Title: South Boston Vacation Packages & Trips 2026 from CA $975 | Expedia.ca [Hotels in South Boston](https://expedia.ca/South-Boston-Hotels.d10151.Travel-Guide-Hotels)[Vacation Rentals in South Boston](https://expedia.ca/South-Boston-Vacation-Rentals.d10151.Travel-Guide-VacationRentals)[South Boston Car Rentals](https://expedia.ca/Car-Rentals-In-South-Boston.d10151.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # South Boston Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### 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](https://www.expedia.ca/South-Boston-Speedway-South-Boston.d6093269.Vacation-Attraction). 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. ![Comfort Inn University Durham - Chapel Hill](https://images.trvl-media.com/lodging/1000000/10000/5000/4989/3e593195_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Inn University Durham - Chapel Hill CA $975 per person May 13 - May 20 found 16 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Raleigh (RDU) 7.8/10 Good! (995 reviews) Not much of a verity for breakfast. Reviewed on Apr 2, 2026 ![Sheraton Raleigh Hotel](https://images.trvl-media.com/lodging/1000000/10000/8900/8897/b7c72cba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton Raleigh Hotel Downtown Raleigh CA $1,250 per person May 13 - May 20 found 16 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Raleigh (RDU) 8.2/10 Very Good! (1,004 reviews) Breakfast was wonderful, staff were friendly and helpful the room was clean and comfortable Reviewed on Apr 2, 2026 ![Holiday Inn Express Durham by IHG](https://images.trvl-media.com/lodging/1000000/520000/519800/519791/b3df2a4a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Durham by IHG CA $977 per person May 13 - May 20 found 16 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Raleigh (RDU) 8.8/10 Excellent! (976 reviews) Staff was friendly and breakfast was amazing! Reviewed on Mar 28, 2026 ![Landing Apartments Durham](https://images.trvl-media.com/lodging/111000000/110750000/110744000/110743957/44901ab1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments Durham Downtown Durham CA $1,301 per person May 13 - May 20 found 16 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Raleigh (RDU) 8.6/10 Excellent! (26 reviews) Amazing location and place for a short or extended stay! Reviewed on Feb 15, 2026 ![Landing Apartments Glen Laurel - Raleigh](https://images.trvl-media.com/lodging/127000000/126540000/126536200/126536186/64bbe410_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments Glen Laurel - Raleigh Northwest Raleigh CA $1,347 per person May 13 - May 20 found 16 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Raleigh (RDU) No reviews ## Ready to book your vacation to South Boston? Choose your dates ## South Boston Hotel Deals ![Fairfield Inn & Suites South Boston](https://images.trvl-media.com/lodging/3000000/2830000/2827400/2827362/6fa5e52d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairfield Inn & Suites South Boston 1120 Bill Tuck Hwy South Boston VA Fully refundableReserve now, pay when you stay CA $193 CA $216 total Apr 4 - Apr 5 includes taxes & fees 8.8/10 Excellent! (395 reviews) Breakfast was decent. Reviewed on Mar 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=04%2F04%2F2026&endDate=05%2F04%2F2026&selected=2827362&PinnedHotelID=2827362&HadPinnedHotel=true®ionId=10151) ![The Berry Hill Resort & Conference Center](https://images.trvl-media.com/lodging/1000000/910000/907700/907687/53f7bca8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Berry Hill Resort & Conference Center 3105 River Road South Boston VA Fully refundableReserve now, pay when you stay CA $188 CA $234 total Apr 6 - Apr 7 includes taxes & fees 9.2/10 Wonderful! (714 reviews) The breakfast was well below the level of inexpensive local hotels. Breakfast staff was slow paced and unmotivated. We expected more on this part. TV in room wouldn't turn on. The place was beautiful and we loved the history. Met nice people. Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=907687&PinnedHotelID=907687&HadPinnedHotel=true®ionId=10151) ![Clarion Pointe South Boston - Danville East](https://images.trvl-media.com/lodging/1000000/70000/60800/60769/21d537f1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Clarion Pointe South Boston - Danville East 1074 Bill Tuck Hwy South Boston VA Fully refundableReserve now, pay when you stay CA $138 CA $154 total Apr 25 - Apr 26 includes taxes & fees 7.2/10 Good! (313 reviews) Overall the facility is in need of renovation. The room was quiet and comfortable. Reviewed on Mar 19, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F04%2F2026&endDate=26%2F04%2F2026&selected=60769&PinnedHotelID=60769&HadPinnedHotel=true®ionId=10151) [See all 278 properties in South Boston](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026®ionId=10151) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app