Boston Holidays
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- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Boston Holiday
When a break in the city is calling, answer it with a Boston holiday package. The neighbourhood of Squirrel Hill South, which is good for cycling, golfing and dining, makes a great base for your adventures. You'll want to do some exploring during your trip to Boston. Drop by popular attractions like Kennywood, Round Hill Park and McKeesport Little Theatre. Check out Expedia's extensive range of travel options and begin planning your ideal holiday to Boston today.
Boston Holiday
Boston Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pittsburgh Intl. Airport (PIT) |
Population | 550 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Kennywood, Carnegie Museum of Natural History and Sandcastle Water Park |
Our pick of the best Boston Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
AU$250
21 Sept - 22 Sept
includes taxes & fees
8.4/10 Very good! (3,758 reviews)
"For what I paid for the room over $400 not what I was expecting Room was old and outdated and needed multiple repairs when it came to drywall and furniture sofa bed was from the 1980s"
Reviewed on 6 Sept 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
AU$167
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (1,183 reviews)
"Great place to stay for a few nights, everything was great. The only issue is that it is a bit far away from the city and you have to arrange a way to get to city for other activities but overall it was an awesome stay."
Reviewed on 4 Sept 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
AU$165
7 Sept - 8 Sept
includes taxes & fees
9.4/10 Exceptional! (2,282 reviews)
"Clean room, best property on North Shore."
Reviewed on 6 Sept 2026
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.
Stay near popular Boston attractions
Northeast Paddleboard Company
Take the family on an outing to Northeast Paddleboard Company during your trip to Boston. Amble around the area's riverfront or attend a sporting event.
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?
- Pick your dates: What you plan to do in Boston and your preferred season will help you decide when to travel.
- 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.
- 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.
- 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.
