Southside Vacations from $341

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

The Latest Southside vacation packages

Price found within the past 48 hours. Click for updated prices.
The Berkeley Richmond, Outset Collection by Hilton

The Berkeley Richmond, Outset Collection by Hilton

Downtown Richmond
$341
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Richmond (RIC)
8.8/10 Excellent! (1,354 reviews)
This hotel was very nice. Rooms were nicely decorated and well appointed. The barroom was great, shower was roomy. A great place to stay in downtown Richmond.

Reviewed on Sep 12, 2026

The Commonwealth

The Commonwealth

Downtown Richmond
$908
per person
Nov 24 - Nov 29
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,402 reviews)
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Colonial Williamsburg
$524
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Richmond (RIC)
8.8/10 Excellent! (1,941 reviews)
Wedmore Place

Wedmore Place

$948
per person
Nov 25 - Nov 29
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Richmond (RIC)
9.2/10 Wonderful! (1,000 reviews)
Delta Hotels by Marriott Richmond Downtown

Delta Hotels by Marriott Richmond Downtown

Downtown Richmond
$352
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Richmond (RIC)
9/10 Wonderful! (1,002 reviews)
I booked this hotel for a one-night stay, and unfortunately, the experience did not meet my expectations, especially considering the price I paid. Upon arrival, the bathroom did not appear to have been properly cleaned. The bathtub was clogged, the water was not draining, and a significant amount of hair came up from the drain. I contacted the front desk, and someone came to the room and stated that the issue had been fixed. However, the following morning, I experienced the exact same problem. The water was still not draining, and the bathtub began filling up while I was trying to shower. I contacted the front desk again, and maintenance came to the room, poured a product into the tub, and advised me to wait approximately 30 minutes before the issue could be addressed. For a one-night stay, having to deal with the same plumbing issue twice was extremely inconvenient. I was unable to take a proper shower during my stay. What was even more disappointing was that I was never offered a room change, an alternative arrangement, or even an apology for the inconvenience. Given the condition of the bathroom, the unresolved maintenance issue, and the lack of appropriate customer service, I do not feel the experience was worth the price I paid.

Reviewed on Sep 8, 2026

Don't see what you're looking for?
See all available trips from Columbus to Southside
View all trips

Stay near popular Southside attractions

A street intersection with a crosswalk, trees, and a building with a restaurant named "Panera Bread."

Stony Point Fashion Park

8.6/10 (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
A flooded riverbank with bare trees and fallen logs.
Photo by Carsen

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.
See properties

Huguenot Flatwater Park

You can take time to visit Huguenot Flatwater Park during your travels to Richmond. Attend a sporting event or simply enjoy the charming coffeehouses while you're in the area.
See properties

South of the James Market

You can do some window-shopping at South of the James Market during your stay in Richmond. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.
See properties

Richmond Railroad Museum

You can study the exhibits at Richmond Railroad Museum, a museum with a story of its own, during your travels to Richmond. Amble around the area's riverfront or attend a sporting event.
See properties

Art Works Studios & Galleries

You can study the exhibits at Art Works Studios & Galleries, a museum with a storied past, during your travels to Richmond. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
See properties

The Trail Of Enslaved Africans

Learn about the local history of Richmond with a stop at The Trail Of Enslaved Africans.
See properties

artspace

You can browse the exhibits at artspace, a museum with a storied past, during your trip to Richmond. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
See properties

What to do in Southside

A bus tour of Richmond’s most unusual, unexpected, and humorous stories — history with a twist!

Offbeat History Tour of Richmond on a bus

$45
per adult
Offbeat History Tour of Richmond on a bus
Historic Trolley Tour

Historic Trolley Tour

$45
per adult
100% of travellers recommend
Historic Trolley Tour
Down in the Shokoe Bottom, the most haunted neighborhood with 350+ years of history and hauntings!

The Haunted History of Richmond tour

$30
per adult
The Haunted History of Richmond tour
See all activities in Southside

Southside Hotel Deals

Red Roof Inn Richmond South

Red Roof Inn Richmond South

4350 Commerce Rd Richmond VA
Fully refundableReserve now, pay when you stay
$65 nightly
$76 total
Oct 3 - Oct 4
Total with taxes and fees
Red Roof Inn Richmond South
Four Points by Sheraton Richmond

Four Points by Sheraton Richmond

9901 Midlothian Tpke Richmond VA
$108 nightly
$126 total
Sep 20 - Sep 21
Total with taxes and fees
Four Points by Sheraton Richmond
Best Western Premier Richmond City Gateway

Best Western Premier Richmond City Gateway

4303 Commerce Road Richmond VA
Fully refundableReserve now, pay when you stay
$99 nightly
$115 total
Sep 20 - Sep 21
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
"Staff was very nice. A/C in the room didn’t work. Room smelled bad. Sheets and towels had stains. We left early and didn’t stay."

Reviewed on Sep 12, 2026

Best Western Premier Richmond City Gateway
See all 1,107 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.

Find the Best Southside Vacation Packages

Southside Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Richmond Intl. Airport (RIC)

More vacations you might like

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.