Fly Vacations from $544

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The Latest Fly 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 $806, price is now $544 per person
$544
per person
Jul 7 - Jul 10
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 $2,956, price is now $1,989 per person
$1,989
per person
Jun 27 - Jul 1
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 Hermitage Hotel

The Hermitage Hotel

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,028, price is now $701 per person
$701
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.6/10 Exceptional! (873 reviews)
It was a beautiful hotel beautifully decorated

Reviewed on Apr 29, 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

Waymore's Guest House

Waymore's Guest House

3.5 out of 5
East Nashville
Save 100% on your flight
Price was $1,082, price is now $752 per person
$752
per person
Jun 30 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (1,567 reviews)
Was a very pleasant stay. Considering the "hip" vibe. It wasn't noisy, but a very relaxed and chill atmosphere. I visited the downstairs lounge as well at the rooftop bar. Both were great. Property and rooms were very clean. One caveat though. The beds/mattreses are shorter than normal.

Reviewed on May 5, 2026

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Fly Hotel Deals

Best Western Dickson

Best Western Dickson

2.5 out of 5
2338 Highway 46 S Dickson TN
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $108 total per night from May 31 to Jun 1
$108 total
May 31 - Jun 1
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
Good people. Property was pretty clean, but a bit run down. Could use some TLC. Didn't attend breakfast, so cannot comment.

Reviewed on Apr 30, 2026

Best Western Dickson
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
$261 nightly
The price is $310 total per night from May 25 to May 26
$310 total
May 25 - May 26
Total with taxes and fees
9.6/10 Exceptional! (535 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 ...

Reviewed on May 6, 2026

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
$116 nightly
The price is $138 total per night from May 31 to Jun 1
$138 total
May 31 - Jun 1
Total with taxes and fees
9.4/10 Exceptional! (977 reviews)
Breakfast was fresh and refilled. Amazing coffee. Rooms were very clean. Parking is secured.

Reviewed on May 3, 2026

Holiday Inn Express & Suites Franklin - Berry Farms by IHG
See all 455 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 $544 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.