South Boston Holidays from £540

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Photo by kristy in VA
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Your South Boston Holiday

There's no better way to get away than with one of our holiday packages to South Boston. The lively atmosphere and rich history are two of the many compelling reasons to visit this fascinating city. During your trip to South Boston, take all the time you need for sightseeing. One of the best places to begin is South Boston Speedway. No matter your travel plans or budget, putting together the ultimate tailored South Boston holiday is a piece of cake with Expedia.

Top South Boston Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Salem Roanoke Area

Baymont by Wyndham Salem Roanoke Area

2.5 out of 5
per person
13 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Roanoke (ROA)
7.4/10 Good! (61 reviews)
The staff were very friendly and informative. The gentleman that was at the front desk the day that I checked in was extremely polite and very sweet. There was a mishap that went up happening with my reservation due to my business trip being cut short and I was easily provided the refund for the additional nights that I did not stay there. I was not provided a hassle And I was extremely happy with my stay.

Reviewed on 9 Jul 2025

Days Inn by Wyndham Wytheville

Days Inn by Wyndham Wytheville

2 out of 5
per person
13 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Roanoke (ROA)
8/10 Very Good! (1,001 reviews)
It’s a bit run down inside and out. Even though I had a non smoking room I could smell cigarette smoke from the past. The experience was just ok. Not comfortable.

Reviewed on 9 Jul 2025

The Highlander at Radford, Tapestry Collection by Hilton

The Highlander at Radford, Tapestry Collection by Hilton

3.5 out of 5
per person
13 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Roanoke (ROA)
9.6/10 Exceptional! (622 reviews)
What a great find in Radford! We very much enjoyed our stay at this hotel, from the welcoming, pleasant foyer with coffee shop, to the interior decor, to the clean rooms with comfy beds, to the rooftop bar and restaurant, to the friendly staff! We actually ended up staying two nights and will be staying here again in the future.

Reviewed on 11 Jul 2025

Super 8 by Wyndham Salem VA

Super 8 by Wyndham Salem VA

2.5 out of 5
per person
13 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Roanoke (ROA)
6.6/10 (601 reviews)
It's a good enough hotel for the price .

Reviewed on 5 Jul 2025

Super 8 by Wyndham Wytheville

Super 8 by Wyndham Wytheville

2 out of 5
per person
13 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Roanoke (ROA)
8.2/10 Very Good! (1,010 reviews)
Room is clean and spacious. No parking right ouside your door.

Reviewed on 9 Jul 2025

South Boston Essential Information

Language
English
Currency
U.S dollars
Population
8,000
Max Temp Winter
10ºC
Max Temp Summer
32ºC
Top Sights
Greenwood Vineyards and South Boston Speedway

Top hotels in South Boston

Clarion Pointe South Boston - Danville East
Clarion Pointe South Boston - Danville East
3.5 out of 5
1074 Bill Tuck Hwy, South Boston, VA
Fully refundableReserve now, pay when you stay
The price is £70 per night from 27 Jul to 28 Jul
£70
27 Jul - 28 Jul
includes taxes & fees
7.2/10 Good! (234 reviews)
"Great overall"

Reviewed on 4 Jul 2025

Clarion Pointe South Boston - Danville East
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 £53 per night from 15 Jul to 16 Jul
£53
15 Jul - 16 Jul
includes taxes & fees
5.6/10 (276 reviews)
"The room was clean and everything worked."

Reviewed on 21 Jun 2025

Americas Best Value Inn & Suites South Boston
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 £134 per night from 23 Jul to 24 Jul
£134
23 Jul - 24 Jul
includes taxes & fees
9/10 Wonderful! (643 reviews)
"It was a late night early morning for me"

Reviewed on 30 Jun 2025

The Berry Hill Resort & Conference Center
See all 259 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a South Boston travel package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in South Boston from just £540. And the more you bundle, the more you save. The getaway of your dreams has never been so affordable.
If I'm not able to travel, can I cancel my South Boston travel package?
We understand --- life sometimes gets in the way of your plans. If you've locked in a South Boston travel package and need to amend or cancel it, we're here to help. We recommend visiting our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to cancel and rebook at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may impose a fee.
How do I get a cheap travel package to South Boston?
If you love bargains, bundle your bookings into a South Boston travel package. Whether you're searching for flights, hotels, rental cars or day tours, you can book everything in one place. You'll have a wealth of choice at your fingertips as well. Expedia has over 550 partner airlines and 1,000,000 properties around the globe to pick from. Fly with who you want, find a room where you like and save a bundle --- now that's the ideal getaway!
Does Expedia offer Book Now, Pay Later South Boston holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply pick the payment plan that suits you best during the checkout process and take the stress out of budgeting for your next trip. Remember to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that suit all budgets, so you can jet away on that well-deserved holiday sooner.
  • Pay in instalments holidays: If you want to pay off your getaway across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is much easier with this payment option. Just put down a small deposit on your holiday and then start packing your bags.

Where should I stay in South Boston?
With interesting attractions like South Boston Speedway and Sentara Halifax Regional Hospital in this neighbourhood, see if you can find a hotel near either of them. Hudson Heritage Farms is another South Boston hot spot that visitors flock to.
What are the top hotels in South Boston?
Make a reservation at Clarion Pointe South Boston - Danville East. It's one of the neighbourhood's most sought-after hotels. Another well-known option in South Boston is The Berry Hill Resort & Conference Centre.
How far in advance should I book my South Boston holiday?
It depends on the airline, but you can generally look up international airfares on Expedia up to a year in advance. While it's a good idea to book ahead of time, lucky customers occasionally nab a cheaper seat just weeks prior to the date of departure.
What does an Expedia South Boston travel package include?
That depends entirely on you. You can select from a range of South Boston bundles, such as a hotel, rental car and flight. You can also book a hotel with a flight, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your South Boston trip looks like, you're sure to save!
What should I know before booking a South Boston travel package?
A travel package can be easier on the hip pocket than individually booking everything you need for your trip. For example, bundle your flights, hotels and rental cars and score big savings. Whatever sort of holiday you're planning, there's sure to be a package that best suits your budget.
Can I choose my airline with a South Boston Expedia travel package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Simply choose the carrier you want and put together the perfect South Boston holiday.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.