Top South Boston Hotel Deals

Make the Most of Your South Boston Stay

A historic Southern crossroads

South Boston earned its place in American history when General Nathanael Greene's army crossed the Dan River here in 1781, escaping British forces during the Revolutionary War. That legacy lives on at The Prizery, where a restored tobacco warehouse houses performing arts and the Crossing of the Dan exhibit. The town's centerpiece, Berry Hill Resort, stands as Virginia's finest example of domestic Greek Revival architecture—a National Historic Landmark on 650 acres. Downtown's Victorian and Italianate storefronts reflect the era when South Boston ranked as America's second-largest brightleaf tobacco market.

Refined Southern hospitality

The Mansion Restaurant at Berry Hill delivers elevated Southern cuisine in an 1842 estate setting, while Darby's Tavern occupies the original kitchen building with Creole-inspired comfort food. The resort offers IACC-certified conference facilities, and the town sits within a day's drive of two-thirds of the U.S. population. The annual Virginia Cantaloupe Festival celebrates local agriculture with live music and regional produce.

Strategic regional access

Raleigh-Durham International Airport sits 90 minutes south, while William M. Tuck Airport accommodates corporate aircraft. A rental car proves essential for exploring nearby Virginia International Raceway and Staunton River State Park. Members can apply miles toward accommodations at Berry Hill, Southern Virginia's most distinguished historic property.

Frequently Asked Questions about South Boston

Can I use my miles on Delta Stays to book hotels in South Boston?

Yes, you can book your hotel stay in South Boston using your Delta miles, either for the total amount or in combination with money to reserve your stay. When you log in to your Delta SkyMiles® account, you will also discover Member offers at select properties that could enhance your travel experience.

What is the benefit of booking my South Boston hotel directly on Delta Stays?

As a SkyMiles Member, you will earn 2 miles per $1 spent on completed hotel stays and vacation rentals reserved through Delta Stays. Plus, you will receive access to Member promotions at select properties, along with the option to complete payment using miles, cash, or a combination. To ensure you earn your miles, simply sign in to your SkyMiles account or enter your SkyMiles number at checkout when paying with cash. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

Is it possible to change or cancel my hotel booking made through Delta Stays?

Each property maintains its own cancellation policy. We suggest reviewing the cancellation policies displayed in the detailed information for each hotel before completing your reservation. Some rates are refundable, while others are non-refundable. Any modifications or cancellations to your reservation may affect the mileage credits you earn and receive in your account.

Can I use my Delta SkyMiles® American Express® Card to book?

Yes, your Delta SkyMiles® Gold, Platinum, or Reserve American Express® Card gives you access to additional miles and benefits including an annual statement credit of up to $200 to use on prepaid hotels or vacation rentals booked through Delta Cars and Stays. These offers are subject to specific terms and conditions. For an overview of the advantages associated with your card membership, please visit the Delta SkyMiles® American Express Credit Cards page where you can review complete benefit details.

Can I earn MQDs on Delta Stays hotel bookings?

From time to time, Delta Stays may present special opportunities for SkyMiles Members to earn Medallion® Qualification Dollars on their hotel and vacation rental bookings made through Delta Stays. We invite you to check the Delta Stays MQD Offer page regularly to view current MQD earning opportunities and examine the specific terms and conditions associated with these special offers.

Do I need to have a Delta SkyMiles account to book hotels on Delta Stays?

No, anyone can book hotels through Delta Stays. However, only SkyMiles Members can earn miles and access Member-only prices and offers. SkyMiles Members earn 2 miles per $1 spent on Delta Cars and Stays purchases (excluding taxes and additional fees). Enrollment in the SkyMiles program comes at no cost. Visit the delta.com to join today.

Can I book a vacation rental through Delta Stays?

Yes, Delta Stays offers a wide selection of vacation rentals in addition to hotels. You can explore a variety of homes, condos, and specialty lodging powered by Vrbo by visiting the Vacation Rentals page.

What hotels in South Boston have high ratings?

In South Boston, you’ll find 8 hotels to choose from when you book on Delta Stays. The Berry Hill Resort & Conference Center has a guest rating of 9.2 out of 10, and features an indoor pool and a full-service spa.

What's a good time of year to visit South Boston?

To experience South Boston during great weather, consider a visit in September when the temperature is comfortable and the skies are mostly sunny. For off-peak prices and more deals on hotels, consider visiting during April when temperatures are milder with fewer crowds and significantly lower pricing.

What hotels in South Boston are near South Boston Speedway?

This historic 0.4-mile oval track launched NASCAR legends with high-speed action under the lights. Try the famous bologna burgers while watching Saturday night races. One popular hotel is The Berry Hill Resort & Conference Center which is a short drive away.

What hotels in South Boston are located near Downtown South Boston Farmers Market?

The Downtown South Boston Farmers Market brings together local growers and artisans every Saturday morning. Bring reusable bags for fresh produce and handcrafted finds. The Berry Hill Resort & Conference Center is a popular hotel, which is just a short drive away.

What hotels in South Boston are near North Main Street Park?

This peaceful green space offers tree-shaded benches and open lawns where locals gather for afternoon picnics. A quiet retreat from the city's energy. One popular hotel is The Berry Hill Resort & Conference Center which is a short drive away.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar