Boston Vacations

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Find the Best Boston Vacation Packages

Boston Hotel Deals

Distill-Inn

Distill-Inn

2.5 out of 5
984 Frost Ave, Bardstown, KY
The price is ₩128,188 per night from Sep 10 to Sep 11
₩128,188
₩141,314 total
Sep 10 - Sep 11
includes taxes & fees
9.2/10 Wonderful! (1,295 reviews)
"It was great place to stay if your going on the bourbon trail the theme was great."

Reviewed on Aug 23, 2025

Distill-Inn
Best Western Louisville South / Shepherdsville

Best Western Louisville South / Shepherdsville

2.5 out of 5
362 Brenton Way, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is ₩104,668 per night from Aug 30 to Aug 31
₩104,668
₩116,496 total
Aug 30 - Aug 31
includes taxes & fees
8.4/10 Very Good! (829 reviews)
"I always get the best sleep"

Reviewed on Aug 22, 2025

Best Western Louisville South / Shepherdsville
Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

2 out of 5
1043 Executive Drive Hardin, Elizabethtown, KY
Fully refundableReserve now, pay when you stay
The price is ₩109,566 per night from Aug 26 to Aug 27
₩109,566
₩120,787 total
Aug 26 - Aug 27
includes taxes & fees
8.8/10 Excellent! (1,401 reviews)
"Very welcoming."

Reviewed on Aug 23, 2025

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94
See all 386 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?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Boston costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Boston?
You can typically find lower rates and better availability in January, February and November. Check out our cheap Boston vacation packages and you could get some great off-season deals.
How many days is enough for Boston?
Generally, a handful of days is enough to check out the main sights during your Boston vacation. But if you want to have some time to kick back or go on day tours, think about extending your itinerary.
How to find the best Boston package deals?
Begin your search for a Boston package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Boston package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Boston escape off to a flying start.
Is it cheaper to book a Boston vacation as a package?
You can enjoy significant savings on your Boston break by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Boston?
If you've got your Boston travel dates finalized, book as soon as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Boston?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred time of year and the activities available will also help you decide when to visit Boston.
  2. Set a budget: Consider expenses such as flights, food and transportation when calculating how much to set aside for your trip to Boston. Then, pick a hotel that suits your budget, whether that's an economical option or a high-end getaway.
  3. Decide your trip length: Consider how much time you want to spend discovering Boston. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Boston vacation package that brings all your bookings together.

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