Boston Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Boston Vacation Packages

Boston Hotel Deals

Red Roof Inn & Suites Thomasville

Red Roof Inn & Suites Thomasville

2 out of 5
14866 US Hwy 19 South, Thomasville, GA
Fully refundableReserve now, pay when you stay
The price is ₩65,904 per night from Jul 27 to Jul 28
₩65,904
₩83,385 total
Jul 27 - Jul 28
includes taxes & fees
6/10 (185 reviews)
"It’s a nice place to stay. Just wish people would clean up after themselves outside."

Reviewed on Jun 28, 2025

Red Roof Inn & Suites Thomasville
Best Western Plus Rose City Conference Center Inn

Best Western Plus Rose City Conference Center Inn

2.5 out of 5
133 Liberty Street, Thomasville, GA
Fully refundableReserve now, pay when you stay
The price is ₩116,754 per night from Jul 20 to Jul 21
₩116,754
₩142,372 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (788 reviews)
"Great remodel room's and very"

Reviewed on Jul 14, 2025

Best Western Plus Rose City Conference Center Inn
Courtyard by Marriott Thomasville Downtown

Courtyard by Marriott Thomasville Downtown

3 out of 5
207 SOUTH DAWSON STREET, Thomasville, GA
The price is ₩176,206 per night from Jul 27 to Jul 28
₩176,206
₩211,336 total
Jul 27 - Jul 28
includes taxes & fees
9.4/10 Exceptional! (229 reviews)
"Excellent customer service"

Reviewed on Jul 2, 2025

Courtyard by Marriott Thomasville Downtown
See all 111 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.

Frequently asked questions

How much does a Boston vacation package cost?
You can snap up a vacation package to this top destination 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?
January, February and July are the best times to look for cheap Boston vacation packages. Choosing to travel in quieter months means you can usually find reduced prices on flights and accommodations.
How many days is enough for Boston?
Typically, a handful of days is enough to go to the main attractions during your Boston vacation. But if you'd like to have some time to chill out or take day trips, consider extending your trip.
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.
How to plan a trip to Boston?

  1. Choose when to get away: Check your calendar and get packing. Your favorite season and the type of activities available will also help you decide when to escape to Boston.
  2. Set a budget: Consider expenses like flights, transportation and food when calculating how much to set aside for your trip to Boston. Then, pick a property that matches your budget, whether that's a low-cost option or a deluxe retreat.
  3. Decide how long to go away for: Now that you know more about Boston, you can work out the ideal length of your break. Pull together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Combine your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the right Boston vacation package for you.

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