South Boston Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

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 S$258 per night from 29 Dec to 30 Dec
S$258
includes taxes & fees
29 Dec - 30 Dec
9/10 Wonderful! (602 reviews)
"Very unique hotel with great service. Be sure to take a tour of the mansion, Leland was a wonderful guide!"

Reviewed on 28 Nov,2024

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 S$77 per night from 5 Jan to 6 Jan
S$77
includes taxes & fees
5 Jan - 6 Jan,2025
5.6/10 (230 reviews)
"Roach in the bed with me. One crawling on the wall. Two under my hand towel laying on the vanity! Two crawling on the shower stall! This is just the ones i saw! Room 110."

Reviewed on 10 Dec,2024

Americas Best Value 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 refundableReserve now, pay when you stay
The price is S$148 per night from 2 Jan to 3 Jan
S$148
includes taxes & fees
2 Jan - 3 Jan,2025
7.4/10 Good! (204 reviews)
"I loved this place"

Reviewed on 1 Dec,2024

Clarion Pointe South Boston - Danville East
See all 217 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 holiday package cost?
We make it easy to see the world, with South Boston packages starting from as little as . You’ll have the flexibility to combine your favourite hotels, airlines and car rental. For the ultimate getaway, why not add a couple of tours and activities to your itinerary?
How do I get a cheap travel package to South Boston?
If you love scoring a bargain, combine your bookings into a South Boston holiday package. Whether you’re searching for hotels, flights, rental cars or activities, you can browse and book everything in one place. You’ll have ample choice at your fingertips as well. Expedia has over 550 partner airlines and 1,000,000 hotel options across the globe to take your pick of. Fly with who you want, check in where you like and save precious dollars — now that’s the ideal holiday!
Where should I stay in South Boston?
A getaway to South Boston wouldn’t be complete without checking out South Boston Speedway, Sentara Halifax Regional Hospital and Hudson Heritage Farms. Spend your nights near these top attractions and make sightseeing a breeze.
What are the top hotels in South Boston?
If it’s your first visit to South Boston, lock in a room at Fairfield Inn & Suites South Boston or Charles Bass House Bed And Breakfast. Both hotels have good amenities and are top options with many savvy travellers.
How far in advance should I book my South Boston holiday?
Reserving your tickets early with Expedia means one less thing to have to worry about. Many air carriers display prices up to 12 months prior to departure dates. This is generally the cheapest time to book. If circumstances have left you booking late, incredible deals to South Boston sometimes occur in the weeks leading up to departure.
What does an Expedia South Boston travel package include?
Choose from any combination of rental cars, hotels and flights. Once you’ve made your booking, you can add activities and experiences. Want to pick your airfare class? That’s also easy to do. The choice is all yours when it comes to crafting your ideal South Boston trip.
What should I know before booking a South Boston travel package?
An Expedia travel package can be customized for your budget and is a terrific way to stretch your hard-earned dollars. How much you include is completely up to you. Hotels, rental cars and flights — choose any combination that suits your style.
Can I choose my airline with a South Boston Expedia holiday package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Simply choose the carrier that suits you and craft the perfect South Boston escape.
If I'm not able to travel, can I cancel my South Boston holiday package?
We totally understand that life sometimes gets in the way of your plans. If you’ve locked in a South Boston holiday package and have to amend or cancel it, we can help. We suggest taking a look at our Customer Service Portal first for information. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it’s been longer than 24 hours, your airline, hotel or car rental company may impose a charge.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.