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Oak Grove Bed and Breakfast

1245 Cluster Springs Rd, South Boston, VA 24592-7055
COVID-19 update: See the added health and safety measures this property is taking.Read more
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Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
Traveler (15)
Room & Suite (4)
Dining (3)
Travel safe during COVID-19
What you can expect during your stay
  • All linens sanitized in high-temperature wash
  • Face masks required for staff in public areas
  • Hand sanitizer available to guests & staff
  • Regularly sanitized high-traffic areas
  • Staff required to regularly wash hands
  • Contactless check-in
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Updated 07/28/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
A note from Oak Grove Bed and Breakfast
Updated 07/28/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.


#2 of 2 B&Bs / Inns in South Boston
GreenLeaders Silver level
We offer bedrooms with fireplaces, comfortable period furniture and family pieces. The elegant parlor and cheerful sunporch provide common space for music and reading. In the Victorian dining room you will be served a full country breakfast in the tradition of Southern hospitality. The plantation has 400 acres for hiking and biking on farm roads and paths. Open May to Sept. Near South Boston, Va.
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Free breakfast
Bicycles available
Children's playground
Kids' outdoor play equipment
Pets Allowed ( Dog / Pet Friendly )
Electric vehicle charging station
Breakfast in the room
Kids' meals
Horseback riding
Bicycle tours
Walking tours
Board games / puzzles
Meeting rooms
Non-smoking hotel
Sun loungers / beach chairs
First aid kit
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Room features
Air conditioning
Seating area
Wardrobe / closet
Electric blanket
Walk-in shower
Bath / shower
Complimentary toiletries
Hair dryer
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Room types
Landmark view
Non-smoking rooms
Family rooms
Good to know
Historic Hotel
Languages Spoken
36Reviews1Q+A8Room tips
Traveler rating
  • 31
  • 5
  • 0
  • 0
  • 0
Time of year
Traveler type
Selected filters
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  • English
Popular mentions
TTA wrote a review Jul 2020
London, United Kingdom8 contributions15 helpful votes
We loved how this place is small, intimate, and family run. The interiors were comfortable, clean and well-appointed. Pickett also had good covid precautions in place, and wore masks the whole time. We were there last week, and my kids still ask about when we are going back to the “lady’s house”. They loved the tire swing and walks around the 400-acre plantation. Highly recommend!
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Date of stay: July 2020Trip type: Traveled with family
Response from Pickett Craddock, Innkeeper at Oak Grove Bed and Breakfast
Responded Jul 28, 2020
Thank you so much for your review. I do enjoy being a family friendly Bed and Breakfast. I want to wear masks and sanitize things that everyone touches like doorknobs so we can all be safe. Breakfast on the porch allows for the free flow of air, is a great place for kids, and the flowers are really pretty this time of year. Love to see you again.
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Evanne S wrote a review Jun 2020
2 contributions
We highly recommend Oak Grove Plantation. It is a lovely property and our room was VERY comfortable and complete with a library of antique books! Very cool. Our hostess, Pickett, was very accommodating in providing us "box breakfast" meals to take with us to track, even delivering them to us VERY early in the morning. She also provided excellent suggestions for dining nearby. She really went out of her way to make us feel comfortable. We would definitely stay there again.
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Date of stay: June 2020
Response from Pickett Craddock, Innkeeper at Oak Grove Bed and Breakfast
Responded Jun 18, 2020
Thank you for your review. This was our first guest since the state reopened and we used masks and social distancing and we both felt safe.
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Richard wrote a review Aug 2019
1 contribution
The owners Pickett and Mike were exceptional, the house and the property exceeded our expectations. We are antique and Virginia history fans and there is an abundance of both at Oak Grove. Pickett has some interesting family history in this home and we thoroughly enjoyed walking some of the acreage. One of the highlights of our stay was the family cemetery. We asked for a dinner recommendation and dined at a fabulous restaurant in Halifax called the Molasses Grill in Halifax which was excellent.in trying to meet our requests. Our visit was for only one night but we had a wonderful time and will return.
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Date of stay: August 2019
Sleep Quality
Response from oakgrove1943, Innkeeper at Oak Grove Bed and Breakfast
Responded Aug 15, 2019
Thank you very much.
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Analya wrote a review Jul 2019
1 contribution
We had a fun and relaxing weekend at this B&B. Our family really enjoyed Oak Grove's hiking trail and waking up to the delicious breakfasts Pickett prepared for us. It was very hot while we were there but we visited Staunton Park's swimming area and it was just perfect. Dinner in neighboring Halifax was also great. Our 3 year old enjoyed running around and playing outdoors, specially in the sandbox. There's also a room with a bunch of old school toys (legos, dominoes...) where he spent quite a bit of time. Also, I never expected to find a charging station for both Tesla and conventional electric cars in there. Highly recommended.
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Date of stay: June 2019
Sleep Quality
Trip type: Traveled with family
Room Tip: The Library Room seems best if you want to avoid stairs
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Response from oakgrove1943, Innkeeper at Oak Grove Bed and Breakfast
Responded Aug 13, 2019
Thank you so much, I hope to see you again.
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K G wrote a review Oct 2018
New York City, New York2 contributions1 helpful vote
Pickett Craddock was an amazing hostess. We were greeted with fresh-squeezed lemonade and a guided tour of the house (optional--Pickett did not make us feel pressured to take the tour at all). She made us feel welcome right away. The grounds were well-kept and peaceful. Our room (The Library) felt so antique and was beautiful. If you're accustomed to country sounds, sleep will not be an issue; if you're not used to country sounds, I recommend having some sort of white noise (app on phone or mini travel fan) during summer because the cicadas were booming. Pickett made our stay feel like a true, comfortable bed and breakfast. She found out I loved huevos rancheros and, without a second thought, offered to make them for us. Breakfast was so delicious and was served with fruit and fresh-squeezed orange juice. This is the perfect place if you're looking for a peaceful, off the beaten path place to stay with excellent service. We highly recommend Oak Grove Plantation.
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Date of stay: July 2018
Trip type: Traveled as a couple
$127 - $171 (Based on Average Rates for a Standard Room)
United StatesVirginiaSouth Boston
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Frequently Asked Questions about Oak Grove Bed and Breakfast
What are some of the property amenities at Oak Grove Bed and Breakfast?
Some of the more popular amenities offered include free wifi, free breakfast, and free parking.
Which room amenities are available at Oak Grove Bed and Breakfast?
Top room amenities include air conditioning, a desk, and a view of a nearby landmark.
What food & drink options are available at Oak Grove Bed and Breakfast?
Guests can enjoy free breakfast during their stay.
Is parking available at Oak Grove Bed and Breakfast?
Yes, free parking is available to guests.
What are some restaurants close to Oak Grove Bed and Breakfast?
Conveniently located restaurants include Bojangles, Sissy's Country Kitchen, and Hillcrest Restaurant & Motel.
Are pets allowed at Oak Grove Bed and Breakfast?
Yes, pets are typically allowed, but it's always best to call ahead to confirm.
Is Oak Grove Bed and Breakfast accessible?
Yes, it offers wheelchair access and reduced mobility rooms. For specific inquiries, we recommend calling ahead to confirm.