Southside Vacations from $677

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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.
OYO Hotel Chapmanville Inn, WV - Hwy 119

OYO Hotel Chapmanville Inn, WV - Hwy 119

2 out of 5
Price was $746, price is now $677 per person
$677
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CRW)
5/10 (142 reviews)
Property was very outdated.

Reviewed on Apr 1, 2025

Holiday Inn Express Winfield by IHG

Holiday Inn Express Winfield by IHG

2.5 out of 5
Price was $1,023, price is now $924 per person
$924
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CRW)
8.8/10 Excellent! (469 reviews)
Clean room, the staff is friendly & helpful, nice pool and breakfast. Would recommend to hotel to others!

Reviewed on Jan 9, 2026

Holiday Inn Hotel & Suites Charleston West by IHG

Holiday Inn Hotel & Suites Charleston West by IHG

3.5 out of 5
Price was $1,011, price is now $914 per person
$914
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CRW)
8.6/10 Excellent! (1,001 reviews)
Fantastic Holiday inn all around. We left a sentimental item behind, the staff contacted and mailed it to us.

Reviewed on Mar 10, 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

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
$108 nightly
The price is $119 total per night from Mar 26 to Mar 27
$119 total
Mar 26 - Mar 27
Total with taxes and fees
7.6/10 Good! (1,000 reviews)
Major leak outside our door to "the only available room", even though multiple rooms were later given out. 2 trashcans sat outside of our door collecting water, until housekeeping later put a trash bag in one. Entire parking lot/driveway is in need of repair, obvious laziness and neglect of the basic ...

Reviewed on Mar 13, 2026

Quality Inn Gallipolis
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
$116 nightly
The price is $131 total per night from Mar 22 to Mar 23
$131 total
Mar 22 - Mar 23
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
Clean, new. Nice towels and bedding

Reviewed on Mar 1, 2026

Wingate by Wyndham Hurricane WV
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
$76 nightly
The price is $86 total per night from Apr 2 to Apr 3
$86 total
Apr 2 - Apr 3
Total with taxes and fees
8/10 Very Good! (991 reviews)
The good: It was an easy walk to Bob Evans for dinner. the bad: I saw the container of cookies but apparently they were only for the staff as they were in an area only accessible to staff.

Reviewed on Mar 19, 2026

Super 8 by Wyndham Gallipolis Pt Pleasant Area
See all 81 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 $677 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.