Southside Vacations from $321
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The Latest Southside vacation packages
Price found within the past 48 hours. Click for updated prices.
Vacation Village At Williamsburg
per person
Aug 7 - Aug 10
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,423 reviews)
Neighbor had large dog which was very loud and disturbing. Staff finally got hold of them and made them leave
Reviewed on Jun 24, 2025
Wingate by Wyndham Richmond Short Pump
Short Pump
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Richmond (RIC)
8.6/10 Excellent! (1,783 reviews)
Loved the special low price for the weekend. Hotel was updated and very nice. Only problem - water was off for almost 24 hrs just after I check in.
Reviewed on Jun 25, 2025
Kingsmill Resort
Kingsmill
Save 100% on your flight
per person
Aug 14 - Aug 18
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,005 reviews)
My husband and I spent a few nights here for our 10 year anniversary. The resort was great. We enjoyed being able to walk to everything we needed, the dining options, and the pool behind the spa. The river pool was a bit too crowded with children for us so we stayed away from that. The Mill was a great place for breakfast and lunch, and we enjoyed dinner at The James River Grille twice. Great food, great service and live music one night. The room could have been a bit cleaner in my opinion. We had a single king room. There were a few stains on the comforter, stuff left under the bed, a very loud air vent, and was missing simple touches like complimentary water for the coffee maker. Overall, we would recommend the resort. All the amenities made it worth it!
Reviewed on Jun 22, 2025
Williamsburg Inn, an official Colonial Williamsburg Hotel
Colonial Williamsburg
Save 100% on your flight
per person
Aug 7 - Aug 10
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Richmond (RIC)
9.8/10 Exceptional! (281 reviews)
Fantastic all around! Great location in colonial Williamsburg!
Reviewed on Jun 16, 2025
Where to stay in Southside
Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
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.
Discover the most popular places to visit in Southside
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.
Virginia Commonwealth University
4.5/5(414 reviews)
Explore the campus of Virginia Commonwealth University during your stay in Richmond. Stroll along the area's riverfront or experience its great live music.
Broad Street
4/5(681 reviews)
During your trip to Richmond, you can find the perfect gifts to bring home at Broad Street. While you're here, you can savor the top-notch restaurants.
What to do in Southside
Haunted Capitol Hill Ghost Tour
$27
per adult
100% of travellers recommend
Southside Hotel Deals
Red Roof Inn Richmond South
4350 Commerce Rd, Richmond, VA
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $75 total per night from Jun 29 to Jun 30
$75 total
Jun 29 - Jun 30
Total includes taxes and fees
6.4/10 (1,005 reviews)
"Always nice and friendly when I come here"
Reviewed on Jun 23, 2025
Extended Stay America Suites North Chesterfield Arboretum
241 Arboretum Pl, Richmond, VA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $109 total per night from Jul 2 to Jul 3
$109 total
Jul 2 - Jul 3
Total includes taxes and fees
8.2/10 Very Good! (1,213 reviews)
"clean"
Reviewed on Jun 22, 2025
Four Points by Sheraton Richmond
9901 Midlothian Tpke, Richmond, VA
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $158 total per night from Jul 2 to Jul 3
$158 total
Jul 2 - Jul 3
Total includes taxes and fees
8.6/10 Excellent! (1,004 reviews)
"Clean and friendly staff"
Reviewed on Jun 21, 2025
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.
Find the Best Southside Vacation Packages
Southside Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Richmond Intl. Airport (RIC) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.