Southside Vacations from $251

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Your Southside Vacation

Our Southside vacation packages offer countless opportunities to enjoy new sights, sounds and smells. And with all your travel plans taken care of, you can relax and enjoy your city break in the way that you deserve. Your trip to Southside wouldn't be complete without checking out some leading attractions, starting with Kanawha Valley Motorsports Park. Whoever you're heading away with and whatever the size of your budget, your ultimate Southside vacation is just a few clicks away with Expedia.

The Latest Southside vacation packages

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Charleston - Dunbar

Red Roof Inn Charleston - Dunbar

2 out of 5
Price was $281, price is now $251 per person
$251
per person
Nov 7 - Nov 9
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CRW)
6.8/10 (344 reviews)
Nice staff, rooms pretty dirty

Reviewed on Sep 18, 2025

Wyndham Garden Cross Lanes Charleston

Wyndham Garden Cross Lanes Charleston

2.5 out of 5
Price was $347, price is now $287 per person
$287
per person
Nov 7 - Nov 9
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CRW)
7.2/10 Good! (1,006 reviews)
Comfortable beds and great breakfast host.

Reviewed on Sep 29, 2025

Holiday Inn Express Charleston-Kanawha City by IHG

Holiday Inn Express Charleston-Kanawha City by IHG

2.5 out of 5
Kanawha City
Price was $345, price is now $290 per person
$290
per person
Nov 7 - Nov 9
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CRW)
7.8/10 Good! (603 reviews)
Breakfast was good - good selection

Reviewed on Oct 1, 2025

Holiday Inn Express Charleston-Civic Center by IHG

Holiday Inn Express Charleston-Civic Center by IHG

2.5 out of 5
Downtown Charleston
Price was $361, price is now $310 per person
$310
per person
Nov 7 - Nov 9
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CRW)
8.6/10 Excellent! (1,132 reviews)
Kids baseball teams running and yelling in halls slamming doors, front desk said they're kids and having fun ( high school age) Definitely won't stay with holiday inn again!

Reviewed on Oct 4, 2025

Sonesta ES Suites Charleston

Sonesta ES Suites Charleston

3 out of 5
Price was $781, price is now $699 per person
$699
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
South Bend (SBN) to Charleston (CRW)
9/10 Wonderful! (1,004 reviews)
Very friendly & helpful staff .

Reviewed on Oct 4, 2025

Don't see what you're looking for?
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Discover the most popular places to visit in Southside

Kanawha Valley Motorsports Park

Catch an event at Kanawha Valley Motorsports Park during your trip to Arbuckle. Discover the area's entertainment venues and monuments.

Kanawha Valley Motorsports Park

Southside Hotel Deals

Quality Inn

Quality Inn

2.5 out of 5
1 Hospitality Dr, Ripley, WV
Fully refundableReserve now, pay when you stay
$54 nightly
The price is $62 total per night from Nov 1 to Nov 2
$62 total
Nov 1 - Nov 2
Total with taxes and fees
6.2/10 (665 reviews)
"The staff was extremly helpful and informative despite it being a very buesy weekend for them. Upon arrivial they even provided us with themed cookies and other goodies for the 'Mothman Festival." On the flipside though they used this influx of guests as an excuse of why our room was never cleaned ..."

Reviewed on Sep 29, 2025

Quality Inn
Super 8 by Wyndham Gallipolis Pt Pleasant Area

Super 8 by Wyndham Gallipolis Pt Pleasant Area

2 out of 5
321 Upper River Road, Gallipolis, OH
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $97 total per night from Oct 26 to Oct 27
$97 total
Oct 26 - Oct 27
Total with taxes and fees
7.8/10 Good! (909 reviews)
"Great location.. Bob evans restaurant next door.. Walmart 5 minutes away tops … silver bridge memorial and park with in 5 minutes of hotel… very quiet well maintained had a little problem with ants but that’s just nature after all the rain. No one’s fault"

Reviewed on Sep 28, 2025

Super 8 by Wyndham Gallipolis Pt Pleasant Area
Quality Inn

Quality Inn

2.5 out of 5
577 State Route 7 N, Gallipolis, OH
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Oct 26 to Oct 27
$93 total
Oct 26 - Oct 27
Total with taxes and fees
7.6/10 Good! (998 reviews)
"Yes"

Reviewed on Sep 30, 2025

Quality Inn
See all 71 properties in Southside
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.

Southside Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
40ºF
Max Temp Summer
85ºF

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Frequently asked questions

How much does a Southside vacation package cost?
You'll find cheap prices from $251 on Expedia for your Southside break. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Southside costs.
What are the cheapest months to go to Southside?
If you're hoping to book a cheap Southside vacation package, consider planning a trip in December, January and February. You'll typically find lower rates on flights and accommodations during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Southside?
Typically, a handful of days is enough to tick off the major attractions during your Southside vacation. However, if you prefer to have some time to relax or go on day trips, consider extending your trip.
How to find the best Southside package deals?
Use Expedia's filter tool to help you find some unbeatable Southside package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Southside package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Southside vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can personalize your Southside getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Southside?
If you have your Southside travel dates finalized, book early to score some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Southside vacation packages?
Secure your dream getaway to Southside with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until payday — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snag great deals before they sell out.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.