Fly Vacations from $456

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The Latest Fly vacation packages

Price found within the past 48 hours. Click for updated prices.
Margaritaville Vacation Club Nashville

Margaritaville Vacation Club Nashville

2.5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $680, price is now $456 per person
$456
per person
Jan 3 - Jan 7
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
8.8/10 Excellent! (85 reviews)
This room was fantastic. It was clean it was comfortable and had a beautiful view. It even had a signature Jimmy Buffet Margarita machine. We loved it! It was out second stay at this hotel. I would highly recommend it!

Reviewed on Nov 26, 2025

Sleeps 24 12 Suites in Walkable Sobro Near Downtown by Avantstay

Sleeps 24 12 Suites in Walkable Sobro Near Downtown by Avantstay

3 out of 5
Downtown Nashville
Save 100% on your flight
Price was $6,358, price is now $4,202 per person
$4,202
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Nashville (BNA)
No reviews
The Hermitage Hotel

The Hermitage Hotel

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $986, price is now $656 per person
$656
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.6/10 Exceptional! (822 reviews)
Lobby was beautiful! Staff was so happy to help anytime we needed anything! Loved the turn down service!

Reviewed on Nov 15, 2025

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,138, price is now $764 per person
$764
per person
Feb 13 - Feb 16
found 2 days ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (924 reviews)
Great staff. Fantastic location to Nashville events. Very clean functional rooms. Wonderful fitness center.

Reviewed on Nov 18, 2025

Sleeps 8 4 Sobro Suites w/ Kitchens & Modern Touches by Avantstay

Sleeps 8 4 Sobro Suites w/ Kitchens & Modern Touches by Avantstay

3 out of 5
Downtown Nashville
Save 100% on your flight
Price was $2,215, price is now $1,508 per person
$1,508
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Nashville (BNA)
No reviews
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Fly Hotel Deals

The Harpeth Franklin Downtown, Curio Collection by Hilton

The Harpeth Franklin Downtown, Curio Collection by Hilton

4 out of 5
130 2nd Avenue North Franklin TN
Fully refundableReserve now, pay when you stay
$231 nightly
The price is $272 total per night from Dec 21 to Dec 22
$272 total
Dec 21 - Dec 22
Total with taxes and fees
9.4/10 Exceptional! (459 reviews)
My husband and I was in Franklin for a wedding and stayed at the Harpeth Hotel. The room was nice but the restaurant was exceptional. Our food was tasty and the waiter extremely friendly. We enjoyed the live music in the lobby. We would’ve loved to have listened for hours. Everyone was having a good ...

Reviewed on Nov 3, 2025

The Harpeth Franklin Downtown, Curio Collection by Hilton
Holiday Inn Express & Suites Franklin - Berry Farms by IHG

Holiday Inn Express & Suites Franklin - Berry Farms by IHG

3 out of 5
7100 Berry Farms Crossing Franklin TN
Fully refundable
$107 nightly
The price is $126 total per night from Dec 7 to Dec 8
$126 total
Dec 7 - Dec 8
Total with taxes and fees
9.4/10 Exceptional! (882 reviews)
👍

Reviewed on Nov 24, 2025

Holiday Inn Express & Suites Franklin - Berry Farms by IHG
Best Western Dickson

Best Western Dickson

2.5 out of 5
2338 Highway 46 S Dickson TN
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $103 total per night from Dec 4 to Dec 5
$103 total
Dec 4 - Dec 5
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
Clean room and friendly treatment

Reviewed on Nov 4, 2025

Best Western Dickson
See all 449 properties in Fly
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 Fly Vacation Packages

Fly Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Fly vacation package cost?
Offering great value package deals from $456 on Expedia, you'll be thrilled with how little a vacation to Fly costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Fly?
You can typically find reduced prices and better availability in January, July and December. Check out our cheap Fly vacation packages and you could land some great off-season deals.
How many days is enough for Fly?
The ideal length of your Fly vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to check out all the main attractions and discover some hidden treasures along the way.
How to find the best Fly package deals?
Use Expedia's filters to help you find some fabulous Fly package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Fly package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Fly vacation as a package?
You can enjoy significant savings on your next Fly retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Fly?
If you're considering an impromptu Fly getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Fly vacation packages?
If you're like us, you love going away but don't love the 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 break down the overall cost of your Fly break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great 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.