Southside Vacations from $797

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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.
Fairlane Hotel

Fairlane Hotel

4 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,156, price is now $797 per person
$797
per person
Jun 30 - Jul 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (1,005 reviews)
Great staff and just a great location and hotel

Reviewed on May 4, 2026

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,520, price is now $986 per person
$986
per person
Jun 30 - Jul 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (1,003 reviews)
Very nice 1 Hotel with lots of amenities and green areas.

Reviewed on May 3, 2026

The Outrider by AvantStay

The Outrider by AvantStay

3.5 out of 5
East Nashville
Save 100% on your flight
Price was $2,311, price is now $1,599 per person
$1,599
per person
Jul 13 - Jul 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (16 reviews)
The space was perfect for our family. Lots of wonderful bars and restaurants within walking distance.

Reviewed on May 1, 2026

The Harpeth Franklin Downtown, Curio Collection by Hilton

The Harpeth Franklin Downtown, Curio Collection by Hilton

4 out of 5
Historic Downtown Franklin
Save 100% on your flight
Price was $1,276, price is now $885 per person
$885
per person
Jun 30 - Jul 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.6/10 Exceptional! (529 reviews)
They tell you there are 2 options for parking. A $50/day parking garage attached to the hotel, or a valet parking that is $50/day. They did tell us there is a parking park age near by that is free, but a walk. The parking garage was free and about a 1 minute walk. So much more convenient and free.

Reviewed on May 6, 2026

JW Marriott Nashville

JW Marriott Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $3,456, price is now $2,402 per person
$2,402
per person
Jun 30 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (1,007 reviews)
Amazing Hotel very well located for people that wants to explore Nashville, and for biz purposes.

Reviewed on May 4, 2026

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Discover the most popular places to visit in Southside

Historic Collinsville

4.5/5(2 reviews)

You can spend an afternoon exploring the galleries in Historic Collinsville in Southside. While you're in the area, stroll along the riverfront.

Historic Collinsville

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
$72 nightly
The price is $87 total per night from May 14 to May 15
$87 total
May 14 - May 15
Total with taxes and fees
8.6/10 Excellent! (1,577 reviews)
Enjoyed our stay, would stay there again

Reviewed on May 5, 2026

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
$60 nightly
The price is $73 total per night from May 25 to May 26
$73 total
May 25 - May 26
Total with taxes and fees
7.8/10 Good! (421 reviews)
Clean rooms and decent breakfast

Reviewed on May 5, 2026

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
$109 nightly
The price is $131 total per night from Jun 7 to Jun 8
$131 total
Jun 7 - Jun 8
Total with taxes and fees
8.8/10 Excellent! (1,173 reviews)
The place was perfect for an overnight stay. We were traveling back from Florida and needed a room for the night. It was clean and quiet. Bed was great, bath was updated . Overall a great experience. Would stay there again.

Reviewed on May 7, 2026

La Quinta Inn & Suites by Wyndham Clarksville
See all 624 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
Top Sights
The City Forum, Skyline Lanes and Historic Collinsville

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Frequently asked questions

How much does a Southside vacation package cost?
You'll find cheap prices from $797 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.