Boston Vacations from $339

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The Latest Boston vacation packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Nashville Airport

Sonesta Nashville Airport

4 out of 5
Save 100% on your flight
Price was $589, price is now $339 per person
$339
per person
Jan 2 - Jan 5
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9/10 Wonderful! (1,749 reviews)
Room was a little dirty- hair in the shower, dusty places and bedframe needed wiped down

Reviewed on Oct 12, 2025

H&O on Music Row

H&O on Music Row

4 out of 5
Music Row
Save 100% on your flight
Price was $1,636, price is now $930 per person
$930
per person
Nov 13 - Nov 18
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Nashville (BNA)
10/10 Exceptional! (4 reviews)
Good location, really nice apartment.

Reviewed on Jun 28, 2025

The Hermitage Hotel

The Hermitage Hotel

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,894, price is now $1,240 per person
$1,240
per person
Dec 19 - Dec 23
just found
Roundtrip flight included
New York (JFK) to Nashville (BNA)
9.6/10 Exceptional! (807 reviews)
such friendly staff beautiful hotel

Reviewed on Oct 11, 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 $8,330, price is now $5,652 per person
$5,652
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Nashville (BNA)
No reviews
Sleeps 8 Walkable Sobro Suites w/ Local Art & Vibes by Avantstay

Sleeps 8 Walkable Sobro Suites w/ Local Art & Vibes by Avantstay

3 out of 5
Downtown Nashville
Save 100% on your flight
Price was $4,077, price is now $2,808 per person
$2,808
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
New York (NYC) to Nashville (BNA)
No reviews
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Boston Hotel Deals

Hyatt Place Nashville/Franklin/Cool Springs

Hyatt Place Nashville/Franklin/Cool Springs

3 out of 5
650 Bakers Bridge Ave, Franklin, TN
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $114 total per night from Oct 19 to Oct 20
$114 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (1,007 reviews)
"Lots of options and accessories for me an the family. Amazing breakfast and dinning area.... Clean pool an grounds.... Very safe an easily accessible parking lot..."

Reviewed on Oct 9, 2025

Hyatt Place Nashville/Franklin/Cool Springs
Baymont by Wyndham Franklin/Cool Springs

Baymont by Wyndham Franklin/Cool Springs

2.5 out of 5
4206 Franklin Commons Ct, Franklin, TN
Fully refundableReserve now, pay when you stay
$52 nightly
The price is $61 total per night from Nov 2 to Nov 3
$61 total
Nov 2 - Nov 3
Total with taxes and fees
8.2/10 Very Good! (1,318 reviews)
"Never given the password to WiFi and the deal clerk barely smiled and greeted you. Water pressure was great in shower Room was pretty clean we did have to remove a few stink bugs"

Reviewed on Oct 7, 2025

Baymont by Wyndham Franklin/Cool Springs
Drury Plaza Hotel Nashville Franklin

Drury Plaza Hotel Nashville Franklin

3 out of 5
1874 West McEwen Drive, Franklin, TN
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $140 total per night from Oct 19 to Oct 20
$140 total
Oct 19 - Oct 20
Total with taxes and fees
9.6/10 Exceptional! (1,629 reviews)
"Very nice"

Reviewed on Oct 6, 2025

Drury Plaza Hotel Nashville Franklin
See all 604 properties in Boston
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.

Boston Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Nashville Intl. Airport (BNA)

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Frequently asked questions

How much does a Boston vacation package cost?
You can grab a vacation package to this top destination from $339 on Expedia. But how much your vacation to Boston costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Boston?
If you'd like to snag a cheap Boston vacation package, consider planning a trip in November, December and January. You'll generally find better rates on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Boston?
With a well-organized schedule, you can easily visit the main Boston sights in a few days. But if you prefer to discover hidden spots or take day trips, think about booking your Boston vacation for longer.
How to find the best Boston package deals?
Use Expedia's filter tool to find some fabulous Boston package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Boston package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Boston vacation as a package?
You can enjoy significant savings on your next Boston escape by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Boston?
If you've got your Boston travel dates confirmed, book early to grab some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Boston vacation packages?
Your Boston getaway is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.