Boston Vacations from $592

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The Latest Boston vacation packages

Price found within the past 48 hours. Click for updated prices.
Briarwood Motel Near Valdosta University I 75

Briarwood Motel Near Valdosta University I 75

$592
per person
Oct 1 - Oct 7
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Valdosta (VLD)
4.8/10 (102 reviews)
The room fit our needs. Just a stop over on our way to our final destination.

Reviewed on Jul 18, 2026

The McKey

The McKey

$948
per person
Oct 1 - Oct 7
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Valdosta (VLD)
9.4/10 Exceptional! (168 reviews)
The rooms were clean and the historic element provided a neat experiment with a super friendly and helpful staff.

Reviewed on Aug 15, 2026

Wingate by Wyndham Valdosta/Moody AFB

Wingate by Wyndham Valdosta/Moody AFB

$837
per person
Oct 1 - Oct 7
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Valdosta (VLD)
8.6/10 Excellent! (1,411 reviews)
La Quinta Inn & Suites by Wyndham Valdosta

La Quinta Inn & Suites by Wyndham Valdosta

$855
per person
Oct 1 - Oct 7
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Valdosta (VLD)
9.4/10 Exceptional! (2,113 reviews)
Only thing is as staff cleans room after a stay, they should turn off alarm clocks as a procedure. We were rudely awakened at 6:00am.

Reviewed on Aug 16, 2026

OYO Hotel Valdosta GA I-75

OYO Hotel Valdosta GA I-75

$627
per person
Oct 1 - Oct 7
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Valdosta (VLD)
6.4/10 (781 reviews)
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Boston Hotel Deals

Best Western Plus Rose City Conference Center Inn

Best Western Plus Rose City Conference Center Inn

133 Liberty Street Thomasville GA
Fully refundableReserve now, pay when you stay
$101 nightly
$122 total
Aug 23 - Aug 24
Total with taxes and fees
Best Western Plus Rose City Conference Center Inn
Baymont by Wyndham Thomasville

Baymont by Wyndham Thomasville

1470 Remington Ave Thomasville GA
Fully refundableReserve now, pay when you stay
$56 nightly
$70 total
Aug 25 - Aug 26
Total with taxes and fees
7.4/10 Good! (905 reviews)
"My experience at this facility wasn’t the best; it was completely unsecured several times which I notified the management of the first time. The second time (the very next day) we left for 1 hour and came back to the room door completely wide open due to the “housekeeping” going to get additional ..."

Reviewed on Aug 15, 2026

Baymont by Wyndham Thomasville
Courtyard by Marriott Thomasville Downtown

Courtyard by Marriott Thomasville Downtown

207 SOUTH DAWSON STREET Thomasville GA
Fully refundableReserve now, pay when you stay
$143 nightly
$171 total
Aug 30 - Aug 31
Total with taxes and fees
9.4/10 Exceptional! (290 reviews)
"Very well maintained and CLEAN! I don't think I've ever been to a property that smelled so good! Staff were amazing as well!"

Reviewed on Jul 30, 2026

Courtyard by Marriott Thomasville Downtown
See all 137 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.

Find the Best Boston Vacation Packages

Boston Essential Information

Language
English
Currency
U.S dollars
Population
1,300
Top Sights
Thomas County Museum of History, Lapham-Patterson House and Country Oaks Golf Course

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Frequently asked questions

How much does a Boston vacation package cost?
You can snap up a vacation package to this top destination from $592 on Expedia. But how much your vacation to Boston costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Boston?
If you're looking to score a cheap Boston vacation package, consider planning a trip in April, June and December. You'll typically find lower rates on accommodations and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Boston?
With a well-organized travel plan, you can easily hit the most popular Boston attractions in a few days. But if you prefer to discover lesser-known spots or go on day trips, consider booking your Boston vacation for longer.
How to find the best Boston package deals?
Landing a cheap Boston package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Boston package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Boston vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Boston vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Boston?
If you're planning a spur-of-the-moment Boston vacation, 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 score sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Boston vacation packages?
If you're like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Boston vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.