Southside Vacation Packages 2025 from $548

Southside flight + hotel vacation packages

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

Westgate Historic Williamsburg Resort

Save 100% on your flight

per person

Apr 8 - Apr 15

found 1 day ago

Roundtrip non-stop flight included

Louisville (SDF) to Richmond (RIC)

This hotel features a gym and a seasonal outdoor pool. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the spa tub and perks like free self parking and free WiFi.

Holiday Inn Club Vacations Williamsburg Resort, an IHG Hotel

per person

Apr 8 - Apr 15

found 1 day ago

Roundtrip non-stop flight included

Louisville (SDF) to Richmond (RIC)

This smoke-free resort features 2 outdoor pools, an indoor pool, and a restaurant. There's fun for all ages with a free kid's club and a bowling alley, and families will appreciate the convenience store. Business travelers can take advantage of the business center.

Vacation Village At Williamsburg

Save 100% on your flight

per person

Apr 8 - Apr 15

found 1 day ago

Roundtrip non-stop flight included

Louisville (SDF) to Richmond (RIC)

A full-service spa, 2 outdoor tennis courts, and an indoor pool are all featured at this Colonial hotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking.

Bluegreen Vacations Patrick Henry Square, Ascend Resort

per person

Apr 8 - Apr 15

found 1 day ago

Roundtrip non-stop flight included

Louisville (SDF) 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.

Kingsmill Resort

Kingsmill

Save 100% on your flight

per person

Apr 8 - Apr 15

found 1 day ago

Roundtrip non-stop flight included

Louisville (SDF) to Richmond (RIC)

This smoke-free hotel features a golf course, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.

Top Southside hotels deals

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

2401 Willis Rd, Richmond, VA

Free Cancellation

$103

includes taxes & fees

$89 per night

Jan 26 - Jan 27

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

Hyatt Place Richmond/Arboretum

201 Arboretum Place, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$110

includes taxes & fees

$95 per night

Jan 29 - Jan 30

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.

Best Western Premier Richmond City Gateway

4303 Commerce Road, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$114

includes taxes & fees

$98 per night

Jan 26 - Jan 27

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

Pool

Parking included

Extended Stay America Suites North Chesterfield Arboretum

241 Arboretum Pl, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$92

includes taxes & fees

$79 per night

Feb 4 - Feb 5

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A picnic area and a safe deposit box are also provided.

Breakfast included

Pet friendly

Drury Plaza Hotel Richmond

11049 West Broad St, Glen Allen, VA

Free Cancellation

Reserve now, pay when you stay

$128

includes taxes & fees

$110 per night

Jan 26 - Jan 27

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

The Jefferson Hotel

101 West Franklin Street, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$355

includes taxes & fees

$305 per night

Jan 26 - Jan 27

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

Pool

Spa

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

Explore the great outdoors at Pony Pasture Park, a lovely green space in Richmond. Experience the area's great live music or attend a sporting event.

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.

Johnston-Willis Hospital

Though Johnston-Willis 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 $548. 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.