Boston Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to NZ$616 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

Boston Holiday

Our pick of the best Boston Hotel Deals

Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
The price is NZ$316 per night from 12 Aug to 13 Aug
NZ$316
12 Aug - 13 Aug
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Great stay!"

Reviewed on 6 Aug. 2025

Skyland
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive, Luray, VA
The price is NZ$233 per night from 21 Aug to 22 Aug
NZ$233
21 Aug - 22 Aug
includes taxes & fees
7.6/10 Good! (706 reviews)
"It's tough to beat a mountain escape like Big Meadows."

Reviewed on 4 Aug. 2025

Big Meadows Lodge
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St, Luray, VA
The price is NZ$220 per night from 24 Aug to 25 Aug
NZ$220
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"I had a great stay here! It's an old historic building near Luray Caverns and Shenandoah, and I enjoyed the pool and hot tub the night I arrived, and the room was very comfortable."

Reviewed on 3 Aug. 2025

Mimslyn Inn Historic Hotels Of America
See all 656 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 holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Boston costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Boston?
January, February and November are great times to look for cheap Boston holiday packages. Opting to travel in less busy months means you can typically find lower prices on hotels and flights.
How many days is enough for Boston?
With a well-organised schedule, you can easily tick off the top Boston sights in a few days. But if you want to discover lesser-known spots or take day trips, think about booking your Boston holiday for longer.
How to find the best Boston package deals?
Use Expedia's filter tool to help you find some of the best Boston package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Boston package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book a Boston holiday as a package?
You can enjoy significant savings on your Boston break by booking a tailored holiday package. Check the "Package" heading, then enter your travel dates and destination to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Boston?
If you have your Boston holiday dates confirmed, book as early as you can to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Boston?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Boston.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to flights and activities. Your accommodation will probably be the largest expense during your trip to Boston.
  3. Decide how long to go away for: Now that you're more familiar with Boston, you can work out the right length of your holiday. Create a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodation: Once you've settled on your trip dates and duration, book the ideal Boston holiday package for you.

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