Southside Vacations from $384
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The Latest Southside vacation packages
Price found within the past 48 hours. Click for updated prices.
Vacation Village At Williamsburg
Save 100% on your flight
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,504 reviews)
Loved the size of the condo. The only problem was the hardness of the beds. It was really rough to sleep on. Woke up sore.
Reviewed on Aug 3, 2025
Club Wyndham Kingsgate
Save 100% on your flight
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,006 reviews)
Nice place to stay with a lot to do. Unfortunately, our vehicle was hit by someone in the activities center parking lot while we were at the pool. We came out to see the damage with no note. There’s no security cameras in that area either so whomever did it will likely get away. Also, the smoke alarm in the bedroom kept randomly going off while our kids were sleeping. Spent a substantial amount of time on that.
Reviewed on Aug 3, 2025
Linden Row Inn
Downtown Richmond
Save 100% on your flight
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
9.2/10 Wonderful! (1,070 reviews)
Linden Row Inn is a quirky hotel with individually unique rooms in a set of restored row houses. If you like history, you will find it interesting. It was clean and well maintained and the staff is friendly and helpful. I would stay here again.
Reviewed on Aug 2, 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.
Discover the most popular places to visit in Southside
Pony Pasture Park
You can take time to visit Pony Pasture Park during your travels to Richmond. Wander around the area's picturesque gardens or experience its great live music.
Virginia Commonwealth University
4.5/5(414 reviews)
Explore the campus of Virginia Commonwealth University during your stay in Richmond. Stroll along the area's riverfront or experience its great live music.
University of Richmond
4.5/5(152 reviews)
Take a campus tour or just explore the area of University of Richmond, during your trip to Richmond. Attend a sporting event or simply enjoy the charming coffeehouses while you're in the area.
What to do in Southside
Southside Hotel Deals
Best Western Premier Richmond City Gateway
4303 Commerce Road, Richmond, VA
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $105 total per night from Sep 1 to Sep 2
$105 total
Sep 1 - Sep 2
Total includes taxes and fees
7.8/10 Good! (1,005 reviews)
"Rooms are a nice size, beds are comfortable"
Reviewed on Jul 31, 2025
Red Roof Inn Richmond South
4350 Commerce Rd, Richmond, VA
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $79 total per night from Aug 4 to Aug 5
$79 total
Aug 4 - Aug 5
Total includes taxes and fees
6.4/10 (1,001 reviews)
"Great"
Reviewed on Aug 1, 2025
Extended Stay America Suites North Chesterfield Arboretum
241 Arboretum Pl, Richmond, VA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $106 total per night from Aug 10 to Aug 11
$106 total
Aug 10 - Aug 11
Total includes taxes and fees
8.2/10 Very Good! (1,334 reviews)
"clean room"
Reviewed on Aug 2, 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.
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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.