Southside Vacations from $379
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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
- The Lofts On Maney
Jan 21 - Jan 24The Lofts On Maney + Flight
Murfreesboro3 nights4.0 star property9.4/10 - Exceptional (34 reviews)"Really nice place but was in the hood"Reviewed November 7, 2026Roundtrip • Minneapolis (MSP) - Nashville (BNA)MSP - BNA • Nonstop BNA - MSP • Nonstop$491$379found 11 hours agoper traveler - 1 Hotel Nashville
Feb 4 - Feb 71 Hotel Nashville + Flight
Downtown Nashville3 nights5.0 star property9.4/10 - Exceptional (1,008 reviews)"Loved everything about this property"Reviewed November 10, 2026Roundtrip • Boston (BOS) - Nashville (BNA)BOS - BNA • Nonstop BNA - BOS • Nonstop$1,350$956found 1 day agoper traveler - Fairlane Hotel
Jan 22 - Jan 25Fairlane Hotel + Flight
Downtown Nashville3 nights4.0 star property9.4/10 - Exceptional (1,001 reviews)"Free coffee and tea station in the lobby for the morning! And as many as you like of free bottles of water any time from the main reception."Reviewed November 11, 2026Roundtrip • Boston (BOS) - Nashville (BNA)BOS - BNA • Nonstop BNA - BOS • Nonstop$828$643found 1 day agoper traveler - Comfort Suites Nashville near Percy Priest Lake
Feb 3 - Feb 8Comfort Suites Nashville near Percy Priest Lake + Flight
Nashville5 nights2.5 star property8.0/10 - Very good (1,374 reviews)Roundtrip • Boston (BOS) - Nashville (BNA)BOS - BNA • Nonstop BNA - BOS • Nonstop$660$513found 1 day agoper traveler - Loews Nashville Hotel at Vanderbilt Plaza
Jan 22 - Jan 25Loews Nashville Hotel at Vanderbilt Plaza + Flight
West End3 nights4.5 star property9.2/10 - Wonderful (1,006 reviews)Roundtrip • Boston (BOS) - Nashville (BNA)BOS - BNA • Nonstop BNA - BOS • Nonstop$806$630found 1 day agoper traveler
Where to stay near Southside
Clarksville
Discover Clarksville, a vibrant destination perfect for travelers seeking a blend of outdoor adventure and cultural experiences. With attractions like the historic Austin Peay State University, scenic Dunbar Cave State Park, and the relaxing Liberty Park, visitors can enjoy a variety of activities year-round. Located about 15 miles by car from Southside, Clarksville offers easy access for a memorable getaway, making it a smart choice for your next hotel booking.
Cunningham
Experience the charm of Cunningham, an excellent hub for families and nature enthusiasts eager to discover Tennessee's vibrant outdoor and cultural attractions. With nearby highlights like Austin Peay State University, Liberty Park, and Historic Collinsville, there’s something for everyone to enjoy. Located about 5 miles from Southside, Cunningham offers a convenient base for exploring the area's history and natural beauty. Choosing Cunningham for your stay means embracing a welcoming atmosphere that perfectly suits your vacation needs.
Fredonia
Make your vacation planning effortless by staying in Fredonia, a haven for families and nature enthusiasts thanks to its inviting outdoor spaces and eco-friendly experiences. Visitors can explore nearby highlights such as the historic Austin Peay State University, the fascinating Dunbar Cave State Park, and the serene Rotary Park. With Fredonia located about 6 miles from Southside, it’s an ideal base for your adventures. Choosing Fredonia for your stay ensures a delightful mix of comfort and exploration.
Cumberland Furnace
Cumberland Furnace stands out as a prime spot for families and outdoor enthusiasts interested in a blend of adventure and history. This charming village offers access to attractions like the Historic Collinsville museum and Montgomery Bell State Park, perfect for hiking and exploring nature. With its inviting campground and nearby shopping mall center, Cumberland Furnace provides a well-rounded experience. Located about 8 miles from Southside, it’s a smart choice for travelers looking to enjoy both relaxation and exploration.
Chapmansboro
Travelers visiting the area often choose Chapmansboro, especially families and nature enthusiasts seeking close proximity to stunning outdoor activities. This charming city offers a blend of scenic beauty and recreational options, including the tranquil Harpeth Island and the inviting local lake. With its vibrant community and budget-friendly accommodations, Chapmansboro serves as a delightful base for exploring nearby attractions like Cheatham County Courthouse and Ashland City Ballfields. Located about 10 miles from Southside, Chapmansboro is a smart choice for a memorable vacation.
Southside Hotel Deals
"This is an older building with access from the outside. This is extremely convenient unless you are on the 2nd floor since it has no elevator. The rooms are very clean and the property is well mantained. It is a safe area with a nice Mexican restaurant right next door that gives guests a discount. The location is very convenient near shopping and Interstate 24, but sometimes you hear traffic noise. The area has walkable restaurants and stores, but no sidewalks so driving works best. The...
Best Western Plus Atrium Inn & Suites
Best Western Plus Atrium Inn & Suites
DoubleTree by Hilton Clarksville Riverview
DoubleTree by Hilton Clarksville Riverview"The hotel was fantastic with one very small exception…the elevator was broken causing us to have to use the stairs several times to and from the 5th floor."
Days Inn by Wyndham Clarksville TN
Days Inn by Wyndham Clarksville TN
Quality Inn Clarksville - Exit 11
Quality Inn Clarksville - Exit 11
Frequently Asked Questions
How much does a Southside vacation package cost?
You'll find cheap prices from $379 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.