Southside Vacations from $407

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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.
Country Inn & Suites by Radisson, Charleston South, WV

Country Inn & Suites by Radisson, Charleston South, WV

3 out of 5
Kanawha City
Price was $478, price is now $407 per person
$407
per person
May 20 - May 23
found 2 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Charleston (CRW)
7.4/10 Good! (1,001 reviews)
Right off the highway, clean. I'd go again.

Reviewed on Apr 14, 2026

Sleep Inn Winfield - Teays Valley

Sleep Inn Winfield - Teays Valley

2.5 out of 5
Price was $548, price is now $467 per person
$467
per person
May 20 - May 23
found 2 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Charleston (CRW)
9.8/10 Exceptional! (542 reviews)
This was the cleanest hotel I’ve ever stayed in. I even Googled it because I was convinced it was brand new. The beds were cozy, staff was friendly, breakfast was great (loved the outdoor seating option), and having cookies and popcorn available was a nice added touch too! Also, we asked for a pack & play, and they already had it in our room for us when we arrived. Whenever we drive through on future road trips, we will definitely return!

Reviewed on Apr 4, 2026

Opossum Creek Retreat

Opossum Creek Retreat

3 out of 5
Price was $803, price is now $688 per person
$688
per person
May 20 - May 23
found 2 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Charleston (CRW)
9.4/10 Exceptional! (52 reviews)
Perfect, perfect, perfect!

Reviewed on Apr 7, 2026

MainStay Suites Winfield - Teays Valley

MainStay Suites Winfield - Teays Valley

2.5 out of 5
Price was $531, price is now $455 per person
$455
per person
May 20 - May 23
found 2 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Charleston (CRW)
9.8/10 Exceptional! (35 reviews)
Clean and fresh. Staff was EXCELLENT. Friendly, helpful and ready to serve.

Reviewed on May 24, 2025

Sleep Inn Charleston North

Sleep Inn Charleston North

2.5 out of 5
Price was $523, price is now $449 per person
$449
per person
May 20 - May 23
found 2 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Charleston (CRW)
9.4/10 Exceptional! (1,007 reviews)
Yes breakfast was fresh and parking was great. Room was really clean. Great place to stay

Reviewed on Apr 12, 2026

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Discover the most popular places to visit in Southside

Kanawha Valley Motorsports Park

4/5(1 review)

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

Wingate by Wyndham Hurricane WV

Wingate by Wyndham Hurricane WV

3 out of 5
417 Hurricane Creek Rd Hurricane WV
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $139 total per night from Apr 26 to Apr 27
$139 total
Apr 26 - Apr 27
Total with taxes and fees
9.4/10 Exceptional! (1,004 reviews)
Employees were fine. They have a large bar in the lobby with numerous loud crude intoxicated patrons spilling into the entrance and throughout the hotel.

Reviewed on Apr 14, 2026

Wingate by Wyndham Hurricane WV
Quality Inn Gallipolis

Quality Inn Gallipolis

2.5 out of 5
577 State Route 7 N Gallipolis OH
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $87 total per night from May 7 to May 8
$87 total
May 7 - May 8
Total with taxes and fees
7.6/10 Good! (1,001 reviews)
The area seemed safe. The staff was very friendly. The breakfast was super great. The room was ok except for terribly sticky floors. Floors needed a good scrub and rinse. Everything else was fine. I would stay there again.

Reviewed on Apr 13, 2026

Quality Inn Gallipolis
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
$87 nightly
The price is $99 total per night from May 10 to May 11
$99 total
May 10 - May 11
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
It was clean, good price. Staff was extremely helpful.

Reviewed on Apr 14, 2026

Super 8 by Wyndham Gallipolis Pt Pleasant Area
See all 84 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.

Find the Best Southside Vacation Packages

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 $407 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.

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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.