South Boston Holidays from £798

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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.
Wingate by Wyndham Raleigh South / Garner

Wingate by Wyndham Raleigh South / Garner

3 out of 5
Price was £913, price is now £798 per person
£798
per person
15 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LON) to Raleigh (RDU)
8.6/10 Excellent! (1,001 reviews)
The room was clean, the staff was helpful and polite and parking was good. Breakfast could have been better. Hot oatmeal and a variety of fresh fruit would be a nice option!

Reviewed on 13 Jul 2026

Hyatt House Raleigh Downtown/Seaboard Station

Hyatt House Raleigh Downtown/Seaboard Station

3.5 out of 5
Downtown Raleigh
Price was £1,020, price is now £864 per person
£864
per person
15 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LON) to Raleigh (RDU)
9.4/10 Exceptional! (977 reviews)
ALL staff were amazing! Patrick and Trina at the front desk are wonderful. All staff at the breakfast area worked so hard : cooking, cleaning and tending to every guest, kindly! The home-made croissants were absolutely delicious! The best I’ve ever had ! The rooms were fresh & clean! The pillows (bed and linens) were perfectly dreamy! The parking was ample at self-park across the street ($25.00/day) and Valet parking was available too! Hold onto your elevator key- you’ll need it to get up to your floor/room. There’s a rooftop bar/restaurant I’ve been to in the past, which is convenient and was nice! There was ample, comfortable seating in the lobby which is helpful if you’re traveling with a group. One night, someone was smoking in an elevator & around 12:30 am, guests evacuated which was rough on elderly & handicapped getting down stairwell/standing outside. However, hotel mgt./staff handled well by extending breakfast & accommodating late check-out, small room comp. or points offered. Classy. There are casual restaurants just steps away (Bad Daddy’s Burgers) or fine dining (Perry’s Steakhouse) just a 10 minute drive from the property. Both are excellent ! We didn’t bring our swim suits but there was a nice little pool which we saw guests enjoying! We’ll be staying at Hyatt Seaboard Station again this month & will recommend to our family’s’ wedding guests who will be back to the area in October! We highly recommend this Raleigh Hyatt to all! Enjoy your stay…..we did!

Reviewed on 13 Jul 2026

Landing Apartments Near Woodcrest

Landing Apartments Near Woodcrest

4 out of 5
East Raleigh
Price was £1,119, price is now £951 per person
£951
per person
15 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LON) to Raleigh (RDU)
10/10 Exceptional! (1 review)
Great stay & super comfortable bed!

Reviewed on 5 Jun 2026

Landing Apartments - Chapel Hill, NC

Landing Apartments - Chapel Hill, NC

3.5 out of 5
Price was £1,095, price is now £934 per person
£934
per person
15 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LON) to Raleigh (RDU)
9.8/10 Exceptional! (9 reviews)
There is no one onsite to help with any issues. Their response was someone will get back to you with 1-3 days which clearly isn’t helpful.

Reviewed on 3 Jul 2026

JB Duke Hotel

JB Duke Hotel

4 out of 5
Price was £1,579, price is now £1,378 per person
£1,378
per person
15 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LON) to Raleigh (RDU)
9.4/10 Exceptional! (648 reviews)
Good breakfast that accommodates all requests.

Reviewed on 12 Jul 2026

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

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 £124 per night from 14 Jul to 15 Jul
£124
14 Jul - 15 Jul
includes taxes & fees
9.2/10 Wonderful! (750 reviews)
"I will stay at Berry Hill when ever I go back to South Boston. We enjoyed our stay and the pool greatly. Thank you!"

Reviewed on 12 Jul 2026

The Berry Hill Resort & Conference Center
Fairfield Inn & Suites South Boston

Fairfield Inn & Suites South Boston

3 out of 5
1120 Bill Tuck Hwy South Boston VA
Fully refundableReserve now, pay when you stay
The price is £116 per night from 26 Jul to 27 Jul
£116
26 Jul - 27 Jul
includes taxes & fees
8.8/10 Excellent! (419 reviews)
"The rooms need a refresh - certainly are clean, but in some portions, (bathroom) definitely moving toward dingy. Just clearly showing wear."

Reviewed on 9 Jul 2026

Fairfield Inn & Suites 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 refundable
The price is £79 per night from 5 Aug to 6 Aug
£79
5 Aug - 6 Aug
includes taxes & fees
7.2/10 Good! (328 reviews)
"Breakfast was very good and well kept. The front doors were not functioning properly. The side door had to be pulled closed. The room was nice. A good stay overall."

Reviewed on 13 Jul 2026

Clarion Pointe South Boston - Danville East
See all 280 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

Stay near popular South Boston attractions

South Boston Town Hall

This Neoclassical civic landmark features a distinctive rounded entrance and unique brick belfry. Architectural enthusiasts will appreciate its historical significance within South Boston's walkable historic district.
See properties

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 £798. 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.

Explore a world of travel with Expedia

* 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.