Southside Vacations from $343

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Your Southside Vacation

Our vacation packages to Southside give you endless opportunities to discover new sights, sounds and tastes. And with all the details worked out, you can kick back and enjoy your city getaway just like you deserve. During your trip to Southside, give yourself enough time for sightseeing. A great place to begin exploring is Historic Collinsville. Don't delay exploring this city any longer. Your ultimate Southside vacation is a couple of clicks away with Expedia.

The Latest Southside vacation packages

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

Sonesta Nashville Airport

4 out of 5
Save 100% on your flight
Price was $564, price is now $343 per person
$343
per person
Oct 28 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9/10 Wonderful! (1,702 reviews)
EVERYTHING....from reservation, check in, dining, cleanliness, attentive front desk, housekeeping, close proximity to just about anywhere you could think of going(eating, shopping, museums, night life), was OUTSTANDING!! First visit...definitely not my last!!⭐️⭐️⭐️⭐️⭐️

Reviewed on Aug 25, 2025

Bluegreen Downtown Nashville

Bluegreen Downtown Nashville

2 out of 5
Downtown Nashville
Save 100% on your flight
Price was $887, price is now $527 per person
$527
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9/10 Wonderful! (289 reviews)
Older building with a new feel

Reviewed on Aug 25, 2025

Bobby Hotel

Bobby Hotel

4 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,809, price is now $1,127 per person
$1,127
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (1,000 reviews)
Not far from broadway, super convenient. Loved this hotel.

Reviewed on Aug 26, 2025

Hampton Inn Nashville/Vanderbilt

Hampton Inn Nashville/Vanderbilt

2.5 out of 5
West End
Save 100% on your flight
Price was $614, price is now $389 per person
$389
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
7.4/10 Good! (1,007 reviews)
Excellent location! Within walking distance to great restaurants!

Reviewed on Aug 20, 2025

Hampton Inn & Suites Nashville-Vanderbilt-Elliston Place

Hampton Inn & Suites Nashville-Vanderbilt-Elliston Place

2.5 out of 5
West End
Save 100% on your flight
Price was $635, price is now $414 per person
$414
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
7.6/10 Good! (1,009 reviews)
Easy check in. Friendly staff. Walking distance to nice restaurants. Nice pool

Reviewed on Aug 27, 2025

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Southside Hotel Deals

Baymont by Wyndham Clarksville

Baymont by Wyndham Clarksville

2.5 out of 5
1112 Highway 76, Clarksville, TN
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $89 total per night from Sep 3 to Sep 4
$89 total
Sep 3 - Sep 4
Total with taxes and fees
8.4/10 Very Good! (1,587 reviews)
"The bathroom didn't appear to have been cleaned."

Reviewed on Aug 23, 2025

Baymont by Wyndham Clarksville
Days Inn by Wyndham Clarksville North

Days Inn by Wyndham Clarksville North

2 out of 5
130 Westfield Court Montgomery, Clarksville, TN
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $66 total per night from Sep 10 to Sep 11
$66 total
Sep 10 - Sep 11
Total with taxes and fees
7.6/10 Good! (228 reviews)
"ok"

Reviewed on Aug 20, 2025

Days Inn by Wyndham Clarksville North
La Quinta Inn & Suites by Wyndham Clarksville

La Quinta Inn & Suites by Wyndham Clarksville

3 out of 5
251 Holiday Dr, Clarksville, TN
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $117 total per night from Sep 1 to Sep 2
$117 total
Sep 1 - Sep 2
Total with taxes and fees
8.6/10 Excellent! (1,142 reviews)
"The property was very clean and comfortable. Our room was large and had everything we needed for a comfortable stay. Would definitely stay there again."

Reviewed on Aug 21, 2025

La Quinta Inn & Suites by Wyndham Clarksville
See all 399 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.

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Frequently asked questions

How much does a Southside vacation package cost?
You'll find cheap prices from $343 on Expedia for your Southside escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Southside costs.
What are the cheapest months to go to Southside?
If you're looking to snag a cheap Southside vacation package, consider planning a trip in November, December and January. You're likely to find better rates on accommodations and flights during these months — perfect for travelers wishing to save money.
How many days is enough for Southside?
With a well-organized schedule, you can easily tick off the main Southside sights in a few days. But if you want to venture off the beaten track or take day trips, think about booking your Southside vacation for longer.
How to find the best Southside package deals?
Bagging a cheap Southside package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Southside package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Southside vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights individually. Better still, you can personalize your Southside escape to fit your exact needs. Choose 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 vacation dates confirmed, book early to score some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Southside vacation packages?
If you're like us, you love going away but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Southside break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.