Southside Vacation Packages 2026 from $454

Southside flight + hotel vacation packages

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

Hilton Vacation Club The Historic Powhatan Williamsburg

$454

per person

Jun 3 - Jun 9

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) 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.

Club Wyndham Governor’s Green

Save 100% on your flight

$764

per person

Jun 3 - Jun 9

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) to Richmond (RIC)

2 outdoor pools, 3 hot tubs, and an indoor pool are all featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and families will appreciate the picnic area. Enjoy the gym and perks like free self parking and free WiFi.

Holiday Inn Club Vacations Williamsburg Resort by IHG

Save 100% on your flight

$1,158

per person

Jun 3 - Jun 9

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) to Richmond (RIC)

This smoke-free resort features 2 outdoor pools, an indoor pool, and a restaurant. Bring the family and enjoy the free kid's club, bowling alley, and kid-friendly dining. Business travelers can take advantage of the business center.

Club Wyndham Kingsgate

Save 100% on your flight

$706

per person

Jun 3 - Jun 9

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) to Richmond (RIC)

This Colonial resort features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Bring the family and enjoy the mini golf, children's pool, and arcade/game room. Enjoy the indoor pool and perks like free self parking and free WiFi.

Griffin Hotel, an official Colonial Williamsburg Hotel

Colonial Williamsburg

$464

per person

May 1 - May 3

found 11 hours ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

A golf course, a full-service spa, and 3 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the express check-out and WiFi in public areas. You'll also find 6 outdoor tennis courts and an indoor pool.

Top Southside hotels deals

Best Western Premier Richmond City Gateway

4303 Commerce Road Richmond VA

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$123 total

Apr 1 - Apr 2

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

$94 nightly

$110 total

Apr 5 - Apr 6

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

Four Points by Sheraton Richmond

9901 Midlothian Tpke Richmond VA

$110 nightly

$128 total

Mar 22 - Mar 23

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.

Pool

Pet friendly

Hyatt Place Richmond/Arboretum

201 Arboretum Place Richmond VA

$110 nightly

$128 total

Mar 15 - Mar 16

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free buffet breakfast each morning.

Pool

Breakfast included

La Quinta Inn by Wyndham Richmond South

9040 Pams Ave Richmond VA

$94 nightly

$109 total

Mar 22 - Mar 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free self-serve breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and express check-out are also provided.

Breakfast included

Pet friendly

Omni Richmond Hotel

100 S 12th St Richmond VA

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$190 total

Mar 22 - Mar 23

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and wedding services.

Pool

Pet friendly

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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

Stony Point Fashion Park

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.

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

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.

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 $454. 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.