
Southside Vacation Packages
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Top Southside Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Bluegreen Parkside Williamsburg Ascend Resort Collection
Price was CA $1,127, price is now CA $980 per person
CA $980
per person
Nov 14 - Nov 19
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
9.4/10 Exceptional! (291 reviews)
I really enjoyed my experience at this property, and my family appreciated everything it had to offer.
I believe the office representative who assisted me was LaRhonda, and she was fantastic! If we hadn't had such a packed family vacation itinerary, I would have made time to learn more about purchasing a timeshare.
Reviewed on Aug. 6, 2025


Baymont By Wyndham Williamsburg I-64
Price was CA $1,429, price is now CA $1,164 per person
CA $1,164
per person
Oct 30 - Nov 6
found 2 days ago
Roundtrip flight included
Toronto (YYZ) to Richmond (RIC)
5.8/10 (9 reviews)
The hotel decor was bit outdated, however, the room was clean and the young woman who checked us in was friendly and personable. Overall, a decent place to stay; we would stay again.
Reviewed on Aug. 16, 2025

Bluegreen Vacations Patrick Henry Square, Ascend Resort
Price was CA $1,158, price is now CA $1,000 per person
CA $1,000
per person
Nov 14 - Nov 19
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.6/10 Excellent! (405 reviews)
No issues with checking in or the room
Reviewed on Aug. 18, 2025

Kingsmill Resort
Kingsmill
Price was CA $1,438, price is now CA $1,264 per person
CA $1,264
per person
Nov 14 - Nov 19
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,014 reviews)
Veiw,pool,staff where great.Nothing bad to say about this property
Reviewed on Aug. 15, 2025
Where to stay in Southside
Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside

Midlothian
Midlothian might not have many top sights, but James River and Carytown are two attractions nearby that you can check out.
Southside Hotel Deals

Best Western Premier Richmond City Gateway
4303 Commerce Road, Richmond, VA
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Sep 1 to Sep 2
CA $125
CA $146 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,001 reviews)
Breakfast issues
"It was a good stay. I truly enjoyed it. Breakfast was included. The only thing I did not like was that you could not take the breakfast out of the serving area. You had to eat it there like a toddler. I was shocked about that. I wanted to go downstairs, grab food and take it back to my room but it ..."
Reviewed on Aug. 19, 2025

Extended Stay America Suites North Chesterfield Arboretum
241 Arboretum Pl, Richmond, VA
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Aug 26 to Aug 27
CA $123
CA $143 total
Aug 26 - Aug 27
includes taxes & fees
8.2/10 Very Good! (1,367 reviews)
"clean hotel room"
Reviewed on Aug. 20, 2025

Country Inn & Suites by Radisson, Richmond I-95 South, VA
2401 Willis Rd, Richmond, VA
Fully refundable
The price is CA $135 per night from Sep 7 to Sep 8
CA $135
CA $157 total
Sep 7 - Sep 8
includes taxes & fees
8.2/10 Very Good! (1,437 reviews)
Short stay.
"The breakfast was the standard hotel free breakfast, the bed was comfortable, and it was easy acess to the interstate;however the hotel was not located in the best area."
Reviewed on Aug. 10, 2025
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.
Discover the most popular places to visit in Southside

Maymont Park
This grand estate is a family favorite with a petting zoo, native wildlife and a preserved 19th-century mansion.

Virginia Museum of Fine Arts
This museum houses Russian jewels, impressionist masters and ancient relics in its vast and varied collection.

Lewis Ginter Botanical Garden
Spend some time admiring the beautiful and diverse floral displays featured in this superb botanical garden, one of the finest in the country.
What to do in Southside

RVA Ghosts Shockoe Bottom Sinister Scares by US Ghost Adventures
CA $36
per adult
Frequently asked questions
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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.