Southside Vacation Packages 2026 from $463

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The Latest Southside vacation packages

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

Country Inn & Suites by Radisson, Ashland - Hanover, VA

$463

per person

Nov 27 - Nov 30

found 16 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Richmond (RIC)

9/10 Wonderful! (1,001 reviews)

Rochambeau Roadside Inn

Save 100% on your flight

$1,041

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Richmond (RIC)

10/10 Exceptional! (33 reviews)

Easy access to Williamsburg colonial area. Needs more storage space for clothing and small items. A set of drawers would have helped.

Reviewed on Sep 14, 2026

The Colonies at Williamsburg

$530

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Richmond (RIC)

9/10 Wonderful! (1,055 reviews)

Comfort Inn Williamsburg Gateway

$537

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Richmond (RIC)

9.2/10 Wonderful! (1,340 reviews)

Coles Point Marina

$526

per person

Oct 30 - Nov 2

found 12 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Richmond (RIC)

No reviews

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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 The Lazy Daisy and Castlewood might round out your trip if you're looking to see more of the area.

Blackwell

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

Bensley

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

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.

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 family-friendly 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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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.

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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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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.

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What to do in Southside

Historic Trolley Tour

$45

per adult

100% of travellers recommend

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

Richmond: Guided Hike in James River Park

$35

per adult

100% of travellers recommend

See all activities in Southside

Southside Hotel Deals

Red Roof Inn Richmond South

4350 Commerce Rd Richmond VA

Fully refundableReserve now, pay when you stay

$66 nightly

$76 total

Sep 21 - Sep 22

Total with taxes and fees

Four Points by Sheraton Richmond

9901 Midlothian Tpke Richmond VA

Fully refundableReserve now, pay when you stay

$108 nightly

$126 total

Sep 28 - Sep 29

Total with taxes and fees

8.8/10 Excellent! (1,001 reviews)

"Nice property and amenities. Staff was friendly. Clean enviornment."

Reviewed on Sep 17, 2026

Hyatt Place Richmond/Arboretum

201 Arboretum Place Richmond VA

Fully refundableReserve now, pay when you stay

$110 nightly

$128 total

Sep 27 - Sep 28

Total with taxes and fees

8/10 Very Good! (1,000 reviews)

"Had an amazing stay and room was super comfortable:)"

Reviewed on Sep 14, 2026

See all 1,110 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.