Southside Vacations from $427

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The Latest Southside vacation packages

Price found within the past 48 hours. Click for updated prices.
Shady Grove Motel

Shady Grove Motel

$427
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
10/10 Exceptional! (1 review)
Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

Midtown
Save 100% on your flight
$494
per person
Oct 6 - Oct 10
found 19 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
8.6/10 Excellent! (1,002 reviews)
Lovely spot that was very close to where I needed to be so could walk. Rooms were clean with a full kitchen. Comfortable beds, nice A/C, great fitness room. It's more of a "motel" so people are walking by your room so curtains can't be opened unless you want everybody to see in.

Reviewed on Aug 23, 2026

Candlewood Suites Glen Allen-Short Pump by IHG

Candlewood Suites Glen Allen-Short Pump by IHG

$501
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
8.8/10 Excellent! (796 reviews)
Holiday Inn Express Hotel & Suites Richmond North Ashland by IHG

Holiday Inn Express Hotel & Suites Richmond North Ashland by IHG

$498
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
8/10 Very Good! (1,000 reviews)
Comfort Inn & Suites Prince George - Fort Lee

Comfort Inn & Suites Prince George - Fort Lee

$489
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
7.6/10 Good! (469 reviews)
The pool was very dirty

Reviewed on Aug 30, 2026

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Where to stay in Southside

Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
A cityscape with a prominent white building with columns, surrounded by lush green lawns and trees, under a partly cloudy sky.

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.

A rustic wooden house with a white door and windows, a chimney, and a small garden area.

Bellwood

Visitors to Bellwood appreciate its coffeehouses. A visit to Castlewood and Chesterfield Historical Society of Virginia might round out your trip if you're looking to see more of the area.

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Bensley

If you're spending some time in Bensley, James River is a top sight worth visiting.

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Blackwell

When in Blackwell, you can plan a visit to Belle Isle and James River, some noteworthy sights in the nearby area.

A cityscape with a mix of modern and historic buildings, a large green park, and a clear blue sky.

Swansboro

While there might not be top attractions in Swansboro, you can explore the larger area and discover places like Belle Isle and James River.

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.
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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.
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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.
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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 romantic area's picturesque gardens and enjoy its top-notch restaurants.
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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.
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The Trail Of Enslaved Africans

Learn about the local history of Richmond with a stop at The Trail Of Enslaved Africans.
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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 romantic area, or check out its top-notch restaurants.
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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 romantic area, or check out its top-notch restaurants.
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What to do in Southside

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

Four Points by Sheraton Richmond

Four Points by Sheraton Richmond

9901 Midlothian Tpke Richmond VA
Fully refundableReserve now, pay when you stay
$101 nightly
$118 total
Sep 13 - Sep 14
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
"a great stay. clean hotel with friendly staff"

Reviewed on Aug 29, 2026

Four Points by Sheraton Richmond
Hyatt Place Richmond/Arboretum

Hyatt Place Richmond/Arboretum

201 Arboretum Place Richmond VA
Fully refundableReserve now, pay when you stay
$111 nightly
$129 total
Sep 13 - Sep 14
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
"My only issue were having a feather free room And having to pay to park, that should be included in the stay and supplies for the sofa bed should be in the bag. Otherwise everything else was good."

Reviewed on Aug 28, 2026

Hyatt Place Richmond/Arboretum
Country Inn & Suites by Radisson, Richmond I-95 South, VA

Country Inn & Suites by Radisson, Richmond I-95 South, VA

2401 Willis Rd Richmond VA
Fully refundable
$90 nightly
$105 total
Sep 27 - Sep 28
Total with taxes and fees
8.4/10 Very Good! (1,384 reviews)
"It was clean and quiet and perfect for an overnight stay."

Reviewed on Aug 29, 2026

Country Inn & Suites by Radisson, Richmond I-95 South, VA
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.

Find the Best Southside Vacation Packages

Southside Essential Information

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

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