Southside Vacation Packages

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Top Southside Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was CA $956, price is now CA $805 per person
CA $805
per person
Aug 26 - Aug 30
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,756 reviews)
Property was awesome. Lots to see and do. Room was nice and comfortable. The only issue I had was the breakfast was a bit meh, but it was free so kind of hard to complain.

Reviewed on Jun 16, 2026

The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was CA $1,689, price is now CA $1,377 per person
CA $1,377
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,370 reviews)
Great location. Comfortable room.

Reviewed on Jun 13, 2026

Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Price was CA $1,382, price is now CA $1,146 per person
CA $1,146
per person
Aug 26 - Aug 30
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,009 reviews)
Great pool area though the lazy river wasn't functioning.

Reviewed on Jun 13, 2026

Turnpike Motel Richmond VA by Hotel O US 60

Turnpike Motel Richmond VA by Hotel O US 60

2.5 out of 5
Midlothian
Price was CA $1,052, price is now CA $886 per person
CA $886
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
6.4/10 (94 reviews)
It was great for a quick overnight stay. Smoking room and clean was key for me. I will there were a couple of burn marks on things like people don't know how to use an ashtray. Other than that no problems. Also great customer service!

Reviewed on Mar 1, 2026

Lisa's Ranch

Lisa's Ranch

2 out of 5
South Garden
Price was CA $1,274, price is now CA $1,124 per person
CA $1,124
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
No reviews

Where to stay in Southside

Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
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Midlothian

Midlothian might not have many top sights, but University of Richmond Stadium and James River are two attractions nearby that you can check out.

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Southside Hotel Deals

Red Roof Inn Richmond South

Red Roof Inn Richmond South

2 out of 5
4350 Commerce Rd Richmond VA
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from Jun 17 to Jun 18
CA $101
CA $117 total
Jun 17 - Jun 18
includes taxes & fees
6.6/10 (1,013 reviews)
"It’s convenient"

Reviewed on Jun 12, 2026

Red Roof Inn Richmond South
Best Western Premier Richmond City Gateway

Best Western Premier Richmond City Gateway

3 out of 5
4303 Commerce Road Richmond VA
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jun 21 to Jun 22
CA $150
CA $174 total
Jun 21 - Jun 22
includes taxes & fees
8/10 Very Good! (1,007 reviews)
"Room was not very clean, cracks in floor, floor board was dirty, towels had stains. Breakfast was great! Staff was friendly. Hotel just needs to be better cleaned and taken care of."

Reviewed on Jun 12, 2026

Best Western Premier Richmond City Gateway
Hyatt Place Richmond/Arboretum

Hyatt Place Richmond/Arboretum

3 out of 5
201 Arboretum Place Richmond VA
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Jun 21 to Jun 22
CA $155
CA $180 total
Jun 21 - Jun 22
includes taxes & fees
8/10 Very Good! (1,011 reviews)
"It was a great staff for us. The breakfast was ok. Since paying for breakfast it wasn't the value for it. But everything else was great!"

Reviewed on Jun 13, 2026

Hyatt Place Richmond/Arboretum
See all 1,096 properties in Southside
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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Stay near popular Southside attractions

Richmond_StonyPointFashionPark_6083671_04

Stony Point Fashion Park

8.6/5 (16 reviews)
You can browse for the perfect souvenirs at Stony Point Fashion Park during your trip to Richmond. Attend a sporting event or simply enjoy the charming coffeehouses while you're in the area.
See properties

Frequently asked questions

Can I cancel my flight booking to Southside due to COVID-19?
In response to these challenging times, many carriers are offering greater flexibility. Head to our Customer Service Portal to get information about canceling or amending your flight due to COVID-19.
What's the best way to find cheap flights to Southside that have flexible change policies?
By using our convenient "No change fee" filter, that's how. Just enter your travel dates, click the "Search" button, then mark the checkbox underneath the "Flexible change policies" subheading (it's on the left). Expedia makes it easy to find cheap, flexible tickets to Southside.
What are some of the general tips for travelers to Southside during the COVID-19 outbreak?
COVID-19 may have changed the way we travel, but it hasn't dampened our passion for exploring. Here are a few tips on how to navigate the new challenges of traveling:
  • Research if any travel restrictions apply to your origin and destination before booking. Also check if there are any special conditions you'll have to follow on arrival, such as undergoing health assessments.
  • You must wear a face mask throughout your travel experience, even at screening checkpoints. You should be prepared to adjust your mask for ID verification when asked by a TSA employee.
  • Instead of handing a TSA agent your boarding pass, position it straight on the reader yourself. Once that's done, hold it up for inspection.
  • You're allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. This will need to be removed for X-ray screening.
  • To minimize handling during the screening process, place items such as your phone and loose change into your carry-on instead of the bins.
  • If you want to take food on the plane with you, put it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA officer will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to Southside?
American Airlines is a leading airline servicing Southside. Search for a fare to Richmond Intl. Airport (RIC) and you'll have 607 American Airlines flights each month to select from.
How can I find cheap tickets to Southside?
You'll always find an epic deal with Expedia, but our "flexible dates" search function makes it even easier. Enter your preferred travel date, then click on the flexible dates box above to see the cheapest prices for nearby days. was the best price for a flight to Southside in the last seven days.
How much is a flight to Southside?
The cost of a round-trip airfare to Southside in the last seven days ranged between and . If you were flying one way from (), you could have nabbed a great deal from just .
What are the most popular airports to fly into in Southside?
Southside's main entry point is Richmond Intl. Airport (RIC). Get your thrilling journey underway by booking a ticket on one of the 1871 flights every month to this destination.
When is the cheapest time to fly to Southside?
Take off to Southside early on in the week and you'll usually be rewarded more economical fares. Tuesday is known for being the cheapest day to hop on a plane, followed by Monday. If you'd like to avoid the costliest flights, give Saturdays a wide berth.
How much is a plane ticket to Southside?
In the last seven days, flights to Southside ranged between and . Prices depend on a number of things, particularly the time of departure, airline, seating class and how early you make your booking.
Which airlines with flights to Southside employ COVID-19 cleanliness policies?
As countries begin to lift travel restrictions, many airlines have resumed services with new measures including physical distancing and an increased supply of face masks, gloves and sanitizer. Here's what some carriers are doing to help combat COVID-19:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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.