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Oak Grove Bed and Breakfast

3.0 star property
Family-friendly bed & breakfast in South Boston with free breakfast

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Oak Grove Bed and Breakfast offers a peaceful family getaway. Kids love the playground and arcade, while adults enjoy the tranquil garden. Start each day with a hearty breakfast and find quiet moments in the library. Free WiFi in common areas keeps everyone connected.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Business services

Room options

Available filters for rooms
Showing 4 of 4 rooms

View all photos for Deluxe Double Room, Accessible, Ensuite (Library)

Deluxe Double Room, Accessible, Ensuite (Library) | Interior

Deluxe Double Room, Accessible, Ensuite (Library)

10.0 out of 10
Exceptional
(4 reviews)

Highlights

Separate sitting area
Air conditioning
Heating
Fan
2 bedrooms
Premium bedding
Private bathroom
Bathrobes
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Deluxe Suite, Private Bathroom (Family Suite)

Deluxe Suite, Private Bathroom (Family Suite) | 2 bedrooms

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

View all photos for Deluxe Double Room, Ensuite (The Treehouse)

Deluxe Double Room, Ensuite (The Treehouse) | Exterior

Deluxe Double Room, Ensuite (The Treehouse)

10.0 out of 10
Exceptional
(2 reviews)

Highlights

Separate sitting area
Air conditioning
Heating
2 bedrooms
Fan
Detached private bathroom
Bathrobes
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Deluxe Cottage, Accessible, Shared Bathroom (1850)

Deluxe Cottage, Accessible, Shared Bathroom (1850) | Exterior

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 neighborhood

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

What's nearby

  • Riverdale Plaza - 9 min drive - 11.6 km
  • Southside Virginia Community College - 9 min drive - 12.3 km
  • Constitution Square - 9 min drive - 12.3 km
  • Downtown South Boston Farmers Market - 10 min drive - 12.6 km
  • South Boston Town Hall - 10 min drive - 12.6 km

Getting around

  • 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

Family-friendly bed & breakfast
Free breakfast, a garden, and a playground are just a few of the amenities provided at Oak Grove Bed and Breakfast. In addition to an arcade/game room and a library, guests can connect to free WiFi in public areas.
Other perks at this bed & breakfast include:
  • A children's pool
  • Free self parking
  • An electric car charging station, wedding services, and barbecue grills
  • Smoke-free premises, karaoke, and 1 meeting room

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Property amenities

Internet

  • Available in some public areas: Free WiFi; wired internet (surcharge)

Parking and transportation

  • Electric car charging station on site
  • Free self parking on site
  • Free RV/bus/truck parking on site

Food and drink

  • Free breakfast available

Things to do

  • Arcade/game room
  • Children's pool
  • Karaoke
  • Library
  • Playground

Family friendly

  • Arcade/game room
  • Children's pool
  • Playground

Guest services

  • Housekeeping (weekly)
  • Wedding services

Business services

  • Computer station
  • Meeting room

Outdoors

  • Barbecue grill
  • Garden
  • Picnic area

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator
  • Wheelchair-accessible path of travel

More

  • Smoking not allowed

Policies

Check-in

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

Check-out

Check-out before 12:00 PM
Contactless check-out available

Special check-in instructions

The host will greet guests on arrival

Access methods

Host will greet you

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only

Children and extra beds

Children are welcome

Property payment types

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards
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

We should mention

This property does not have elevators
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)

Property is 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

Does Oak Grove Bed and Breakfast have a pool?

Yes, this property has a children's pool.

Is Oak Grove Bed and Breakfast pet-friendly?

Yes, dogs are allowed at this property.

How much is parking?

Self parking is free at this property.

What time is check-in at Oak Grove Bed and Breakfast?

Check-in start time: 3:00 PM; Check-in end time: 9:00 PM.

What time is check-out at Oak Grove Bed and Breakfast?

Check-out is at 12:00 PM.

Where is Oak Grove Bed and Breakfast located?

Set in South Boston, this family-friendly bed & breakfast is within 9 mi (15 km) of Riverdale Plaza, Vaughan St. Park, and North Main Street Park. Halifax County Fairgrounds and Downtown South Boston Farmers Market are also within 9 mi (15 km).

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Reviews

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
Rating 10 - Excellent. 32 out of 45 reviews
Rating 8 - Good. 12 out of 45 reviews
Rating 6 - Okay. 1 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

Reviews

10/10 Excellent

Josh

Liked: Cleanliness, amenities, property conditions & facilities
This was our second stay at Oak Grove B&B, and we definitely plan to stay again! Both times, we have had a great experience. The accessibility of the library room is great, the room is clean and just as beautiful as in the pictures. Pickett and Mike are super friendly and accommodating, and the breakfast is absolutely fantastic! Oh, and the pups, Ethos and India, are awesome, as well!
Stayed 2 nights in Nov 2025

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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.
Stayed 1 night in Jul 2017

10/10 Excellent

Allen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful Victorian home. Lovely rooms. Very nice grounds and a quaint town.
Stayed 2 nights in Oct 2024

10/10 Excellent

Thomas

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!!!
Stayed 7 nights in Jun 2024

10/10 Excellent

Nicole

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hostess was very inviting and accommodating. The room was immaculate, the entire property was serene, and beautiful.
Stayed 3 nights in Sep 2023

10/10 Excellent

Erin

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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!
Stayed 2 nights in Aug 2023

10/10 Excellent

Abigail

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.
Stayed 2 nights in Jun 2023

10/10 Excellent

Patti

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

If peace and quiet is what you want

Beautiful old home and grounds. Perfect place for a quite get away.
Stayed 2 nights in May 2022

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice accomedations. Great breakfasts. Very accomedating owner. I would definately stay here again.
Stayed 2 nights in May 2021

10/10 Excellent

Evanne

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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!
Stayed 4 nights in Jun 2020

10/10 Excellent

Linda and Rob

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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.
Stayed 1 night in Aug 2019

10/10 Excellent

Marian

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great place to experience a time gone by. Perfect host & beautiful place. No tv though but there is WiFi lol
Stayed 1 night in Aug 2018

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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 Good

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Nice old plantation house with interesting histora

Experience was very good Good breakfasts The two dogs were very friendly and lovable Very peaceful location
Stayed 2 nights in Aug 2018

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Awesomeness

Great place

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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 Good

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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 Good

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities

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.