Southside Vacation Packages 2025/2026 from $245

Southside flight + hotel vacation packages

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

A house full of steel balls and games

Dumbarton

Save 100% on your flight

$245

per person

Oct 23 - Oct 27

found 21 hours ago

Roundtrip flight included

Tampa (TPA) to Richmond (RIC)

This bed & breakfast doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Families will appreciate the arcade/game room and barbecue grills. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.

Hilton Richmond Downtown

Downtown Richmond

Save 100% on your flight

$606

per person

Oct 23 - Oct 27

found 21 hours ago

Roundtrip flight included

Tampa (TPA) to Richmond (RIC)

This traditional hotel includes 3 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Club Wyndham Kingsgate

$265

per person

Nov 3 - Nov 6

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

Save 100% on your flight

$290

per person

Nov 3 - Nov 6

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

The Colonies at Williamsburg

Save 100% on your flight

$323

per person

Nov 3 - Nov 6

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Top Southside hotels deals

Best Western Premier Richmond City Gateway

4303 Commerce Road, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$105 total

Sep 1 - Sep 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

Extended Stay America Suites North Chesterfield Arboretum

241 Arboretum Pl, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$108 total

Sep 3 - Sep 4

Total with taxes and fees

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

DoubleTree by Hilton Richmond - Midlothian

1021 Koger Center Blvd, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$147 total

Aug 28 - Aug 29

Total with taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Pool

Free WiFi

Hyatt Place Richmond/Arboretum

201 Arboretum Place, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$124 total

Aug 24 - Aug 25

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

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

2401 Willis Rd, Richmond, VA

Free Cancellation

$97 nightly

$113 total

Sep 7 - Sep 8

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

Hampton Inn Richmond - South

4300 Commerce Rd, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$137 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Pool

Breakfast included

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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

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.

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.

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 $245. 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.