breakfast?

Yes, there's a children's pool.

Are pets allowed at Oak Grove Bed and Breakfast?

Yes, dogs are welcome.

Is parking offered on site at Oak Grove Bed and Breakfast?

Yes, there's free self parking. Free RV/bus/truck parking and electric vehicle charging are available.

What are the check-in and check-out times at Oak Grove Bed and Breakfast?

Check-in start time: 3:00 PM; Check-in end time: 9:00 PM. Check-out time is 12:00 PM. Contactless check-in and check-out are available.

What is there to do at Oak Grove Bed and Breakfast and nearby?

Have fun with nearby activities like cycling, fishing, and hiking. Additional recreation nearby includes birdwatching. Enjoy amenities like an arcade, a picnic area, and a garden.

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Oak Grove Bed and Breakfast Reviews

9.4

Exceptional

9.6

Cleanliness

10

Location

9.8

Staff & service

10

Eco-friendliness

9.6

Property conditions & facilities

10/10 Exceptional

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.
1-night trip

10/10 Exceptional

Unique location with an interesting history

What a unique experience! The owners are lovely and kind, and their two dogs are sweet! The food was delicious! I was blown away by how eco-friendly the house is—dual flush toilets, rain barrels, solar panels, tankless water heater, electric vehicle charging station, etc. I really enjoyed learning about the history of the property. It’s been in the owner’s family for 200 years and they’ve diligently documented its story. There’s lots of space/trails to walk. We stayed in the library room which has a neat stove, lots of books, etc.
Front view of property.
Dining room ready for breakfast—delicious!
Erin, 2-night trip

10/10 Exceptional

Beautiful Victorian home. Lovely rooms. Very nice grounds and a quaint town.
Allen, 2-night trip

10/10 Exceptional

We had a wonderful time staying at Oak Grove B&B. The hosts were excellent! Breakfast was very good and different every day (we stayed for 7 days). Beautiful room and amenities. We will definitely stay there again!!!
Thomas, 7-night trip

10/10 Exceptional

The hostess was very inviting and accommodating. The room was immaculate, the entire property was serene, and beautiful.
Nicole, 3-night trip

10/10 Exceptional

My husband and I thoroughly enjoyed our 2-night stay at Oak Grove Plantation. We were given a full explanation of where to find what we needed and how to operate things like the door lock. The owners were very pleasant to talk to, but they also gave us space to be by ourselves when we weren't having breakfast. The grounds are very quiet and worth taking the time to walk around. Guests should know in advance that there are 3 large dogs on the property who are quite lovely, but one might want to be aware of them in case of allergies or fear of dogs. The breakfasts were moderate in size, tasty, and served on antique plates from the family. Learning about the family history and the property was also a plys for us.
Abigail, 2-night trip

10/10 Exceptional

If peace and quiet is what you want

Beautiful old home and grounds. Perfect place for a quite get away.
Patti, 2-night trip

10/10 Exceptional

Very nice accomedations. Great breakfasts. Very accomedating owner. I would definately stay here again.
2-night trip

10/10 Exceptional

Oak Grove for VIR weekend

We were very delighted with our stay at Oak Grove Plantation. The room was very comfortable and had a huge selection of antique books. My husband was attending a track event at VIR (reason for our trip) and Pickett was so accommodating in providing us a "box breakfast" to bring with us. She was also very helpful with restaurant suggestions and other activities. We highly recommend this inn!
Evanne, 4-night trip

10/10 Exceptional

Comfort Plus

Our room was extra special as it was part of an historic home. We had a lovely breakfast with our hosts Pickett and Mike. We enjoyed hearing the history of the home.
Linda and Rob, 1-night trip

10/10 Exceptional

Great place to experience a time gone by. Perfect host & beautiful place. No tv though but there is WiFi lol
Marian, 1-night trip

10/10 Exceptional

Quiet Nights in Southern Virginia

Hostess gave thorough historical tour of house and background of owners. Breakfast was fresh and hot, conversation fun and the hostess accepted gift card. Land to explore. Quiet and able to hear the birds and a passing coal train. Loved the upstairs balcony off the bathroom.

8/10 Very good

A peaceful break to our journey.

We stayed in the Library room on our way south. It was very comfortable and peaceful, and felt authentically historic. Pickett and Mike (and their 2 very friendly dogs) were marvelous hosts. We were travelling with our 6 month old who was made to feel as welcome as we were round the table at breakfast. Speaking of which, the food was delicious. The grounds are large and wooded and theres a few enjoyable trails which we all loved exploring. I would highly recommend Oak Grove Plantation.

