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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    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

Boston Holiday

Our pick of the best Boston Hotel Deals

Wyndham Grand Pittsburgh Downtown
Wyndham Grand Pittsburgh Downtown
3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is NZ$254 per night from 27 July to 28 July
NZ$254
27 July - 28 July
includes taxes & fees
8/10 Very Good! (2,931 reviews)
"Husband thought the bed was very uncomfortable."

Reviewed on 4 Jul. 2025

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel
Omni William Penn Hotel
4 out of 5
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is NZ$269 per night from 27 July to 28 July
NZ$269
27 July - 28 July
includes taxes & fees
9/10 Wonderful! (1,531 reviews)
"The staff at the Omni was super friendly. The rooms were clean and quiet. The valiet parking was quick and very well done. I was very happy with my stay here."

Reviewed on 2 Jul. 2025

Omni William Penn Hotel
Drury Plaza Hotel Pittsburgh Downtown
Drury Plaza Hotel Pittsburgh Downtown
3 out of 5
745 Grant Street, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is NZ$224 per night from 13 July to 14 July
NZ$224
13 July - 14 July
includes taxes & fees
9.4/10 Exceptional! (1,904 reviews)
Felt like they were your bffs
"Friendliest staff I’ve ever encountered on a trip."

Reviewed on 4 Jul. 2025

Drury Plaza Hotel Pittsburgh Downtown
See all 1,695 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?
You can grab a holiday package to this top destination on Expedia. But how much your holiday to Boston costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Boston?
If you're hoping to snag a cheap Boston holiday package, consider travelling in January, February and March. You'll usually find better rates on flights and accommodation during these quieter months --- ideal for travellers wishing to save money.
How many days is enough for Boston?
With a well-organised schedule, you can easily tick off the top Boston attractions in a handful of days. But if you'd like to discover hidden spots or go on day trips, think about booking your Boston holiday for longer.
How to find the best Boston package deals?
Bagging a cheap Boston package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Boston package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Boston holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging hotels and flights individually. Better still, you can personalise your Boston getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Boston?
Score incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Boston holiday.
How to plan a trip to Boston?

  1. Pick your dates: What you plan to do in Boston and your preferred season will help you decide when to travel.
  2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to put aside for your trip to Boston. Then, pick a hotel that suits your budget, whether that's an economical stay or a swankier retreat.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to experience in Boston. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Boston holiday 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.