Southside Vacation Packages 2026 from $280

Southside flight + hotel vacation packages

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

Hilton Vacation Club The Historic Powhatan Williamsburg

$280

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Rochester (ROC) to Richmond (RIC)

This smoke-free resort features 2 outdoor tennis courts, an outdoor pool, and a restaurant. There's fun for all ages with a free kid's club and mini golf, and supervised childcare is an added bonus. Enjoy the indoor pool and perks like free self parking and free WiFi.

Patriots Inn

$302

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Rochester (ROC) to Richmond (RIC)

This motel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

Williamsburg Lodge, Autograph Collection

Colonial Williamsburg

$341

per person

Feb 3 - Feb 6

found 4 hours ago

Roundtrip non-stop flight included

Providence (PVD) to Richmond (RIC)

This smoke-free hotel features a golf course, a full-service spa, and 2 restaurants. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and perks like a free area shuttle.

The Colonies at Williamsburg

$402

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Rochester (ROC) to Richmond (RIC)

2 outdoor tennis courts, an indoor pool, and a lazy river are all featured at this smoke-free hotel. Bring the family and enjoy the free water park, children's pool, and playground. Enjoy the gym and perks like free self parking.

Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort

$369

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Rochester (ROC) to Richmond (RIC)

This hotel features an indoor pool and a 24-hour gym. Families will appreciate the arcade/game room and onsite laundry facilities. Guests will appreciate free perks like free self parking and WiFi in public areas.

Top Southside hotels deals

Four Points by Sheraton Richmond

9901 Midlothian Tpke Richmond VA

Free Cancellation

Reserve now, pay when you stay

$117 nightly

$136 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.

Pool

Pet friendly

Best Western Premier Richmond City Gateway

4303 Commerce Road Richmond VA

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$118 total

Jan 9 - Jan 10, 2026

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like full breakfast and free self parking. Free parking, a 24-hour business center, and a coffee shop are also offered.

Pool

Breakfast included

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

2401 Willis Rd Richmond VA

Free Cancellation

$82 nightly

$96 total

Jan 25 - Jan 26, 2026

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and laundry facilities and free newspapers are also offered.

Breakfast included

Free WiFi

Cloverleaf Motel By Belvilla Richmond Near Turnpike

5456 Midlothian Turnpike Richmond VA

Get rates

Free self parking is available and the hotel's front desk is staffed around-the-clock. Luggage storage is also provided.

The Jefferson Hotel

101 West Franklin Street Richmond VA

Free Cancellation

Reserve now, pay when you stay

$295 nightly

$343 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Unwind with a drink at one of the 2 bars/lounges and enjoy perks like a free area shuttle.

Pool

Spa

Drury Plaza Hotel Richmond

11049 West Broad St Glen Allen VA

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$128 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Southside

View all properties

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.

Popular places to visit

Nice place to stroll along side the river.

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.

Chippenham Hospital

4/5(1 review)

Though Chippenham Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Richmond while you are here.

Stony Point Fashion Park

4.5/5(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.

Frequently asked questions

How much are vacation packages to Southside?

Get ready to be pleasantly surprised — you can find yourself in Southside for a mere $280. Let Travelocity save you money and hassle with our excellent vacation packages. With hotels, flights and tours all ready to go, why put it off?

Where can I get the best vacation package deals for Southside?

It's hard to look past Travelocity when it comes to finding your Southside package deal. There are as many as 400 partner airlines and 1,000,000 properties worldwide to select from. Book your trip now and get ready to cross another exciting destination off your must-visit list.

Why should I purchase my Southside vacation package with Travelocity?

We take the stress out of travel planning. Whether you're seeking an amazing new place to wander around or want to ensure you get the best price on offer, we're here to help. Our 24/7 customer support, top-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.

Can I save on my Southside car rental if I bundle it with my hotel or flight?

Booking a Southside vacation package with Travelocity is a simple way to save you time and money. You can bundle a flight, hotel and car, or any combination of them, and land awesome discounts. You can also add on tours and experiences. After you've picked up the keys to your rental car, head out of the neighborhood and discover what this place has to offer. Roughly 100 mi from Southside, White House justifies a road trip.

What is the best time of year to go to Southside?

Take your vacation in and spend more of your cash on awesome experiences, not your hotel. This is the most inexpensive month to arrange your stay. Prices are highest in , so avoid traveling during this time if your budget is tight. April, August and October is the busiest period for Southside. You'll need to book ahead of time and be prepared to pay premium rates. November, December and January are the least popular months to visit.