South Boston Vacation Packages
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Your South Boston Vacation
There's no better way to get away than with one of our vacation 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 vacation is a piece of cake with Expedia.
Top South Boston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Raleigh Downtown
Midtown Raleigh
Price was CA $1,522, price is now CA $1,299 per person
CA $1,299
per person
Jul 6 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Raleigh (RDU)
8.8/10 Excellent! (978 reviews)
The staff are so so nice and helpfu.l.They each went above and beyond. They were also so friendly. The hotel is in a great location. So many restaurants and bars in walking distance. The pool was closed when we were there and each day we asked if the firepit could be put on and no one could do it which was a big bummer. We were hoping to enjoy wine out on the patio area (which is really cute!). Overall we were very happy with our stay and the hotel for the price.
Reviewed on May 27, 2026
Landing Apartments Glen Laurel - Raleigh
Northwest Raleigh
Price was CA $1,935, price is now CA $1,637 per person
CA $1,637
per person
Aug 15 - Aug 22
found 23 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Raleigh (RDU)
No reviews
Perfect for two couples! Having our own bathrooms was great.
Reviewed on May 23, 2026
Landing Apartments - Chapel Hill, NC
Price was CA $1,721, price is now CA $1,456 per person
CA $1,456
per person
Aug 15 - Aug 22
found 23 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Raleigh (RDU)
10/10 Exceptional! (4 reviews)
The apartment was super clean, easy access to shops, check in and check out proces was so easy. I really enjoyed my stay there.
Reviewed on May 18, 2026
Home2 Suites by Hilton Raleigh West Lenovo Center
Southwest Raleigh
Price was CA $1,602, price is now CA $1,355 per person
CA $1,355
per person
Jul 6 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Raleigh (RDU)
9/10 Wonderful! (366 reviews)
Very nice hotel.
Only slight downside is train track on rear of property (train noise at 6:30 AM), other side busy highway.
Reviewed on Apr 19, 2026
The Carolina Inn, a Destination by Hyatt Hotel
Price was CA $1,975, price is now CA $1,699 per person
CA $1,699
per person
Jul 6 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Raleigh (RDU)
9.6/10 Exceptional! (1,000 reviews)
Always the best place to stay while in CH!
Reviewed on May 3, 2026
South Boston Hotel Deals
Fairfield Inn & Suites South Boston
1120 Bill Tuck Hwy South Boston VA
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Jun 14 to Jun 15
CA $178
CA $199 total
Jun 14 - Jun 15
includes taxes & fees
8.8/10 Excellent! (404 reviews)
"Great check-in. Very professional and accommodating. Would stay again solely on the actions of the front desk receptionist who checked us in. Great customer service!"
Reviewed on May 18, 2026
The Berry Hill Resort & Conference Center
3105 River Road South Boston VA
The price is CA $185 per night from Jun 15 to Jun 16
CA $185
CA $230 total
Jun 15 - Jun 16
includes taxes & fees
9.2/10 Wonderful! (730 reviews)
"The resort is in close proximity to Tunnel Creek and other nearby sites!"
Reviewed on May 10, 2026
Super 8 by Wyndham South Boston VA
1040 Bill Tuck Hwy South Boston VA
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from May 31 to Jun 1
CA $109
CA $122 total
May 31 - Jun 1
includes taxes & fees
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
