Cunningham Vacations from $451

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Your Cunningham Vacation

Our vacation packages to Cunningham give you endless opportunities to uncover new sights, sounds and tastes. And with all the finer details taken care of, you can let go and enjoy your city adventure without a worry in the world. Hoping to see the sights? Spend some time exploring well-known attractions like Historic Collinsville during your trip to Cunningham. A few quick clicks is all it takes to craft a tailor-made Cunningham vacation on Expedia.

The Latest Cunningham vacation packages

Price found within the past 48 hours. Click for updated prices.
Sylvan Park Boarding House

Sylvan Park Boarding House

2 out of 5
Sylvan Park
Save 100% on your flight
Price was $710, price is now $451 per person
$451
per person
Aug 20 - Aug 24
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Nashville (BNA)
10/10 Exceptional! (1 review)
Everything we wanted to do in Nashville was a 10 min car share ride away from this location. Stunning care to details to pay tribute its roots of being a boarding house in its day. Lisa, the boarding house manager truly cares about making sure you stay is the best possible! There is a fantastic restaurant next door with authentic Latin American food that was amazing. Loved everything about our stay. If ever the Nashville opportunity comes my way again… will definitely pick this place again!!

Reviewed on Jun 29, 2026

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,451, price is now $953 per person
$953
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (1,005 reviews)
Beautiful hotel all the way around

Reviewed on Jul 1, 2026

The Hermitage Hotel

The Hermitage Hotel

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,557, price is now $1,061 per person
$1,061
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.6/10 Exceptional! (891 reviews)
Everything was terrific

Reviewed on Jun 24, 2026

Conrad Nashville

Conrad Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $958, price is now $668 per person
$668
per person
Aug 12 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
9.6/10 Exceptional! (1,069 reviews)
This is a first class property in every respect. Have stayed here before. It is always exceptional. Beautiful very well maintained rooms, very friendly and helpful staff, excellent menu and restaurant service, in a very convenient location for traversing Nashville. Cannot be improved on.

Reviewed on Jun 29, 2026

Fairlane Hotel

Fairlane Hotel

4 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,190, price is now $836 per person
$836
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (1,004 reviews)
We had a great one-night stay with a very friendly and helpful staff. When we couldn’t get the blackout curtains to close, they quickly sent someone who noted that the mechanical closure was not working but were able to close the blinds. They also provided two breakfast vouchers for the inconvenience. Very responsive and helpful.

Reviewed on Jun 30, 2026

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Cunningham 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 Jul 9 to Jul 10
$87 total
Jul 9 - Jul 10
Total with taxes and fees
8.6/10 Excellent! (1,573 reviews)
"Great stay here. Good atmosphere"

Reviewed on Jul 1, 2026

Baymont by Wyndham Clarksville
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
$98 nightly
The price is $118 total per night from Jul 5 to Jul 6
$118 total
Jul 5 - Jul 6
Total with taxes and fees
8.8/10 Excellent! (1,128 reviews)
"Older hotel , not the cleanest in my room but not dirty either . The bubbles in the hot tub were aggressive, I think it was low on water. Guy at the front super sweet and helpful. Breakfast was good and the cook was sweet as pie."

Reviewed on Jul 2, 2026

La Quinta Inn & Suites by Wyndham Clarksville
Oak Grove Racing Gaming & Hotel

Oak Grove Racing Gaming & Hotel

3.5 out of 5
777 Winners Wy Oak Grove KY
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $119 total per night from Jul 20 to Jul 21
$119 total
Jul 20 - Jul 21
Total with taxes and fees
9.4/10 Exceptional! (781 reviews)
"Limited food available. Denied my 2nd Amendment rights but didn't provide protection at all."

Reviewed on Jul 1, 2026

Oak Grove Racing Gaming & Hotel
See all 561 properties in Cunningham
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 Cunningham Vacation Packages

Cunningham Essential Information

Language
English
Currency
U.S dollars
Top Sights
Dunbar Cave State Park, The City Forum and Skyline Lanes

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Frequently asked questions

How much does a Cunningham vacation package cost?
Offering great value package deals from $451 on Expedia, you'll be thrilled with how little a vacation to Cunningham costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Cunningham?
November, December and January are great times to search for cheap Cunningham vacation packages. Opting to travel in less busy months means you can usually find lower prices on accommodations and flights.
How many days is enough for Cunningham?
With a well-planned itinerary, you can easily hit the main Cunningham sights in a few days. But if you want to discover hidden gems or go on day tours, consider booking your Cunningham vacation for longer.
How to find the best Cunningham package deals?
Start your search for a Cunningham package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Cunningham package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cunningham escape underway.
Is it cheaper to book a Cunningham vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can customize your Cunningham getaway to match your exact style. 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 Cunningham?
If you're planning an impromptu Cunningham trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Cunningham vacation packages?
Secure your dream trip to Cunningham with help from our Book Now, Pay Later vacations. No need to save like crazy or hold off until the next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stay on budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.