10/10 Exceptional

Nice old plantation house with interesting histora

Experience was very good Good breakfasts The two dogs were very friendly and lovable Very peaceful location
2-night trip

10/10 Exceptional

Awesomeness

Great place

10/10 Exceptional

A great stay for my birthday

Pickett was awesome. She gave us excellent recommendations for local trails, restaurants and things to see in the area. She made homemade lemonade and the breakfast the next morning was superb. We will be visiting there again

10/10 Exceptional

Mother's Day Getaway

A beautiful place to stay. Full of history and comfort. We stayed in the library room and were completely satisfied. Service was excellent, the property story was very interesting, the food was delicious, and the coffee was happily poured. Cannot say enough about this wonderful bed and breakfast and the innkeeper. So glad we had this experience.

10/10 Exceptional

Above and beyond

My family enjoyed a truly wonderful weekend at Oak Grove Plantation, every bit as beautiful and comfortable as other reviews suggest. It was a welcome retreat from our home just outside Washington, D.C., but we had a little more excitement than we had anticipated when we lost our car keys in a kayaking mishap. We were unable to find a rental car and very nearly stranded, but Pickett and Mike very graciously lent us their car to make the two-hour trip to Richmond, where my elder son met us with the spare keys. We had far more help from Pickett and Mike than we could have reasonably expected; it is clear how dedicated they are to taking care of their guests, which is in turn reflected in their friendliness and hospitality, even in the absence of such misadventures!

8/10 Very good

Charming and peaceful

Oak Grove Plantation is situated in a quiet place away from the noise of the world. There is no TV in the rooms, which suited me fine. You can always use your laptop or notebook to watch what you like. I appreciated the peacefulness of the quiet surroundings. Pickett gave a terrific historical tour of the home, detailing the most interesting aspects of the house. I was spoiled as the only visitor for the two nights I was there. Fresh flowers and excellent homemade breakfasts were very nice.

10/10 Exceptional

Wonderful experience all around

Oak Grove Plantation is a beautiful, comfortable, friendly place. But beyond the basics, Pickett and Mike really made us feel at home. What incredible warm human quality. Also, love their green focus, including the EV charging stations. Congratulations Pickett and Mike for your wonderful place!!

10/10 Exceptional

Beautiful historic home.

My husband and I stayed here on our way to Norfolk. The house is so beautiful and so well maintained. Our room was lovely and so spacious. The hosts are so very warm and welcoming. The breakfast was delicious. I loved the fact that our hosts had breakfast with us. Would definitely recommend Oak Grove Plantation as an excellent stopover.

10/10 Exceptional

A Piece of History with Modern Comforts

We had a wonderful stay at The Oak Grove Plantation during a visit to see family in Hyco Lake...way better than staying in a hotel! We wish we could have spent more of our time here. Tucked down a long driveway on an already quiet country road, the serene setting is perfect for anyone wanting a quiet and peaceful getaway. The grand historical homestead, the surroundings and Pickett's stories of her family take you back in time. The home is meticulously maintained and clean, not a speck of dust picked up walking across the floors of an 1820s home in your bare feet. You'd also expect such an old home to have stagnant air, but the A/C had the circulation of a new home, and there was no mustiness at all. Plenty of room for a family in the upstairs suite. The new mattresses are super comfortable. That combined with the complete dark and quiet provided a perfect night's sleep. We loved Pickett's hospitality and yummy breakfast, and the resident dogs India and Niko were sweet and entertaining. You won't be disappointed!

10/10 Exceptional

Wonderful experience at Oak Grove

We had an excellent experience at Oak Grove this past weekend. Four adults and two toddlers enjoyed exploring the grounds, the surrounding areas, and the house at Oak Grove. Innkeeper Pickett Craddock is wonderful company and made breakfasts on both days that were fantastic and enjoyed by both young and old. Highly recommended.

8/10 Very good

Nice stay

Our stay was just one night. The room was nice, bed comfortable but the best part was the breakfast. We had plenty of food, all freshly cooked with even fresh out of the oven berry coffee cake. We didn't utilize any of the grounds because it was a quick stay.

8/10 Very good

Great place to stay

My family (my husband and I, my brother and his girlfriend, and my parents) stayed in this B&B while in town for a family wedding in May. The hosts were very accommodating of our boisterous group, and we enjoyed the dogs and the tour of the estate. Breakfast was great, rooms were clean, and we were so much happier staying here than at a chain hotel in South Boston! Beautiful house and grounds, great breakfast.