South Boston Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by kristy in VA
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    Better together
    Save up to NT$5,067 when you book a flight and hotel together*
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Find the Best South Boston Vacation Packages

South Boston Hotel Deals

The Berry Hill Resort & Conference Center
The Berry Hill Resort & Conference Center
4 out of 5
3105 River Road, South Boston, VA
Fully refundableReserve now, pay when you stay
The price is NT$4,411 per night from Jul 6 to Jul 7
NT$4,411
NT$5,426 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (639 reviews)
"the property is quiet bucolic and somewhat serene, anachronistic in a good way, great place for a private getaway. The rooms were too cold even n the summer and attempts to lower the AC were ineffective, needs to be remedied, also the gym is in need of a major remodel, walls were smeared and dirty ..."

Reviewed on 2025/6/20

The Berry Hill Resort & Conference Center
Americas Best Value Inn & Suites South Boston
Americas Best Value Inn & Suites South Boston
2 out of 5
2050 Philpott Rd, South Boston, VA
Fully refundableReserve now, pay when you stay
The price is NT$1,902 per night from Jun 28 to Jun 29
NT$1,902
NT$2,117 total
Jun 28 - Jun 29
includes taxes & fees
5.6/10 (275 reviews)
"The room was clean and everything worked."

Reviewed on 2025/6/21

Americas Best Value Inn & Suites South Boston
Super 8 by Wyndham South Boston VA
Super 8 by Wyndham South Boston VA
2 out of 5
1040 Bill Tuck Hwy, South Boston, VA
Fully refundableReserve now, pay when you stay
The price is NT$2,312 per night from Jul 20 to Jul 21
NT$2,312
NT$2,585 total
Jul 20 - Jul 21
includes taxes & fees
6.8/10 (426 reviews)
"Last minute trip for my daughter's graduation. Everything was smooth very clean...... friendly service even at 1145pm 😬 My only gripe is that my room had a strong smoke smell. I was pretty sure its a smoke free facility?? Other than that great service price and value. I would def stay again."

Reviewed on 2025/5/25

Super 8 by Wyndham South Boston VA
See all 254 properties in South Boston
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.

Frequently asked questions

How much does a South Boston vacation package cost?
You'll find cheap prices on Expedia for your South Boston break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to South Boston costs.
What are the cheapest months to go to South Boston?
You can generally find lower prices and greater availability in January, February and November. Check out our cheap South Boston vacation packages and you could get some excellent off-season deals.
How many days is enough for South Boston?
The ideal length of your South Boston vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you plenty of time to visit all the major sights and explore some hidden treasures along the way.
How to find the best South Boston package deals?
Landing a cheap South Boston package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add some filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly South Boston package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a South Boston vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays individually. Better still, you can tailor your South Boston trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to South Boston?
If you're planning a spontaneous South Boston vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to South Boston?

  1. Choose your travel dates: The things you plan to do in South Boston and your preferred season can help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to airfares and activities. Your hotel will likely be the biggest expense during your trip to South Boston.
  3. Work out your trip length: Consider how long you'd like to spend exploring South Boston. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a South Boston vacation package that brings all your bookings together.

Discover the most popular places to visit in South Boston

Hudson Heritage Farms

3.5/5(3 reviews)

Commune with nature and explore the great outdoors at Hudson Heritage Farms during your travels in South Boston. Take in the entertainment venues and countryside in this family-friendly area.

Hudson Heritage Farms
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.